Home Vacation Rentals By Owner In Scotland, MD

Showing 20 Of 23 Vacation Rentals
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Exceptional(22)

$357.42

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Private Vacation Home

Beachy Maryland A-Frame: Steps to Chesapeake Bay!

Scotland, Maryland, United States

Escape to enchanting Scotland, MD, and immerse yourself in the tranquility of this charming 3-bedroom, 2-bathroom A-frame home. Nestled amidst scenic beauty, this vacation rental offers a relaxing fireplace perfect for cozy nights in. Explore the nearby Point Lookout State Park, dip your toes in the Chesapeake Bay just steps away, or discover the rich history of Historic St. Mary’s City. With its prime location and comfortable amenities, this house is the ideal retreat for your bayfront getaway.brbr-- THE PROPERTY --brbrPet Friendly w/ Fee | Bayfront Location | Fishing & Crabbing On-Site brbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed, Twin Bunk Bed | Bedroom 3: Queen Bed brbrINDOOR LIVING: Smart TV w/ cable, fireplace (wood provided), dining table, beachy decor, sunroom w/ seating, lot of natural light brOUTDOOR LIVING: Private multi-level deck, bay views, private beach, 2 adult bikes & 2 kids bikes, fishing rods, crabbing baskets, beach chairs, wagon & umbrellas, fishing dock, fire pit & grill (wood provided), outdoor seatingbrKITCHEN: Cooking basics, Keurig coffee maker, dishwasher, stove/oven, refrigerator, microwave, spices, standing mixer, dishware & flatware brGENERAL: Free WiFi, complimentary toiletries, linens & towels, in-unit washer & dryer, laundry detergent, central heating & air conditioning, hair dryer, iron/board, trash bags & paper towels brFAQ: 2 exterior security cameras (facing out), pet fee (paid pre-trip), water levels vary, jellyfish may be presentbrACCESSIBILITY: 2-story home, 4 steps to enter, bedroom & bathroom on 1st floor brPARKING: Carport (3 vehicles), free street parkingbrADDT’L ACCOMMODATIONS: An additional property is available across the street with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbrSUN AND SAND: Private beach (on-site), Point Lookout Swimming Beach (3 miles), St Jerome Beach (11 miles), Elm's Beach Park (11 miles) brHARBOR HAVEN: Buzz's Marina (4 miles), Drury's Marina (5 miles), Corinthian Yacht Club (6 miles), Boatel California (24 miles)brNATURE'S EMBRACE: Point Lookout State Park (1 mile), Saint Inigoes State Forest (11 miles), St. Mary’s River State Park (20 miles), St. Marys River Watershed Park (23 miles), Piney Point Lighthouse Museum & Historic Park (27 miles)brICONIC SIGHTS: Point Lookout Lighthouse (4 miles), Capitol Hill (75 miles), Washington Monument (83 miles), The White House (84 miles), National Mall (84 miles) brAIRPORTS: Ronald Reagan Washington National Airport (81 miles), Dulles International Airport (110 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $150 fee (+ fees & taxes, 2 pets max, dogs and cats allowed) br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Your safety matters. This property features 2 exterior security cameras. These cameras are outward facing and do not look into any interior spaces. Camera 1 is located on the front porch facing the carport. Camera 2 is located on the back of the home facing the bay to monitor water levels. These cameras only show a live feed and do not store footage br- NOTE: This 2-story home requires 4 steps to enter. It features a bedroom and bathroom on the 1st floor br- NOTE: The water level is dependent on the season, tide, and time of yearbr- NOTE: There are times when there are jellyfish present in the water, depending on the season; swim at your own riskbr- NOTE: There are other bookable vacation rentals on-site; other travelers may be present during your staybr- NOTE: Firewood is provided for the fire pit, fireplace, and grill. Guests are also welcome to bring their own preferred charcoal for the grill
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(11)

$316.59

/ Nightly
Cottage

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Scotland, Maryland, United States

Welcome to our serene and charming waterfront cottage, nestled in the tranquil setting of Southern Maryland, just before the scenic Point Lookout State Park. brOur waterfront cottage is the ideal getaway, offering an unparalleled blend of natural beauty and modern comforts. With stunning views of Tanners Creek as it winds into the Chesapeake Bay, the cottage provides a serene atmosphere where you can truly relax and unwind while being surrounded by nature. Whether you're soaking in the breathtaking sunrise from the dock or enjoying a quiet evening on the deck, this is the perfect place to escape the hustle and bustle. And with Washington, D.C. under two hours away, you can enjoy the beauty of Southern Maryland without venturing too far from the city.brbrInside, you'll find a cozy and thoughtfully designed space that combines comfort with elegance. The cottage features a master bedroom with water view and a second bedroom, as well as a spacious open great room with a sofa bed. The stunning waterfront scenery is never far away - whether you’re relaxing in the living area or stepping outside, the natural beauty will surround you at every turn. You’ll also find all the comforts of home, including high-speed Wi-Fi, air conditioning, a fully equipped kitchen, a washer/dryer, and plush bedding to ensure you enjoy a relaxing and restful stay.brbrStart your day with coffee on the dock as the sun rises over the water, or enjoy the peaceful surroundings in the great room. Explore the serene beach, watch for eagles and osprey, or take a kayak out to open waters of the Chesapeake Bay. Our property offers the perfect balance of outdoor adventure and peaceful relaxation, with a variety of activities for all guests.brbrThen in the evening, gather around the outdoor fire pit in the evening to enjoy s’mores, roast hot dogs, or share stories under the stars while sitting in comfy Adirondack chairs. The clear night skies provide the perfect backdrop for stargazing and enjoying the tranquility of the outdoors that is unpolluted from city lights. We provide a comprehensive check-in book to help with trip planning and offer helpful details for your stay. Guest can purchase firewood rightacross the street and use the outdoor fire pit.brbrTry your luck fishing or crabbing off the dock with the provided pots, and while you wait for your catch, head to nearby Point Lookout State Park. Take a walk through history, visit the lighthouse, or relax at the public beach. For a fun day trip, hop on the Smith Island ferry and treat yourself to a slice of their famous cake. Soak in the peacefulness of nature, but know that you're just minutes to everything you need:brbr* 2 min drive:br Point Lookout State Parkbr Smith Island Ferrybrbr* 5-10 min drive:br Gas stationbr Convenience Store/Liquor Storebr Trossbach Produce (seasonal produce stand)br Slack Winery (The Wine Cottage & Courtyard)br Pier 450 (waterfront dining)brbr* 15 min drive:br St. Mary's Collegebrbr* 20-30 min drive:br Homegrown Farm Marketbr Patuxent River Naval Air Museumbr California and Lexington Park (supermarket, lots of shopping and dining)brbrWe look forward to welcoming you to our cozy cottage!
Bed 2

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Bath 1

Bath

Sleep 6

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Exceptional(13)

$786.57

/ Nightly
Private Vacation Home

Chesapeake Bay Retreat – Private Beach • Fire Pit • WiFi • 2 Homes in 1

Scotland, Maryland, United States

Wake to sunrise over the Chesapeake Bay and unwind by the fire pit as waves lap the shore. With private beachfront access, fast WiFi, and two full living spaces, this peaceful retreat offers room for families and friends to gather, reconnect, and enjoy the quiet beauty of the Bay in every season.brbrWelcome to The Marram Shorehouse — your private waterfront getaway on the quiet shores of Scotland, Maryland. Just 90 minutes from Washington, DC, this serene setting invites you to slow down, breathe deeply, and soak in the rhythm of the tide right from your doorstep.brbrWith 7 bedrooms and 4.5 bathrooms spread across two spacious levels, the home comfortably accommodates up to 14 guests. Each floor features its own fully equipped kitchen, cozy living area, and private entrance—ideal for multigenerational families or two groups traveling together. Gather for shared meals, game nights, or movies, then retreat to your own floor for quiet time.brbrInside, large bay-facing windows fill the home with natural light and ever-changing waterfront views. Open-concept living spaces, comfy seating, and thoughtful touches create an easygoing coastal atmosphere perfect for every season.brbrDuring warmer months, spend your days kayaking, exploring the shoreline, or collecting shells along the private beach that appears at low tide. As cooler weather arrives, curl up with a book, gather around the outdoor fire pit under the stars, and watch migrating birds drift across the water. Need to catch up on work You'll find a quiet desk and chair setup in one of the bedrooms—perfect for light remote work or staying connected while away.brbrWhether you’re celebrating a family milestone, hosting a friends’ getaway, or simply craving a restorative escape, The Marram Shorehouse welcomes you to slow down and reconnect—with nature, your people, and yourself.brbrWe’re proud to share this space with guests who value peace, comfort, and meaningful time together. We hope you love your time here as much as we do.brbrImportant Information:brA signed rental agreement and list of all overnight guests (names and ages) is required before check-in.brbrTwo outdoor security cameras are located on the property: one facing the driveway and one facing the waterside entry and bay. There are no cameras inside the home or in private spaces.brbrGuests should bring their own firewood and charcoal for use with the fire pit and grill.brbrFurnishings and décor may evolve as we continue to refresh the space. If a particular amenity is essential to your stay, please reach out before booking so we can confirm details.
Bed 7

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Bath 5

Bath

Sleep 14

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Exceptional(15)

$804.33

/ Nightly
Cottage

Hays Beach House - Hot Tub - Private Beach

Scotland, Maryland, United States

Toasty Hot Tub - Free Wifi - Private Beach - Contactless Check-In - Pet Friendly - Tesla Charger - Linens, Soaps and Shampoo Provided.brChesapeakeBayVacations (ig @ChesapeakeBayVacations) for more pics and information... brbrWhen you arrive at Hays Beach House and step onto the screened porch, the hot tub is just about ready, promising relaxation with its inviting bubbles. Settling into the warm, swirling waters, the view will unfold — a serene panorama of the bay's gentle ripples under the sunset sky. The tranquil atmosphere, accompanied by the distant calls of seabirds, instantly melts away the day's travel stress, setting the tone for a much-anticipated vacation.brbrYou'll feel like you're in your own world with the Chesapeake breeze as soon as you arrive at Hays Beach House. It's your very own beach front cottage where you can enjoy: br* Crabbing and fishing on your private beachbr* Kayaks br* Stand Up Paddle Boarding br* Private deck overlooking the Private beach br* Evening soaks in the hot tubbrbrLook up HaysBeachHouse on social media for more pics and information... brbrIf your group needs more space, be sure to check out our sister property, Dameron Farm.brbrIf you need something more cozy, be sure to check out our other sister property, Rodo Beach Cottage.brbrWe have three properties in the immediate area so be sure to check them all out if one's not available!! @chesapeakeBayVacationsbrbrGo out on a fishing charter that's sure to yield something tasty to cook up for the family!! We have great relationships with select fishing charter captains. But book soon because they get booked up!! brbrYou'll have water views of the wide open Chesapeake Bay in the distance from both floors of this beautiful beach house! The gourmet kitchen will provide your group's designated chef with the tools they need to make your getaway a culinary dream. The top floor has its very own balcony for you to gaze off into the wide open Chesapeake Bay. You’ll feel like you’re on a cruise ship from up there ;-)brbrPlan your next family holiday at Hays Beach House and start creating those priceless memories. brbrPet Fees: Please message us if you would like to bring your dog and we can discuss. We are pet friendly ONLY to respectful dog owners that have well behaved and trained dogs. We have plenty of added amenities for your furry friends! There will be an additional cleaning fee of $200 per stay added to all reservations that include dogs. Dogs may not be left unattended inside unless they're contained in a crate. We have a limit of two dogs per stay. brbrSwimming in the Bay is done so at your own risk. brbrBe sure to follow us on social media (FB, IG) @chesapeakeBayVacationsbrbr*We follow all CDC recommendations as well as Airbnb's and VRBO's social-distancing and other COVID-19-related guidelines brbr**There is a Ring security camera in the driveway and facing the bay. There are no other surveillance devices on the premises. The alarm system is not activated during guest stays.
Bed 5

Bed

Bath 3

Bath

Sleep 12

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Exceptional(18)

$534.75

/ Nightly
Cottage

Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger

Scotland, Maryland, United States

Free Wifi - Private Beach - Contactless Check-In - Pet Friendly - Tesla Charger - Linens, Soaps and Shampoo Provided.brChesapeakeBayVacations (ig @ChesapeakeBayVacations) for more pics and information... brYou'll feel like you're in your own world with the Chesapeake breeze as soon as you arrive at Rodo Beach Cottage. It's your very own beach front cottage where you can enjoy: br* Crabbing and fishing off the private pier br* Biking around the Bay br* Kayaks br* Stand Up Paddle Boarding br* Relaxing on the Hammock br* Private beach brbrWe have three properties in the immediate area so be sure to check them all out if one's not available!! @chesapeakeBayVacationsbrIf you're group needs more space, be sure to check out our sister properties, Dameron Farm and Hays Beach House brChesapeakeBayVacations (ig @ChesapeakeBayVacations) for more pics and information... brGo out on a fishing charter that's sure to yield something tasty to cook up for the family!! We have great relationships with local charter captains. But book soon because they get booked up!! brWe've also got bikes (and maps) if you want to take an adventure around the Chesapeake. This modern beach house sits on six-foot stilts with water views from just about every room. brYou'll have water views of the wide open Chesapeake Bay in the distance from just about every window of this beautiful beach house! The gourmet kitchen will provide your group's designated chef with the tools they need to make your getaway a culinary dream. The master suite is on the top floor with its very own balcony for you to privately gaze off into the Chesapeake Bay. brbrThere are brand new laundry facilities on the first floor. Plan your next family holiday at Rodo Beach Cottage and start creating those priceless memories. brbr The Private Pier Fire Pit Private beach Tesla Wall Connector Level 2 Charger brbrThere are four beach cruiser bikes in the storage room under the house. brbrPet Fees: Please message us if you would like to bring your dog and we can discuss. We are pet friendly ONLY to respectful dog owners that have well behaved and trained dogs. We have plenty of added amenities for your furry friends! There will be an additional cleaning fee of $200 per stay added to all reservations that include dogs. Dogs may not be left unattended inside unless they're contained in a crate. We have a limit of two dogs per stay. brbrSwimming in the Bay is done so at your own risk. brbr*We follow all CDC recommendations as well as Airbnb's and VRBO's social-distancing and other COVID-19-related guidelines brbr**There is a Ring security camera in the driveway and a video doorbell at the front door. There are no other surveillance devices on the premises. The alarm system is not activated during guest stays.
Bed 3

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Bath 2

Bath

Sleep 8

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$445.32

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Cottage

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

Scotland, Maryland, United States

A beautiful, peaceful property located on the Western shore of the Chesapeake Bay in St Mary’s County Maryland just 5 miles North of Pt Lookout State Park. From the house, it’s a short 1 minute walk to the beach and Chesapeake Bay shoreline. The property is setup with everything needed for you and your friends and family to enjoy a comfortable stay during each season of the year. Read prior Guest Reviews on VRBO and Google Map to decide if the property will suit your needs while away from home. It has for 150 families over the past 7 years! “Peaceful, cozy, comfortable, everything you need, relaxing, beautiful place to take walks and enjoy a run, we brought our bikes and had so much fun” are all comments we see in Guest Reviews and in the Guestbook. See more reviews photos and information on Google Maps, FB and Instagram pages. Shopping, tourist and historical sites and full-menu and Bar/Restaurants including Courtney’s which features the freshest seafood meals and Pier 450 and SALT are also nearby and feature Chef created menus and gorgeous water views. Parents are encouraged to shop ahead and bring your groceries with you on the first day because once you arrive, you won’t want to leave to spend any time in a grocery store! (Instacart is available for deliveries) The sand, water, grass, sunrise and sunset views, the birds, deer, fox, turtles, frogs, crabs and fish are all waiting for you. Game Room full of fun in the backyard is a great spot to hang out! Call or write with any questions, peace is waiting for you and your friends and family. Disclosure: RING floodlight security cameras are installed at each of the 3 entry doors of the house and driveway. A (non-floodlight) camera is installed at the privately marked entrance doors of the “Tool Shed”. The “tool side” of the backyard shed is not for Guest use. The water level in the back of the property is in view of (2) RING (non-floodlight) cameras.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(31)

$488.4

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Private Vacation Home

Spacious Gorgeous Waterfront Home With Sunset View

Scotland, Maryland, United States

Dreamy weekends on the water, the perfect getaway for the entire family and friends in the southern tip of St Mary’s peninsula. This gorgeous house with 5 Bedroom 3.5 Bath sleeps 10 very comfortably. Wake up with amazing water views and access to the water with your own private pier. Spend your day crabbing, fishing, kayaking, paddle boarding or swimming. The house features an open floor plan with a cozy living room, sweeping views, and a fireplace. Enjoy your daily meals in the fully stocked gourmet kitchen (microwave, toaster, crock pot, blender, gas stove , refrigerator, dishwasher) and airy dining area. A very attractive wrapped around porch with sitting and outdoor grills (gas and smoker) invites you to watch the family play in the yard or simply relax with your favorite book. Also on the lawn you will find a cozy fire pit with 4 chairs for those chilly nights. The second floor offers a delightful grand master suite with an array of windows facing the water, a wonderful private deck to enjoy nature and a very spacious bathroom with a great soaking tub, a separate shower and dual sink. Additional 3 bedrooms on this floor offer great privacy and beautiful views. Enjoy the convenience of a second level separate laundry room. The top level is a especial one! It is huge with 360 degree views for all the family to hang out, play pool, watch movies, launch or watch the sunset while relaxing with a nice conversation. This top level also features a fifth bedroom with a full bath. All this would not be complete without the 2 car garage! where you can find a ping pong table, a laundry tub, kayaks, and paddle boards and more. In the driveway you can park 4+ cars. Central AC and heater with thermostat, and control 4 system for music in each floor. Wi Fii connection, and cable included. br
Bed 5

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Bath 3

Bath

Sleep 10

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$421.21

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Cottage

Private Beach Front Getaway at The Sunshine Beach Cottage.

Scotland, Maryland, United States

Now booking for the 2026 season! Hurry up before your dates are booked. ** We do not combine discounts and do not offer them on holidays** Newly renovated bathroom in May of 2024. Welcome to your own private oasis on the beach! This cozy and inviting 2 bedroom, 1 bathroom cottage is situated right on the water's edge, giving you breathtaking views of the Chesapeake Bay from the comfort of your own home away from home.brbrInside the newly renovated cottage you’ll find that it is decorated and fully equipped with everything you need for a comfortable and relaxing stay. The bedrooms have plush beds that will lull you to sleep after a long day of fun in the sun.brbrInside the living room you’ll find this charming cottage also boasts a coffee bar that is fully stocked with tea and other goodies to help you start your day off right. Whether you're a coffee connoisseur or prefer something a little more herbal, you'll find everything you need to brew the perfect cup.brAnd if you're in the mood for a little snack, there are plenty of treats to choose from as well. You’ll be able to sit back and enjoy a cup of your favorite beverage as you take in the stunning views of the ocean just outside your door.brbrBut the real magic of this vacation rental lies outside, where you'll find a veritable treasure trove of beach toys and gear just waiting to be used. Imagine spending your days building sandcastles, fishing, and playing corn hole with your friends and family. Or, if you're feeling adventurous, take out the provided stand up paddle board or kayaks and catch some waves.brbrAfter a day of fun in the sun, retreat to your cozy cottage and relax on the patio as you watch the sun sink below the horizon. The sound of the waves and the fresh ocean air will soothe your soul and leave you feeling refreshed and rejuvenated.brbrwe love furry friends and know how important it is to have them by your side on your vacation. We do allow dogs on a case by case basis for an additional non-refundable deposit of $100.brSo, if you have a furry family member that you can't bear to leave behind, just let us know when you book your stay. We'll be happy to discuss the details with you and ensure that you and your pet have a comfortable and enjoyable stay in our beachfront cottage.brWith all of these amazing amenities, there's no reason not to book your stay at this incredible vacation rental today!brbrWhat sets the Sunshine Beach Cottage apart from other vacation rentals:brbr•We're proud to say that our beachfront cottage is military owned and operated. As veterans ourselves, we understand the importance of service, commitment, and attention to detail, and we bring those values to everything we do.brWe're committed to providing our guests with an exceptional vacation experience, and we're honored to serve those who have served our country. If you’re active or retired military yourself please let us know at the time of booking for a 10% discount!brbr•We take pride in providing our guests with the best possible experience, and that starts with the accommodations. Our beachfront cottage has undergone a huge renovation in 2020!brYou'll enjoy all the modern comforts and conveniences, including new appliances, an updated bathroom, and comfortable furnishings. We want you to have the best possible stay, which is why we've spared no expense in making sure that our cottage is the perfect home away from home for you and your family.brbr•We provide each stay with their own welcome basket! This can include anything from snacks, to drinks, and even those silly things you may have forgotten like toothpaste, sunscreen and even a razor! brbr•We take pride in being available to our guest throughout their whole stay at any time of day for any questions or concerns they have! Whether they need helping choosing a nearby restaurant or help finding extra toilet paper we are there for them.brbr•Our property is one of only a few properties in the area with direct beach access! This means you can sip your coffee with your toes in the sand watching the sun rise or roasting s’mores in a fire directly on the beach as the sunsets!brbrSo, if you're looking for a vacation rental that combines classic beachfront charm with modern amenities and comforts, look no further than our renovated cottage. We can't wait to welcome you and help you create unforgettable memories on the beachbrbrAmenities Provided:brIndoors: All Standard appliances, cups, plates, bowls, mugs, wine glasses, plates bowls and cups for children/toddlers, pots, pans, serving bowls, salad bowls, oyster shuckers, crab leg crackers & hammers, cooking utensils, verity of cooking seasoning, drink pitchers, cooking knifes, paper towels, toilet paper, all linens, bath towels, beach towels, wash clothes, robes, coffee/tea maker, 4-1 milk frothier, full stocked coffee/tea bar, board games, books, first aid kit, fire extinguisher, 3 internet connected TVs, Wifi for mobile devices, mini split units in each roombrbrOutdoor:brLife vest, blow up stand up paddle board, kayaks, crab pots, fishing poles, fishing/crabbing nets, beach chairs, corn hole boards, outdoor gas grilll , beach toys for kids, 2 outdoor lounge chaises, outdoor dining table with chairs, outdoor gamesbrbr*Home is ready for you to bring your own YouTube, Netflix, Hulu and any other media streaming platform logins for those who wish to relax with a movie after a day on the water.* brbrbr*Looking to stay during the winter and need a little extra warmth We’ve installed a propane driven Radiant Heater right in the living room that heats the whole house!*brbr-Master bedroom includes a King Size bed with plenty of soft pillows, a flat screen TV with a Roku 4K smart stick as well. brbr-Guest bedroom has a trundle style bunk bed that has 2 FULL SIZE beds with memory foam mattresses along with twin size trundle below for any added guest or little ones. This room includes Smart TV. brbr-5G HughesNet Satellite Internet is provided for those who still wish to connect while away from home. brbr-Bathroom has had a full gut renovation. There are pegs to hang your towels and swimwear after your day on the beach. Relax in the newly tiled shower/tub combo with massage shower head to wash the sand away. brbr-Had a long day of swimming and relaxing near the water and now need to do some laundry Laundry room has a washer and dryer with laundry products provided for your stay. brbr-Please be sure to fill out our guest log! We want to make your stay as friendly as possible and want to keep note of it for your potential future stays. Maybe you can come back and find your old entries!brbrHOME ACTIVITIES INCLUDE:br-Looking to start a campfire Roast some marshmallows or hot dogs Simply dig a hole on the beach and make a small fire! (Pics are included from our own experience). But please make sure you clean up after you are done. brbr-A fresh caught dinner whether it be by fishing or netting can be yours for the taking. *Cooking utensils, 2 fishing rods (rod holders for your convenience are included as well), pots and pans, as well as crab nets and pots are included as well.*brBait can be purchased at Buzzys Country Store. (Address- 12665 Point Lookout Rd.)brbr-Looking to buy any wines, spirits or beers The Ridge Market offers a wide variety of selections, but please make sure to enjoy responsibly and must be 21 years of age and older.(A small selection of fishing bait offered as well) brAddress- 13270 Point Lookout Rd. brbr-Dollar General is also right down the same street of the Ridge Market, for anything else you may need. brbrLOCAL AREA ACTIVITIES INCLUDE:br-Wanting to go somewhere for a night out to eat brOur favorite spots are only a 10-15 minute drive away! br•PIER450- A former fish camp turned boutique micro resort, PIER450 offers an extensive array of wines, foods, as well as a beachfront dine! br(Address- 48342 Wynne Rd, Ridge, MD)br•Hacienda Los Guayabos- An authentic Mexican restaurant like no other, the service is phenomenal, food is even better. br(Address- 19661 Three Notch Rd. )brbr-Interested in somewhere else to take the family for lunch/dinner Take a stroll down Three Notch Road through California, you’ll find several restaurants to include chains as well as a few “hole in the wall” restaurants to try out! brbr-Maybe you’re looking for some late night fun Solomons Island is 30-40 minutes away, take a nice walk down the famed boardwalk and stop into one of the many mom and pop restaurants that populate the island! br*The Tiki Bar has re-opened as well, for any guests 21 and older.* br(Address- 14560 Solomons Island Rd S)br(Tiki Bar- 85 Charles St, Solomons, MD)br*MORE ON SOLOMONS ISLAND HERE- https://www.onlyinyourstate.com/maryland/river-walk-solomons-md/ *brbr-Up for a hike Calvert Cliffs State Park is a 4.5 mile hike featuring breathtaking views! br(Address- 10540 H G Trueman Rd )brbr-Looking for some homegrown produce by a family owned and operated farm Trossbach produce is your go-to! Simply go to their website and order what you want! Pick-up is at their St. Inigoes FarmbrWeb- https://www.trossbachproduce.combrbr-Big on Naval Aviation Maybe even just Naval History The Patuxent River Naval Air Museum is your bucket list place during your vacation! Littered with Naval Aircraft to include the first flight aircraft life size model to the Navy’s most advanced aircraft, the history is abundant and present. br*JUST added is a BLUE ANGELS FA18 to their inventory, come get an up close look at it yourself!*br(Web- paxmuseum.com )br(Address- 22156 Three Notch Rd )brbr*Guests are overall responsible for any damages incurred to the property during their time of stay.*
Bed 2

Bed

Bath 1

Bath

Sleep 8

Sleeps

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Exceptional(124)

$398.02

/ Nightly
Cottage

,

Scotland, Maryland, United States

Happy 2026! I INVITE YOU TO COME RELAX ON OUR PRIVATE BEACH PARADISE! brOur cottage is directly on the sand, with the Chesapeake Bay your playground! Any day, is a good day at the Bay, All the seasons have somethingto offer, we now have an electric fireplace to warm you in the chilly months! Come take a mid winter break! SUMMER 2026 IS FILLING FAST, secure your dates soon! brSCREENED IN PORCH sitting area, large deck for outdoor enjoyment, with griddle for cooking dinner, Maryland Blue Crabs, we got them here! 2 kayaks, floats for your to enjoy the water.brWildlife, water, sandy beach, crabs, Bay Side Retreat won't disappoint! brNestled on a private beach only accessible to the home owners and our guests.brCome enjoy a cozy, intimate time at the cottage this fall. Off season flexible cancellation policy in place as well.brbrThe cottage will welcome you like an old friend…you will want to return year after year! brWhether it be family time, Girls getaway, couples weekend, solo relaxing trip away from the city, fishing trip, or here to hunt at the many public acres around the areabr*Beautiful St. Mary's College is only 8 miles down the road, come spend the weekend with your college student.brWakeup to breathtaking sunrises to start your day! brbrEnjoy the Bay breezes on the SCREENED IN PORCH any time of day or night.brbrOther amenity's include: Towels, beach towels, sheets, shampoo, conditioner, lotion. The kitchen is fully stocked with all your utensils, pots/pans etc. Kitchen cabinet has cooking essentials like olive oil, spices, etcbrbrBelow is a whole LOT of info for around the area, OR brcheckout my webpage: www.haysbeachcottage.combrbrLess than 2 hours from DC , 8 miles from St Mary’s College, Close to wineries, Local Marinas close by, brLove Maryland Blue Crabs We have the best, scoop them up right on our private beach for dinner! Point Lookout State Park is a few miles down the road, Take a sunset cruise, Rent a pontoon boat for the day, Go horseback riding, Check out nearby Solomon's Island and Calvert Marine Museum, Schedule a photo shoot for your family.brbrWE HAVE LOTS TO KEEP YOU AND YOUR FAMILY BUSY HERE AT THE BAY! LOOKING TO DISCONNECT, RELAX.. UNWIND We do that best here at Bay Side Retreat! brStroll for miles in either direction, collect sea glass, Kids can play on the beach right outside the door, while you sit on the porch. Kayak on the Bay (2 provided), as well as back the creek. Sit on the screened in porch and enjoy the breathtaking views of the Bay. Enjoy dinner on the side deck, Watch several species of birds fish, including the majestic Bald Eagles (my favorite).brLife is beautiful at the Bay, sit, relax and take a deep breath from your everyday life, and enjoy the beauty all around you~ no matter what the season is ~ the wildlife are in full swing. brThe beach right outside your door is private, accessible only to the homeowners on our road, and our guests like you! If you are looking for an quiet getaway from the hustle of daily life, then this is the perfect place for you and your family! brCheck out my website for things to do in the area, and places to eat! www.haysbeachcottage.com Below is some of the things you will find in more detail on my web page.brDID YOU KNOW Point Lookout State Park is our neighbor! If you want a short break from sand and sun, you may want to take a day trip over to the Park. If you are into paranormal /ghost, Point Lookout is one of the top in the NATION to be haunted. ( link on webpage), IT's filled with Civil War History, check it out! brIn the winter months, put on your sweatshirt, cozy up with a blanket, and enjoy the screened in porch with your morning coffee, or late night hot toddy. FALL is warm and very nice to be at the cottage on the water.brDo you HUNT The cottage is surrounded with hundreds of public acreage within a 5 miles radius, and even more public hunting in the neighboring cities. (State laws/requirements must be followed), please check Maryland State hunting seasons and laws, St. Mary's County. brThe views of the sunrising over the Bay are breathtaking ~ What a great way to start your day! brEarly morning is also a great time to find those little treasures and sea glass. Throw your line in and catch dinner right in your own front yard. Or kayak down the creek. Maryland blue crabs can be scooped up in a net or bucket just steps away, down the beach to the right , where the Creek meets the Bay.brKAYAKS and life jackets are provided at cottage (2), (USE AT YOUR OWN RISK) be mindful of the changing water/wind patterns. brWhat ever the occasion is that brings you to our cottage, you are sure to find exactly what your soul needs! Open floor plan in living room / kitchen area, sleep sofa for more sleeping space (full size bed) . Living room has new 65” TV . With 240 channels. Bedrooms are spacious with lots of room to unpack and put your belongs in the closet or dressers. Bedrooms have King size bed and 2nd bedroom has queen size bed. New 43” tv’s in each bedroom. In the Laundry Room you will find washer/ dryer, vacuum, cleaning supplies etc. Bathroom has a wall of hooks to hang your towels, swimwear etc. (Towels provided) Kitchen area is open with a large island, kitchen table, refrigerator, microwave, stove, and a Keurig coffee maker, as well as a regular coffee maker. brFully Stocked kitchen with your essentials, including a crap pot if you choose to boil up the fresh catch from the day, blender, electric frying pan, air fryer, etc. Linens, towels/ wash cloths are provided. A few beach towels as well. Shampoo, body wash provided if you forget to bring yours. br** Bring your own fishing poles, bait can be purchased at Buzz’s Country Store or the bait shop as you were coming into town on Rt 235, as well as Bay Mart, and Ridge Market. Rod holders are also at the house for your convenience. Following is some info about the area AND you can also find out Things-to-Do area Scotland, Md FROM MY WEBSITE: http://www.haysbeachcottage.com br Ridge Market offers a selection of beer/liquor and is right in town ( limited bait can be purchased here also) There is also a Dollar General for all your essentials and True Value Hardware in town. St James Deli & Spirits is on Rt 235 about 3 miles up road... GREAT little place for breakfast/lunch/dinner AND they have a coffee Shop! About 17 miles up the road on Rt 235 you will find the town of Hollywood, and right beside it the town of California, here you will see all kinds of shopping and restaurants/ food chains. Solomon's Island is right across the bridge and is a great little water town with fine dining and shops, and a pier to stroll along while you have ice cream. ( link on webpage) brHike You might a day trip up to Calvert Cliffs State Park~ 13 miles of hiking trails. You might also enjoy Newtowne Neck State Park~ trails and scenery. As you can see, there is lots to do here in St Mary’s County MD, if you choose to, sitting on the beach with a book in hand is perfectly ok too :) brOur little gem on the water is surrounded by creatures, that call this land home, please respect the mammals, and wildlife if you encounter them. Birding in exceptional in these parts, especially in the fall and winter months. St George Island is great to scope out birds.. it’s only a short drive down Rt 5 about 29 miles.. make reservations at the Ruddy Duck while you are down that way.. great place to eat, surrounded by water on both sides! ( again, links to these places on my webpage) brThe turtles can be seen relaxing in the early morning hours, of early summer, their head will stick out of the water as they float about. brbrWhat ever the reason that brings you to Scotland Maryland and our beautiful Hays Beach, I hope you enjoy your visit, the sunrises, the expansive views of the Bay, the peace and quiet, and our cottage. Time truly stands still while you are here, giving you space to Relax, and take a deep breath from the busy world.. recharge!brbrHope to “see you soon!brMissy
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$198.95

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Cottage

Walk to Beach: Pet-Friendly Gem in Scotland!

Scotland, Maryland, United States

Charcoal Grill | Furnished Deck | Day Trip to Greenwell State ParkbrbrExperience the best of Maryland's coast with ease when you stay at this 1-bed, 1-bath vacation rental. Ideally located in the charming village of Scotland, this cozy cottage offers easy access to historic landmarks, scenic sites, and plenty of waterfront attractions. Lounge by the Chesapeake Bay at the neighborhood beach, explore Point Lookout State Park, or enjoy a guided tour through St. Mary's City.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom: 1 queen bedbr- Living Room: 1 full sleeper sofabrbrKITCHENbr- Refrigerator, stove/oven, toaster, microwavebr- Keurig coffee maker (starter coffee & creamer provided)br- Cooking basics, dishware/flatware, paper towels/trash bagsbrbrPROPERTY HIGHLIGHTSbr- Smart TV, board games, booksbr- Sunroom w/ seating area & dining spacebr- Front deck, lounge chairs, charcoal grillbr- Unfenced yard areabr- Neighborhood beach access (varying water conditions)brbrGENERALbr- Free WiFibr- Central air conditioning & heating, ceiling fansbr- Washer & dryer, laundry detergent, iron/boardbr- Linens & towelsbr- Complimentary toiletries, hair dryer, hangersbr- Keyless entrybrbrFAQbr- Pet fee (paid pre-trip)brbrACCESSIBILITYbr- 2 steps required to access, single-story cottagebrbrPARKINGbr- Driveway (3 vehicles)brbrADDT’L ACCOMMODATIONSbr- An additional property is available across the street with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- Walkable to a neighborhood beach along the Chesapeake Baybr- 1 mile to Point Lookout State Park: fishing, swimming, dog beach, historic sitesbr- 4 miles to Buzz's Marina & Drury's Marinabr- 20 miles to St. Mary's River State Parkbr- 27 miles to Piney Point Lighthouse Museum & Historic Parkbr- 81 miles to Ronald Reagan Washington National Airport & 104 miles to Dulles International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes, max 1)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story property requires 2 exterior steps to accessbr- Please note that the yard is unfenced; dogs must be on a leash at all times when outdoorsbr- The water level at the neighborhood beach is dependent on the season, tide, and time of yearbr- There are times when there are jellyfish present in the water depending on the season; swim at your own riskbr- The owners provide firewood for the grill, but guests are welcome to bring their own favorite charcoal
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$452.79

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Private Vacation Home

Private Bay Retreat • Peaceful Vibes & Semi-Private Beach at Bliss on the Bay

Scotland, Maryland, United States

Welcome to Bliss on the Bay ~ your serene getaway nestled where the Chesapeake Bay meets the Potomac River. Just a 60-second stroll from the semi-private beach where the open water meets the shore, this coastal retreat offers the perfect balance of nature, comfort, and family-friendly fun.brbrWhether you're chasing outdoor adventure or simply craving quiet mornings with water views, Bliss on the Bay delivers an experience as calming as the breeze and as lively as your travel crew needs it to be.brbrThis newly remodeled, professionally designed split-level retreat is thoughtfully styled and packed with amenities. Every detail ~ from the furnishings to the layout ~ was curated with the Chesapeake Bay lifestyle and our ideal guest experience in mind. It sleeps up to 10 guests comfortably and includes four bedrooms:brbr- Main-level king suite with sitting area and work nichebrbr- Upper-level king bedroombrbr- Upper-level full bedroombrbr- Bunk room with two full-over-full bunk bedsbrbrYou'll wake up to water views from multiple rooms and enjoy stunning Chesapeake Bay sunrises from both decks.brbrOutdoor Bliss ~brbrYou're steps away from a semi-private sandy beach — perfect for sunbathing, paddleboarding, and swimming in the endless open waters of the Bay. We provide beach chairs, an umbrella, towels, two kayaks, and two paddleboards for you to enjoy.brbrBack at the house, you'll find a spacious yard with a firepit surrounded by Adirondack chairs — the perfect spot to gather and roast marshmallows under the stars. Challenge your crew to a game of ping pong, cornhole, or giant Jenga, or enjoy a meal on the outdoor dining table that cleverly converts into a shuffleboard and mini bowling setup.brbrNeed a moment of calm Roll out a yoga mat on the deck, relax on the tree swing, or listen to the wind chimes while perched on the peaceful bench under the shade of our favorite tree.brbrIndoor Fun ~brbrRain or shine, there's always something to do. Our game room features a pool table and retro arcade machines (hello, Ms. Pac-Man and Centipede!) for hours of nostalgia-packed fun. We also stock board games, puzzles, and books for both kids and adults.brbrSmart TVs, high-speed Wi-Fi, and cozy gathering spaces throughout the home make it easy to settle in and unwind.brbrThe Area ~brbrBliss on the Bay is located in the quiet and charming town of Scotland, MD — just around an hour and forty-five minutes hours from Washington, D.C., but it feels like a world away. One mile up the road, you’ll find Point Lookout State Park, a beautiful historic area with multiple beaches (including a dog beach!), hiking trails, a Civil War museum, and some of the best crabbing, birdwatching, and kayaking in the region.brbrLooking to get on the water You can kayak or paddleboard right from our beach, or launch out and head down the Bay. Nearby shops offer fresh steamed crabs if you don’t feel like catching your own!brbrIncluded Amenities:brbr❥ 2 kayaks & 2 paddleboardsbrbr❥ Semi-private beach access (60-second walk)brbr❥ Outdoor firepit with Adirondack chairsbrbr❥ Outdoor dining table that doubles as shuffleboard + bowlingbrbr❥ Game room with pool table + retro arcade gamesbrbr❥ Ping pong, cornhole, giant Jengabrbr❥ Smart TVs, high-speed Wi-Fibrbr❥ Board games, puzzles, booksbrbr❥ Fully stocked kitchen with Keurig, k-cups & teabrbr❥ BBQ grill + utensilsbrbr❥ Yoga mats, beach chairs, umbrella, & towelsbrbr❥ High chair, bassinet, pac n play & changing tablebr(upon request)brbr❥ Washer/dryer & laundry suppliesbrbr❥ Contactless check-inbrbr❥ Dog-friendly with fee & prior approvalbrbrBliss on the Bay is your home base for memory-making, rest-taking, and nature-soaking. Come for the beach, stay for the bliss.brbrBook your stay now — we can’t wait to host you!
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Private Vacation Home

Luxury Waterfront Getaway in Scotland MD

Scotland, Maryland, United States

Summary:brbrWelcome to your private Chesapeake Bay escape. brbr- 4 bedrooms, 4 baths, sleeps 10 brbr- Elegant interiors with cozy decor brbr- Direct beach access, kayaks, and crabbing gear brbr- Spacious decks for outdoor dining brbr- Unmatched sunrises and sunsets brbr- Fast Wi-Fi for remote work brbr- Ideal for families, boaters, and nature lovers brbr@TheDreamRentalsbrbrbrbrThe Space:brbrWake up to breathtaking Chesapeake Bay views in this beautiful beachfront home in Scotland, MD. Spanning 3 floors and 2,200 sq. ft., it features 4 bedrooms, 4 baths, direct beach access, elegant interiors, spacious decks, kayaks, crabbing gear, outdoor dining, and a comfortable workspace. Ideal for family vacations, remote work, or peaceful escapes—your perfect bayfront retreat awaits! Welcome to Your Private Chesapeake Bay Escape.brbrbrbrTucked away on a quiet peninsula in Scotland, MD, this 4-bedroom, 4-bathroom beachfront retreat offers unbeatable sunsets, private beach access, and wide open water views—all just 2 hours from DC. Whether you’re sipping morning coffee on the wraparound deck, kayaking, or enjoying fresh crab with friends at the outdoor dining area, this home is a haven for families, boaters, remote workers, and nature lovers alike.brbrbrbrComfortable Accommodation:brbr- 4 bedrooms brbr- Sleeps 10 brbr- Spacious layout with room to gather or retreatbrbrbrbrInterior Feeling:brbr- Cozy and casual luxury decor brbr- Flexible work-from-home space or wellness getaway brbr- Fast Wi-Fi and peaceful surroundings make it perfect for workcations or creative retreatsbrbrbrbrOutdoor Bliss:brbr- Private water access brbr- Crab pots, kayaks, and beach brbr- Unmatched sunrises from the deck, yard, or beach brbrbrbrDelightful Dining:brbr- Fully stocked kitchen brbr- Outdoor grill and picnic setup brbrbrbrProfessional Cleaning:brbr- Meticulously maintained for your comfort brbrbrbrThis property is perfect for those seeking a luxurious escape while enjoying the beauty of nature.brbrbrbrGuest Access:brbr Guests have full access to:brbr • Entire home, beach, and yardbrbr • Kayaks, crab pots, and lawn gamesbrbrbrbrOther Things to Note:brbr The Details MatterbrbrbrbrFrom the soft-close drawers to the accent lighting, custom barn doors, and mosaic tile floors, no detail was overlooked. Large glass doors slide open to a waterfront deck that feels like an extension of the living room.brbrbrbr⸻brbrbrbr OutdoorsbrbrbrbrStep into the sand or enjoy dinner al fresco as the sun melts into the Chesapeake. Whether you’re lounging with a book, crabbing with the kids, or soaking up the stars in silence, the water is always front and center.brbrbrbr⸻brbrbrbr Location & Accessbrbr • 2 hrs from DCbrbr • 10 mins to Point Lookout State Parkbrbr • Close to boat launches, fishing spots, & nature preservesbrbr • Quiet, low-traffic area for privacy and safetybrbrbrbr⸻brbrbrbr✅ Notes Before BookingbrbrbrbrThis isn’t your average rental. It’s a place with soul, sunshine, and serious upgrades. You’ll feel the difference the moment you walk in — and the view speaks for itself.brbrbrbrInteraction with Guests:brbrCall anyone in our staff for help:brbrbrbrYour Superhost: AnthonybrbrChief of Operations: Saralyn brbrSuperintendent: Paul
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$626.37

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Private Vacation Home

Water House at Scotland Beach; 4 bedroom, 3.5 bath, Oceanfront

Scotland, Maryland, United States

The Water House at Scotland Beach is a 4-bed, 3.5-bath vacation home in Scotland, Maryland. Nestled on 2 private acres and surrounded by water on three sides, it offers a serene escape for design lovers. Just an hour and forty-five minutes from DC, it’s very close yet extremely peaceful, private, and secluded. Enjoy crabbing, birdwatching, kayaking, swimming, and ultimate relaxation by the shore. This idyllic bayside retreat is perfect for gathering with loved ones, having fun, and recharging.brbrThe spacebrbrThere are four bedrooms upstairs, one with a queen bed, two with full sized beds, and one with a twin sized bed and a trundle underneath. On the first floor, there is a twin sized day bed, two large 3 cushion couches, and one two cushion sofa.brbrThere are 3 bathrooms upstairs and a half bath on the first floor.brbrWe have a boat shed full of fun things to use while you are here. Two kayaks, outdoor games (bocce, badminton, croquet, etc), two hammocks by the water, and several fishing poles you are welcome to use. We also have a few crab pots you can bait and throw in the water. We can typically get a few crabs a day so if you leave them in throughout the day, you can pull out enough for a small dinner :) Alternatively, there's a crab shop just down the street where you can purchase as many as you like and they'll steam and season them on site for you!brbrThe yard is almost two acres, so there are plenty of spaces for a game of football or lounging or doing yoga by the water.brbrWe live directly on Tanner's Creek, which is right off the open ocean (Chesapeake Bay). You can kayak from the house to the ocean in about ten minutes. The swimming is much better in the open ocean, as there is quite a lot of greenery below the surface in Tanner's Creek where the house sits. There are also stingrays here and sometimes jellyfish, so we prefer to play in Tanner's Creek on kayaks and fish / lounge, and then do our fun swimming and beaching nearby at Point Lookout State Park (about a mile away, 1 minute drive by car) or kayak out to the beach from the house. There are several beaches at Point Lookout State Park, including a dog beach (which we love) and a beach for humans only. We find the dog beach is actually the better beach, so prefer to hang out there regardless :) We will provide a pass for you to get into Point Lookout State Park, which is typically $5 to enter. It's a great area and space, full of history, and you'll love this part of Maryland as much as we do :)brbrWe have a chest full of indoor games (Jenga, several puzzles, Connect4, UNO, Monopoly, chess, Scrabble, Mahjong, Animal Spirit Cards, Skip Bo, and decks of cards), as well as some children's books and toys.brbrWe also have a bassinet, full changing table setup, plenty of children's books and toys, a humidifier, a night light, and a baby / kid's room with blackout shades. We have a new baby ourselves and have made sure anything any everything you may need is stocked (bumbo, pack and play, toys, books, etc etc).brbrIn terms of supplies, we stock shampoo, conditioner, body wash, sheets and towels, beach towels, towels in the garage to dry off the pups who hop in the water, toilet paper, paper towels, dish soap, sponges, laundry detergent, an espresso maker (Breville), a drip coffee maker, a toaster, an electric kettle, and all the dishes you'll need while here (cups of all shapes and sizes, serving dishes, utensils, etc). If you need anything particular you don't see listed, feel free to reach out to ask!brbrAlso, check us out at @waterhousescotlandbeach - we've also been listed on AirBN for a year and are just checking out VRBO so feel free to check out extensive reviews on that site!
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