Vacation Rentals By Owner In Southold, NY

$503.09

Family Beach House on the North Fork of Long Island

Southold, New York, United States

Welcome to our Family Beach House, nestled on the coast of the Peconic Bay in the charming town of Southold, New York. Embrace the tranquil beauty of the North Fork, enjoy the many vineyards and create cherished memories in our serene seaside retreatbrbrPermit #0502brMinimum 2 week stay - please reach out for customization

5

Bed

2

Bath

10

Sleeps

$870.64

/ Nightly

Private Vacation Home

Gorgeous 4-bedroom house with AC in charming Southold

Southold, New York, United States

Get ready to relax in this beautiful 4-bedroom house in Southold on Corey Creek. The space features 2 queen beds, 1 full bed, and a 2 twin loft bedroom, comfortable sleeping your whole group. The upstairs/downstairs living rooms will also allow for comfortable sleeping on our sofas. The main bathroom is spacious with a walk in shower. The downstairs bathroom has a tub/shower design. The outside shower is delightful. Our guests can enjoy the many conveniences and privacy. The house stays comfortable year-round with heating and AC, and thoughtful touches like a hair dryer and iron make packing light easy. Whether you’re unwinding indoors or exploring nearby, There are kayaks, a paddle board, inner tubes and lots of life jackets. The upstairs and downstairs decks have very comfortable chairs and couches for your enjoyment. There is an outdoor grill too! The house is situated on the water on Corey Creek. This serene retreat offers a perfect home base. There are numerous vineyards nearby. Tanger outlets are minutes away. Greenport village offers travelers numerous dining options and great shops to enjoy. Bicycles are stored in the garage for your use. We hope you enjoy our place and what Southold has to offer.

Bed

Bath

Sleeps

$752.6

/ Nightly

Private Vacation Home

“Paradise Found” - Walk to Private Beach & In-Ground Pool!

Southold, New York, United States

Escape to paradise with this stunning north fork home, where relaxation and adventure meet! A quick walk to the beach, this beautifully designed 3-bedroom, 2-bathroom retreat is the ultimate getaway for families or groups seeking a beachside escape with updated amenities and plenty of space. Serene backyard includes large outdoor dining, fire pit and pool. This property offers a combination of tranquility and excitement. Get ready to explore all of what Southold has to offer!brbrKey Features:brBeach Location: 5 minute walk to beach with private access. Wagon, beach chairs, umbrellas, coolers, kayaks & lifejackets available. brbrUpdated Kitchen & Living Space: Living room features wood burning fire h place, large screened in porch with dining, cozy TV room with pull-out queen couch. Semi open floor plan with great entertaining flow. brbrGourmet Kitchen: Fully equipped with high-end appliances, sleek countertops, and all the cookware you'll need to prepare gourmet meals. Large island with seating for 8. Gas grill with propane. brbrSpacious Bedrooms: Master suite hosts a king-sized bed, with en-suite bathroom. Additional bedrooms sleep 2 adults, each. brbrEntertainment: High-speed Wi-Fi, TVs in main living areas. Bikes for adults and children. brbrOutdoor Oasis: The oversized deck is perfect for dining al fresco or lounging with friends and family by large pool. The property also includes a fire pit for those cozy evening gatherings.brbrIdeal Location: Located in a quiet, upscale neighborhood, perfect for those who want to escape the hustle and bustle while being close to everything the north fork has to offer. Local wineries, breweries, restaurants, shopping, and attractions. Enjoy the best of both worlds – peaceful beach days and easy access to nearby activities.brbrBook Your Stay Today!brbrThis beach house is the perfect place to unwind and create lasting memories. Don’t miss out on your chance to stay at this North Fork dream getaway! Here is a link for a video walkthrough : https://youtu.be/nQPoGqOaQ3M

3

Bed

2

Bath

6

Sleeps

$977.03

/ Nightly

Private Vacation Home

North Fork Waterfront Gem!

Southold, New York, United States

Live the waterfront life! Kayak, paddle board, boat from your front door! Enjoy gathering your own oysters and clams from your waterfront backyard! Walking distance to Sound Beach, 5 minute drive to bay beach. Surrounded by vineyards and farm stands, this is the best of the North Fork!brIncludes kayaks, paddle board, bicycles, beach equipment and even a clam rake!

Bed

Bath

Sleeps

$704.54

/ Nightly

Private Vacation Home

Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!

Southold, New York, United States

You are invited to have a wonderful time in this Southold, Long Island beach house. You will have a fabulous time of sun, beach, good food, lots of wines, and mostly friendships. It sleeps 8 with 4 bedrooms: 2 with queens and 2 with twins. There are 2 Full Baths and 2 Half Baths + a fabulous hot water outdoor shower. (No big parties please because the septic system will not handle those crowds.) brbrThere is a high-end new kitchen. Everything has been updated with modern mechanicals while trying to maintain the delightful historic architectural feel. This includes all newer plumbing and most of the electrical. (Note: This is not the house for you if you need uber-modern, austere, sterile, white walls and glass.) This house oozes natural historic character both inside and outside. The pictures in this Vrbo system are representative of the property; no AI has been used to modify them.brbrTOURISTY ATTRACTIONS:br www.southoldhistoricalsociety.org has many local sites to visit, including a majestic lighthouse commissioned by George Washington. www.oysterpondshistoricalsociety.org has colonial buildings at Orient Point and original art & furniture. Just west of Mattituck, there is the Hallockville Museum Farm dating back to the Revolutionary War with lots of historic farm buildings and equipment that is available for touring from about 11 AM to 3 PM and a calendar of special events https://hallockville.com. First Presbyterian Church of Southold, founded by the Puritans in 1640, is one of the oldest cemeteries in New York with 20 graves from the 1600’s www.fpcsouthold.org. The Town of Southold maintains an Osprey Nest website map for looking for the birds: http://tos.maps.arcgis.com/apps/OnePane/basicviewer/index.html appid=b5c37c048815427b883f67e708c08928brThe Town of Southold has public trails for hiking. http://www.southoldtownny.gov/DocumentCenter/View/130/NorthForkTrails bidId= brbrSHOPPING:brwww.greenportvillage.com is the next big town with lots of luxury boats, antique shops, restaurants, ferry rides to Shelter Island. If you are into antiques, then visit Lydia’s in Greenport: http://www.greenportvillage.com/lydias-antiques-stained-glass. In Greenport find the famous boating gear and art of S.T. Preston’s & Son http://www.prestons.com. Groupon has various types of places that have deals: restaurants, golf, vineyards, and museums; we search for “Greenport NY” to see the deals.brbrEATING & GROCERIES:brwww.liwines.com has all the vineyards and wineries on the North Fork. With the death of my brother Christian Baiz, my family’s ancestral farm and “Old Field Vineyards” is being sold. My back deck of the house looks onto the grape vine fields. At the head of Bay Home Road, across from the vineyard entrance is KK’s The Farm – open Friday, Saturday and Sunday 9-5 for a CSA organic farm using biodynamic practices http://www.kkthefarm.com. Another ½ mile is the Southold Fishing Market https://www.facebook.com/southoldfishmarket with a great assortment of fresh fish and a family-friendly restaurant. For meat lovers, less than one mile away in Southold is the specialty Wayside Butcher shop https://www.facebook.com/SoutholdWaysideMarket. There are lots of vegetable stands on the North Road a.k.a. Route 48. The parallel road is the “Main Road” a.k.a Route 25 which goes through the center of every village. Catapano Dairy Farm has goat dairy and cosmetics products www.catapanodairyfarm.com. The New York Times has this article on animal farming from snails, to sheep, goats, cattle, pigs, chickens, turkeys, ducks, cheese, etc. https://www.nytimes.com/2017/10/23/dining/livestock-returns-to-north-fork-farms-long-island.html. brbrBOATING & BEACHING & WATER & GOLF:brHalf a mile from the house is Port Of Egypt www.poemarine.com; rent motor boats, Heron Suites Guest Rooms for overflow guests, Allure Restaurant. Fifteen minutes away is a large and very natural beach park called Orient Beach State Park: https://parks.ny.gov/parks/106/details.aspx or https://www.facebook.com/pages/Orient-Beach-State-Park/107655819264115 rf=105781372796184. Ten minutes away is the large village of Greenport with lots of shops and docks for walking beside luxury yachts and a fabulous enclosed carousel: http://villageofgreenport.org/carousel-greenport-village.php. Two full-day, major expeditions are to be a foot passenger to go to 1) Block Island via a high-speed ferry www.vikingfleet.com or to New London CT, and there are special boats from both ports that tour 12 lighthouses and forts. https://www.longislandferry.com; parking is free on Orient Point and the round trip tickets across the Sound are free if you buy the lighthouse tour. The nearest public course is Islands End in Greenport on the Long Island Sound: https://islandsendgolf.com/brbrART: brIn addition to sun and water, the East End of Long Island has ART. Acting theaters, galleries, museums: http://www.hamptons.com/The-Arts.brbrPUBLICATIONS & TV NEWS:brThere are several websites for local news. br1) An internet-only site is www.danspapers.com with current info on community event, arts & entertainment. br2) The newspaper of record for the area is the Suffolk Times http://suffolktimes.timesreview.com/category/news/. br3) On-line news, weather, Lifestyle about the North Fork is found at https://patch.com/new-york/northfork. br4) “News 12” is the local Long Island TV station.brbrTECHNOLOGY: bra) The house has fast Wi-Fi from Optimum 100 Mbps with a dual-band router with 2.4GHz and 5GHz networks, but it does not reach down to the beach; the password is friendlycheese559 and it is posted on the refrigerator. It is a good idea to enable your cell phones to use Wi-Fi Calling. brb) There are 2 TVs attached to cable with lots of stations; Channel 12 is local Long Island news. brc) You are welcome to bring an Apple TV-like device to watch Netflix, etc. brd) You can also bring Amazon Alexa-like devices. bre) There is a HP Printer-Scanner with 8 ½ x11 paper, data cable, and the software disk is in the desk drawer. brf) All the bedrooms are on central air conditioning which has a significant trickle-down cooling effect on the first floor, too. Each bedroom has a table-top fan.brbrSupplies & Services that are provided: bra) The cleaning staff will put out an initial supply of facial tissues, toilet paper, heavy-paper dinner napkins, a big container of clothes washer pods, a box of dishwasher pods, plenty of aluminum foil, and plastic wrap. I can schedule mid-stay or even weekly house cleanings at cost.brb) There are spices in the cabinet over the gas stove. brc) The big Weber gas grill will have propane gas with an extra tank in the garage. brd) There is a detailed PDF inventory of furnishings and kitchen equipment. bre) At the beach are 3 chaise longues and a big sea chest with chairs, kids’ beach toys, umbrellas, etc. brf) Down by the beach are 2 one-person kayaks; use at your own risk.brg) Included in the rent is that North Fork Sanitation will pick up the trash (but you must use the provided special yellow bags; pick up is once a week (usually a Tuesday early morning) but can be expanded to twice a week if you need it; the trash man opens the garage door, so don’t lock that door.brh) The lawn cutters come irregularly, dependent on when it rains and how high the grass is. bri) Firewood is stored in a chest beside the garage. Make sure the spring-operated chain-pull fireplace damper is released so the smoke goes up the chimney.brbrFINANCIAL:brA) If you rent by the month or more, then you will be billed for electricity; otherwise, all utilities are included.brB) If you stay less than a month, then Suffolk County has a 5.5% tax. Also, in 2025 New York started taxing tenants; this is built into the Vrbo system. brC) Monthly rentals also include at least 1 Mid-Stay clean @ $250. More cleanings can be arranged.

4

Bed

3

Bath

8

Sleeps

$446.73

/ Nightly

Private Vacation Home

Cozy&Chic Beach Cottage - wineries, beach and perfect for all seasons

Southold, New York, United States

Our beach cottage is located right across the street from beautiful Cedar Beach in Southold, North Fork. Enjoy the gorgeous, calm waters of Shelter Island Bay at the beach and the stunning sunrise and sunset views from the beach and house.brbrLoft has a desk space and sunroom has plenty of room for Remote Working (wifi is provided!)brbrEach room has a ceiling fan, air conditioning for summer and heating for cooler days.brbrDetailed Description of our Beach Cottage:brbrSunroom: Enjoy coffee and Sunrise views or local wine with Sunset views in our beautifully furnished and comfortable sunroom. Lounge on the daybed with a good book or magazine. Plenty of space for everyone in the house to lounge comfortably with drinks or a meal and enjoy the relaxed views.brbrLiving Room: Bright and airy with Sky Lights and High Ceilings. Comfortable sofa and chairs for you to lounge on. Stocked bar cart w/ all the tools to make your preferred drinks or enjoy local wines and beers! Large brand new TV w/ wifi to relax an enjoy movie nights.brbrKitchen: Fully stocked w/ new dishes, pots/pans, everything to make a feast with your finds from the local farms and shops. Brand New dishwasher, stove/oven, laundry machine and dryer are all available for your use. Kitchen also has a toaster oven and coffee pot. The Dining Table seat 4-6 comfortably and there are extra folding chairs in the main closet.brbrBedroom 1: Queen bed. Large closet and dresser to unpack so you feel at home. The bedrooms have sheer curtains if you like to wake up to the sunrise and blackout shades if you want to roll them down to sleep in.brbrBedroom 2: 2 twin beds w/ organic Keetsa Mattresses. Large closet and dresser to unpack so you feel at home. The bedrooms have sheer curtains if you like to wake up to the sunrise and blackout shades if you want to roll them down to sleep in.brbrBathroom: 1 full bathroom in the house with a shower and an outdoor shower with hot and cold water.brbrLoft: Bright and Airy with Sky Lights. Large comfortable sofa to lounge on. There is a large wicker box full of board games for you to play in the comfortable and cozy loft space. Planning on working from the North Fork We have a desk sitting under the sky light that you can set up your work station for your stay, log into the wifi and be ready to take meetings anytime.brbrYard: Outdoor shower for you to shower under the sun with hot and cold water! Walk right off the beach to the yard and take a relaxed shower in nature. Large 2 person hammock to lounge and nap under the trees. Brand new stylish patio table and chairs w/ large umbrella to comfortably seat 4-6ppl. BBQ to grill all of your farmers market finds :)brbrGuest Shed: The guest shed is an extra storage space for you to keep your bikes, tennis rackets, etc. It is yours for your stay and large enough to house anything extra you want to bring along.brbrEnjoy the whole house and yard for your stay! It is a very relaxed and peaceful neighborhood. Some neighbors arebrseasonal, some are locals throughout the year.brbrAbsolutely no animals, under no circumstances. We have severe allergies and cannot take the risk sadly.brbrGuest accessbrEnjoy the whole house and yard for your stay! We are located in a beautiful, relaxed and quiet neighborhood.brbrOther things to notebrAll of the North Fork's beautiful amenities- beaches, wineries, parks, farms, farmers markets, shopping, restaurants are just minutes away! We are in wine country with some of our favorite wineries nearby- Macari, Pellegrini, Pindar, Bendall, etc.brbrbrBeautiful Southold town is just a few miles away to do any antique shopping or go to local restaurants. Many farms for berry picking, wineries for berry drinking! and plenty of farmers markets to get all of the North Fork's seasonal bounties only minutes away.brbrGreenport is a 12 minute car ride to enjoy some extra shopping, restaurants and bars!brbrShelter Island Ferry from Greenport is only 12 minutes away to enjoy an easy ferry ride to Shelter Island for a day trip.

2

Bed

1

Bath

6

Sleeps

$473.3

/ Nightly

Private Vacation Home

Cozy North Fork Home with Direct Water Access, Private Dock, Close to Wineries

Southold, New York, United States

Waterfront ChicbrbrCozy North Fork Home with Direct Water Access, Private Dock, Close to Wineriesbrbr4BR/3BA: private pool, waterfront, private dock, private beach, fire pit, balconies, open floorplan, minutes to wineriesbrbrNestled in the picturesque town of Southold on the coveted North Fork of Long Island, this luxurious 4-bedroom, 3-bathroom property presents the ultimate family getaway. Perfect for those looking to escape the bustle of daily life, this enchanting residence sits on a beautifully secluded block, framed by the tranquility of the waterfront. Guests will be in awe of the property's private man-made beach and pristine pool, all just a stones throw from the region's famed wineries.brbrStepping into the home, visitors are greeted by a meticulously designed open layout that exudes warmth and invites relaxation. Bathed in generous natural light, the home's spacious living areas seamlessly blend together, making movement between the plush living room, elegant dining room, and state-of-the-art kitchen a delightful breeze. Aspiring chefs will be thrilled to discover top-of-the-line appliances awaiting them in the kitchen, while entertainment enthusiasts can unwind in front of the large-screen TV in the living room. What truly sets this space apart, however, are the breathtaking water views visible from both the living and dining areas. These vistas beckon guests to venture out onto the home's back deck, offering a seamless transition between indoor comfort and outdoor splendor.brbrThe home's exterior is a testament to luxury and leisure. Ensuring total privacy for its guests, this oasis features an expansive deck outfitted with a generous dining table, a high-quality gas BBQ for those cherished summer cookouts, and multiple sitting areas that are just begging to be enjoyed with a cocktail in hand as the sun sets. Down by the waterfront, the property's private, man-made beach provides an ideal spot for sunbathing or simply letting the world go by. For those with a sense of adventure, the private dock has kayaks ready for gliding across the serene waters. And for those who prefer freshwater dips, the brand-new pool is an inviting blue haven, perfect for both morning laps and lazy afternoon floats.brbrWhen the day draws to a close and it's time to retreat indoors, guests will find each bedroom prepared to be a sanctuary of comfort. Fresh linens grace every bed, inviting restful slumbers and dreams of the day's adventures. The bathrooms, complete with all the essential amenities, ensure that every guest feels pampered and at home.brbrBeyond the bounds of this magnificent property, the allure of Southold continues. Situated close to an array of renowned wineries, guests can indulge in wine-tasting tours and savor the region's renowned vintages. Gastronomes will rejoice in the array of restaurants, each offering mouth-watering local produce and dishes. And for those in search of a touch of culture or retail therapy, the nearby town boasts charming shopping avenues and art galleries waiting to be explored.brbrThis property has a max occupancy of 8brbrBedroomsbrbrPrimary Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Standard Closet, Balcony/DeckbrbrBedroom 2: One Double/Full Bed, 2nd Floor, Air Conditioning, Standard Closet, Balcony/DeckbrbrBedroom 3: One Double/Full Bed, 2nd Floor, Air Conditioning, Standard Closet, Balcony/DeckbrbrBedroom 4: One Bunk Bed, First Floor/Main Floor, Air Conditioning, Jack & Jill Ensuite Bathroom, Standard ClosetbrbrBathroomsbrbrPrimary Bathroom 1: Full Bath, 2nd Floor, Ensuite, ShowerbrbrBathroom 2: Full Bath, 2nd Floor, ShowerbrbrBathroom 3: Full Bath, First Floor/Main Floor, Ensuite, Jack & Jill, ShowerbrbrTVsbrbrPrimary Bedroom 1: StreamingbrbrOutdoors & Pool/SpasbrBalcony, Deck/Patio (Uncovered), Beach Chairs, Patio Furniture (Table, Chairs), Fire Pit (Wood-Burning), Waterfront, Grill (Gas), Kayak/Canoe, Dock, Private Pool (Outdoor)brbrAmenitiesbrBed Linens, Air Conditioning (Central Air), Dryer, Heating, Washer, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Keurig), Dishes and Silverware, Pots and Pans, Toaster, Blender, Speaker System (Bluetooth Speaker, Stereo), Television (Main Living Room), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Smart TV, Ice Maker, Laptop-Friendly Workspace, EssentialsbrbrSuitability: Primary renter must be at least 21 years old.brbrPet Policy: Pets may be allowed but are subject to owner's approval (please inquire). Pet approval may include additional fees and/or security deposit.brbrUtility Disclaimer:brUtility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $100.00 per night of the reservation.brbrCleaning Disclaimer: One light cleaning per every seven (7) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense.brbrSpecial Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed.brbrPayment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Marquis will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners'). Should Marquis be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Marquis is notified in writing 72 hours or more prior to the start of the reservation.brbrNote: All payments must be made prior to check-in.brbrVRBO charges the guest directly for their service fee and applicable taxes, while StayMarquis charges separately for the rental rate. As a result, you will see two separate charges at the time of booking-one from VRBO and one from StayMarquis.brbrIf there is a second installment, it will be collected directly by StayMarquis shortly after the first installment.brbrPayment Method: Balance payments made with credit card are capped at $3,500. Payments over $3,500 shall be made by check, ACH or wire.brbrSecurity Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement.brbrThe guest experience for this property is managed by StayMarquis, a local vacation rental management company. By booking this property, you will receive a dedicated Guest Experience Manager who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property.brbrShowings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Bed

Bath

Sleeps

$795.95

/ Nightly

Private Vacation Home

3 Bedroom NoFo Home

Southold, New York, United States

Enjoy the best the North Fork has to offer while staying at our tranquil and peaceful home! Our 3 bedroom, 2 bathroom home is surrounded by award winning vineyards, renowned restaurants, farm stands, great shopping, and a walk down the block to a private beach on the Peconic Bay. Master bedroom has king size bed and walk-in closet. Second bedroom has queen size bed with closet and third bedroom has two twin beds with a closet. Dining room leads to serene outdoor patio area. Newly renovated backyard with heated, saltwater, in-ground pool and serene rock waterfall. New patio with pavers. Fully complete by Summer '24 season. Pictures will be updated once completed. Please message me if you have any questions!

Bed

Bath

Sleeps

$775.95

/ Nightly

Private Vacation Home

Southold Soundfront Private Beach

Southold, New York, United States

Two bedroom PERFECT beach house located on a private beach. If you love the beach, fishing, swimming and sunsets in a quiet place, this is for YOU.brThis is NOT a bluff beach. Walk right out the FRONT sliding door and you are ON the beach. Walk out the SIDE sliding door you are on the wrap around deck, with patio set barbecue grill, lounge chairs, and views in every direction. You can walk in either direction ON the beach for miles. Crystal sand, rocks, beach glass and glistening water around you. Public beaches require town parking permits which can quickly increase the cost of your stay at other non-beach front properties, but you don't need a permit since this is a private beach (no crowds, no restrictions). br57035brbrOne Bedroom has a full size bed, the other bedroom has twin bunk beds. Wrap around deck, with furniture on BOTH sides of house for morning and afternoon sun + beach chairs included. This house does have heat for cooler nights in Spring & Fall. Perfect for a long relaxing Summer, weekend get away, or family retreat. Really great fall fishing weekends, winery trips, pumpkin picking. Give us a call, you're going to LOVE IT !brbrAll rates listed are for a family of 4 (2 adult, 2 children). There are additional charges for extra guests and these need to be confirmed and agreed upon at time of reservation. Please note that we are vigilant about the number of people renting the house. Sorry, not pets allowed due to guests with allergies. brbrKeywords: Housebr

Bed

Bath

Sleeps

$265.41

/ Nightly

Private Vacation Home

Charming home with fireplace, kayaks, patio, fast WiFi, & washer/dryer-dogs ok

Southold, New York, United States

Minnehaha MarvelbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis prime property with water views and surrounded by lush greenery can be your perfect place to escape reality with your loved ones. Vacation here on gorgeous Long Island, where many festivals, events, markets, shops, and local eateries abound. Take the kayaks out for a spin on the creeks and rivers, or head to the beach to participate in fun rentals and excursions like paddleboarding, surfing, boating, parasailing, and every other waterfront activity imaginable.brbrUpon entry, you'll be met with a bright interior and a warm feeling of welcome throughout the space. Make yourself at home by sitting on the plush furniture, curling up by the fireplace with a good book, or carrying on a conversation with loved ones. Stream a movie marathon on the large TV in the living area while the chef of the group cooks up a storm in the kitchen, equipped with stainless steel appliances, a breakfast bar, and a formal dining table. The main suite is comfortable, with plenty of room to get a great night's rest from the day's activities. It boasts a TV for private viewing, a spacious closet, and a lovely en suite bathroom with a walk-in shower. Enjoy grilling barbecue and dining alfresco on the back patio, witnessing spectacular sunsets along the bay.brbrTHINGS TO KNOWbrVacasa is a registered New York State sales tax vendor. And if Vacasa is the merchant of record will collect sales tax and applicable unit fees on all sales of short-term rental unit occupancy within New York State that it facilitates.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: No parking available.brbrbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

1

Bed

2

Bath

4

Sleeps

$316.29

/ Nightly

Private Vacation Home

Charming Southold Retreat with In Ground Pool – Walk to Founder’s Beach

Southold, New York, United States

brWelcome to your perfect North Fork getaway! This bright and inviting 3-bedroom, 1.5-bath home is ideally located in the heart of Southold — walking distance to Founder’s Beach, local restaurants, charming shops, and yoga studios.brbrEach of the three bedrooms features a comfortable queen-sized bed with fresh linens provided, making it an easy and relaxing stay for families, couples, or friends traveling together.brbrStep outside and enjoy your own private backyard oasis complete with a large in-ground chlorine pool and diving board — perfect for summer afternoons and evening swims. The spacious grassy yard offers plenty of room for lawn games, relaxing in the sun, or dining outdoors.brbrInside, you’ll find:br • A bright Florida room — ideal for morning coffee or evening cocktailsbr • Fully equipped kitchenbr • 1.5 bathroomsbr • Attached two-car garagebr • Comfortable living spaces for gathering and unwindingbrbrThe location truly can’t be beat. You’re just minutes from:br • North Fork wineries & breweriesbr • Local farm stands & fish marketsbr • Pumpkin fields in the fallbr • Christmas tree farms in the winterbr • 10 minutes to the Village of GreenportbrbrWhether you’re planning a beach weekend, wine tasting trip, or a relaxing poolside retreat, this Southold home offers the perfect blend of comfort, charm, and convenience.brbrCome experience the best of the North Fork!

Bed

Bath

Sleeps

$389.0

/ Nightly

Private Vacation Home

A Natural Getaway

Southold, New York, United States

Welcome to a family-fun, pet-friendly house (Rental permit 0343) built in 2019 on a woodsy acre-plus. The home is a stroll to a beautiful Long Island Sound beach and centrally-located, with 3-bedrooms, 2.5 baths, an office and a TV den. Enjoy the outdoor shower, pebbled patio and yard. The property is a 7-minute stroll to pristine McCabes Beach, and 2 miles to Southold village where the Hampton Jitney stops to-and-from Manhattan. A 10-minute drive leads to trendy Greenport where 2 short ferry-rides head to The Hamptons.

Bed

Bath

Sleeps

$1183.3

/ Nightly

Private Vacation Home

Three Bed, Three Bath Home Close to Beaches, Vineyards and Breweries

Southold, New York, United States

Make yourself at home in this recently renovated home in the heart of the North Fork Wine Country! With three bedrooms and three bathrooms in this 2200 sq. ft. home, there is plenty of room for all! The master features a large walk-in closet and a large master bath with a double sink vanity, free standing tub and large walk-in shower. Enjoy the open concept kitchen and living room adjacent to the dining room and wet bar which is perfect for entertaining. Relax on the rocking chairs on the front porch or the large patio.Roast marshmalllows while enjoying an evening around the fire pit. brbrThe North Fork has a lot to offer. There are numerous wineries, breweries, fine dining and boutiques. The beach is only moments away from this location. Enjoy a short trip to Greenport and enjoy a day of shopping and dining along the harborside. The North Fork is easily accessible to beautiful Shelter Island where you can catch a nice ferry ride over to the Hamptons. brbrThis home has a lot to offer for a great vacation!

Bed

Bath

Sleeps

$434.15

/ Nightly

Private Vacation Home

Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.

Southold, New York, United States

Great location close to all the North Fork has to offer. The entire upstairs of an Historic Home built in the 1830's with quaint lower ceilings typical of 1800's with claw ft tub and full kitchen, 2 bedrooms and outside patio area with gas grill and private lawn area. Bike and Beach chair rentals available at no cost.brbr* Kindly note property calendar not always up to date due to multiple booking sites...please check for availability.brbrVehicle Beach Parking Pass can be Available free with rental

Bed

Bath

Sleeps

$3373.11

/ Nightly

Private Vacation Home

HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern

Southold, New York, United States

Brand new heated gunite saltwater pool!!!!brA sparkling clean and modern 6 bedroom, 4 bath waterfront home offering all the luxuries you'll want and more for your North Fork vacation. Private 6 acre property features gorgeous water views, long dock for your boat, kayaks, stand up paddle boards, large firepit area, bicycles, a 2600 square foot deck perfect for lounging and dining with brand new heated saltwater gunite pool, lounge chairs, sun beds, covered daybed, dining table for 12, full chef’s outdoor kitchen, a top of the line hot tub for 6 adults, and a private outdoor shower with rain shower head and excellent water pressure. Swimming, fishing, and crabbing right off the long private dock. Indoors you will find an enormous fully stocked eat-in kitchen with sliders to the deck, beautiful dining room for 12, large living room with grand fireplace and TV, main-level gym with smart bike, workout Mirror, and gorgeous views, master bathroom with double shower head, sauna for 2, and large jacuzzi; separate kids’ space that sleeps 4 with en-suite bathroom, sectional sofa, and TV. Boat, paddle, bike or drive to 4 separate beaches that are 2-4 minutes away, or enjoy multiple vineyards, award winning restaurants, and fresh produce, meats, and fish from the local farms and farm stands a stone’s throw away along with the beautiful towns that the North Fork has to offer.

Bed

Bath

Sleeps

$399.2

/ Nightly

Private Vacation Home

North Beach Fork Beach House

Southold, New York, United States

Enjoy our tranquil home in a private beach community.Located on a half acre of private land, this home has all the amenities you will need for a relaxing vacation or getaway. Views of Peconic Bay from the home, a private beach .Take advantage of Historic Greenport, located just 1 mile away, as well as the Ferry to Shelter Island and Sag Harbor, along with three restaurants just walking distance away.brHome has an open concept feel with catherdal ceilings, great room, kitchen and dining room with sliding glass doors that leads to a large deck. The deck wraps around to the front porch.brNOT A SHARE HOUSE OR USE FOR AFTER PROM.

3

Bed

2

Bath

6

Sleeps

$1144.87

/ Nightly

Private Vacation Home

Waterfront property with own dock and stunning views, overlooking Southold Bay.

Southold, New York, United States

Welcome to our home, a one of a kind Bayfront property with a private dock, a large, expansive deck, overlooking Southold Bay, with views to Shelter Island. Only a short distance from charming Southold Town and a variety of beautiful Bay-side and Sound-side beaches. brImmerse yourself in the beauty and tranquility of the North Fork by staying at our charming, waterfront home.brbrOur property has a very unique setting on a sought-after road in Southold. Its look and layout ensure it stands out in the area. It sits on Jockey Creek, with dazzling views over Southold Bay and Shelter Island beyond.brbrThe large, comfortable deck offers a safe haven from the hustle and bustle of nearby Southold and Greenport. It’s a place to relax and enjoy the views, with plenty of outdoor furniture and a gas BBQ, perfect for those lovely summer evenings.brbrWith its own dock, you can enjoy kayaking around the Bay Area - Jockey creek and other nearby waterways. It is fun to explore the nearby Bayside beaches - Goose Creek beach and Founders Landing with beach passes we can provide.brbrFishing from the dock is the perfect way to start or finish your day in the North Fork. We have rods that you can use. Even clamming, with the correct license, can be done on the nearby sandbars and areas, accessed by kayak.brIf you have access to your own boat, you are able to travel to the house and dock there. Some fabulous restaurants are accessible in Southold, Greenport and on Shelter Island by boat.brbrSouthold Town is half a mile away - a short walk or easy cycle ride. It’s a quaint village with some must-try restaurants and fabulous home decor shops and other boutiques.brbrThere is access to tennis courts, running track and a basketball court at nearby Southold school.brbrWe have several bicycles for those who would like to soak up the nearby countryside, ride to the Sound or Bay side beaches and visit the delightful wineries in the area. They are a real treat!

Bed

Bath

Sleeps

$836.33

/ Nightly

Private Vacation Home

Shorecrest Beach House + Beach Front + Ocean views

Southold, New York, United States

The Shorecrest beach house is located on a grassy bluff overlooking the waters of the Long Island Sound with its own private beach. The house has three bedrooms on the ground floor, one with Queen bed, one with a king bed and one with twin beds. The second floor is open plan with sitting and sleeping area with 2 twin beds; picture windows overlook the water.brbrOn the ground floor are two newly renovated full baths with shower and tub on the ground floor plus outdoor shower; a large living room with fireplace and wall of windows overlooking the Long Island Sound; 42 inch flat screen TV and broad band internet with WiFi; fully equipped newly renovated kitchen with gas stove, counter top dining; separate dining area with table for 8; adjoining deck also with dining table and garden, all overlooking the water and spectacular sunsets. The house comes complete with linens, bathroom towels, outdoor seating, and a laundry room with a washer, dryer.brbrThe beach directly in front of the home, accessed by a short stair way is available to guests who may also access the inlet beach to the rear of the Shorecrest Bed and Breakfast located opposite the beach house, for launching kayaks or other water craft.brbrFor more details about the Shorecrest Beach house location and local amenities please visit the Area page of the Shorecrest Bed and Breakfast where you will find an interactive map showing the location of wineries, restaurants, ferry and bus services to name but a few.brThe Shorecrest Beach House, Southold, North Fork, Long IslandbrbrThe thoughtfully designed layout of the house, features spacious living areas, comfortable furnishings, and easy coastal décor. The open-plan kitchen, dining, and lounge area makes entertaining a breeze, while large windows invite natural light and showcase breathtaking water views. Outside, unwind on the expansive deck or gather around for evening sunsets by the shore.brbrThis home comfortably accommodates families and groups, with 3 bedrooms on the ground floor, 2 full bathrooms, including one ensuite, and inviting common spaces to relax and recharge. The second floor is a large open plan area, with two twin beds, a desk, seating area and a pull out futon if needed. Wake up to the sound of gentle waves, sip your morning coffee with unmatched views, or take a stroll along the pristine beach just steps away.brbrExplore the Best of North ForkbrbrLocated minutes from Southold’s charming town center, you’ll find world-class vineyards, farm-to-table dining, and boutique shops nearby. Don’t miss the historic village of Greenport, where you can enjoy waterfront dining, local art galleries, and family-friendly activities.brbrOutdoor enthusiasts will love the abundance of scenic hiking and biking trails, while those seeking a slower pace can simply relax by the water, savor local wines, or enjoy farm-fresh produce from nearby markets.brbrShorecrest Beach House is your perfect home base for creating lasting memories on North Fork. Whether you're seeking a peaceful retreat or an adventurous escape, this property has it all.brbrBook your stay today and experience the best of Southold living.

Bed

Bath

Sleeps

$452.1

/ Nightly

Private Vacation Home

Southold home at Kenney's Beach 4 bedrooms

Southold, New York, United States

Lovely, spacious home with open, airy floor plan, featuring four bedrooms at Kenney's beach in Southold. First floor has a two story living room with huge fireplace and skylights. The dining room features a banquet size dining table and sliding doors that lead to an enormous deck with arched built in seating. Deck also wrought iron furniture and a stainless Weber grill. There is also an outdoor shower steps away from a door that opens into a mudroom. The kitchen has granite counters and brand new top of the line stainless steel appliances. Off the kitchen is a mud room with a washer and dryer and a full bathroom. The mudroom accesses the rear deck and garage to the side. First floor also has a large bedroom with a queen bed. Second story has bedroom with balcony facing rear and queen bed. There are two additional bedrooms with two twin beds in each of them and a full bath. There is wifi, cable, internet. Enjoy the most amazing sunsets at one of the nicest beaches on the North Fork, conveniently located near all the best wineries Long Island has to offer! br

Bed

Bath

Sleeps

$448.39

/ Nightly

Bed & Breakfast

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Southold, New York, United States

CHECK OUT OUR REDUCED SEASONAL RATESbr6 WINERIES IN UNDER A MILEbrNO CLEANING FEES brNO EXTRA PERSON FEESbrFREE BIKESbrFREE BEACH PASSESbrbrThis listing is for one room in a Bed and Breakfast. We're a genuine, licensed B&B. Experience this Insta-ready, newly renovated 1820 farmhouse. Your comfort and relaxation are our goal; designer flourishes are inside and out, filled with unique all-new furnishings. Our Salon features the latest in the arts: sculpture, painting, poetry, readings. Nothing has been overlooked.

1

Bed

1

Bath

2

Sleeps

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