Home Vacation Rentals By Owner In Westbrook, CT

Showing 20 Of 90 Vacation Rentals
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Exceptional(1)

$542.0

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Private Vacation Home

Beachside Bliss w/ Game Room, Gym & Golf Green

Westbrook, Connecticut, United States

About this spacebrEscape to this family-friendly retreat just steps from the beach and 2 miles from the heart of Westbrook, CT. Perfect for work or play, the home features a dedicated workspace, high-speed WiFi, a private workout area, and a fun game room for all ages. Enjoy the backyard fire pit and putting green, or explore nearby shoreline towns, shops, and restaurants. Whether you're here for a getaway or working vacation, this home has everything you need to relax and recharge.brThe spacebrEscape to a perfect blend of relaxation, recreation, and coastal charm at our beautifully appointed 3-bedroom home, just steps from the shoreline in picturesque Westbrook, CT. Whether you’re planning a family getaway, a beach weekend with friends, or a working vacation, this home is designed to deliver comfort, fun, and lasting memories.brbrAbout the Space:brAs you enter this inviting home, you’ll be welcomed by a bright and open living area curated for both comfort and style. Lounge on the cozy couches after a day in the sun, stream your favorite shows on the large flat-screen TV, or gather for game night in the open-concept living and dining space. The fully equipped kitchen features modern appliances, ample counter space, and everything you need to prepare family meals or casual bites.brbrBedrooms:brThis home comfortably sleeps up to 6 guests across three thoughtfully designed bedrooms:brbrbrAll rooms are furnished with comfort and relaxation in mind, making it easy to unwind after days spent enjoying the beach or local attractions.brbrEntertainment Haven:brThe game room is a highlight for guests of all ages. Packed with arcade games, a ping pong table, and darts, it’s the perfect space for friendly competition and hours of fun. Rainy day No problem—there’s plenty of indoor entertainment to keep the whole group engaged.brbrPrivate Backyard Oasis:brStep outside to your own private backyard retreat. Practice your short game on the backyard putting green, fire up the grill for a family cookout, or relax with a drink as the sun sets. The fenced yard offers both privacy and space to unwind in nature.brbrWorkout Ready:brStay active during your stay in the home gym, equipped with:brbrSpin bikebrDumbbellsbrStanding heavy bag and morebrPerfect for keeping your routine going—or getting a workout in before hitting the beach.brbrLocation Highlights:brNestled just steps from the beach, the home is perfectly located for exploring Westbrook and the surrounding shoreline towns. Visit nearby restaurants, browse charming local shops, or take a quick drive to attractions like:brbrWestbrook Town Beach – 2.2 milesbrStewart B. McKinney Wildlife Refuge – 2.7 milesbrClinton Crossing Premium Outlets – 3.7 milesbrChamard Vineyards – 4.5 milesbrAmenities:brBackyard putting greenbrOutdoor fire pit & grillbrGame room with arcade games, ping pong, dartsbrHome gym with spin bike, weights, and morebrFully stocked kitchenbrHigh-speed Wi-FibrSmart TVbrWasher and dryerbrDriveway parking
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Bath 2

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Exceptional(113)

$338.1

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Cottage

RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to ️, Midcoast NYC, Boston.

Westbrook, Connecticut, United States

Convenient, Private, Relaxing ….a 2 minute walk to the waves. Old style New England summer beach home renovated for comfort!brbrChapman Beach is a private, friendly, community located on Long Island Sound…Old Saybrook/Westbrook line. The Cottage is a renovated and winterized New England home. Decor is Beachy with a mix of antiques and modern….always comfortable!brbrWestbrook is located in central Connecticut on the Coast. Midway b/w Boston and New York off I95…Exit 65, to the cottage is a 4 minute drive. It is also located in area which makes traveling to many Connecticut attractions easy. We provide numerous basics needs for a getaway so you don’t have to.brGrocery store is 5 minutes away. Many great restaurants in area as well. brAmtrak stops in Old Saybrook and Metro North stops in both Westbrook and Old SaybrookbrbrThe NarSeaMist (exist near the mist of the sea)is a year round rental in a typical New England Beach community. In the summer it is popular for long vacation rentals. Year round we have been booked for various occasions….quick weekend getaway, Girls Getaway, families gathering in a central place brb/w Boston and New York, school vacations, small parties or events, etc. We are 2 minute drive to Waters Edge Resort and a popular wedding alternative for those seeking a more private setting. br Westbrook and Clinton outlets are minutes away (great for Girls, Christmas shopping/wrapping WE). A complete list of charming coastal towns and many Connecticut attractions (with approximate distances) have provided below. brbrThe homes interior has been renovated and redecorated with a mix of the old and the new. br*Open space living on the first floor with full kitchen, dining, sitting areas, living room, full bath br*1/2 bath on second (there is also an outdoor shower when warmerbr*3 bedrooms on second floorbr*1 bedroom on third floor open to another livinbr*sleep sofa in a sitting are off of kitchenbr*three season front porchbr*back porch with antique swinging chairbr*large back yardbr*parking space for up to 3 vehiclesbr*private beach around the cornerbr*6 additional beaches in the associationbr*Propane Grillbr*wood burning fire pitbr*access to local fitness, pool, sauna, steam room based on availabilitybr*one person kayakbrbrbrWhether your laying low and staying local, up for some site seeing or a little of both, Chapman Beach is a great location to start from!!! Hope to meet you soon!brbrHere is a list of some of the local attractions you may be interested in. They are primarily in order of distance. Please feel free to contact with any questions. I can share my experiencebrbr*WESTBROOK—cute quaint, smallest of the area villages yet booming with the best restaurants out of any of them. These include Cafe Routier (the shoreline hot spot), Christy’s, Haywire, Lenny & Joes, Bill’s Seafood, etc. You can eat your way through Westbrook while enjoying its beautiful shoreline! br.Best Muster...visitors from all over come here for a huge weekend event. Amazing.br.Westbrook green offers great events and concerts through out the warm seasonbr.Waters Edge Resort and Spa--3 minutesbrThe best views of LIS while dining! They also offer live entertainment and a note worthy Sunday brunch. br.Westbrook Premium Outlets, 7 minbr.Hiking entrance to The Preservebrbr*OLD SAYBROOK —located at the entrance to Connecting River on Long Island Sound. brApprox 8 minutesbr.Main St/The Katharine Hepburn Cultural Arts Center(The kate)--8 minutes....great boutique shopping, spa’s, restaurants, salons, and ice cream shops!brSaybrook Point Inn offers a lovely Spa and one of the best restaurants in area, Fresh Salt.br.Miniature golfbr.Water Sport Rentals and Fenwick Golf Course are in O.S.br.Boating rentals/trips availablebr. Hiking entrances to The preservebrbr*ESSEX VILLAGE—My favorite quaint New England town!!! Nestled in on the shores of the Connecticut River. Main Street offers a beautiful walk with the end of the street bringing you to the river. Central Main Street has a lovely park on the river as well often offering events throughout the season. The town bustles all year round with fine dining and shopping. People here have a love for dogs as I see them walking everywhere brApprox 13 min to Main Street brHere you will find many unique shops and restaurants. Including the Griswold Inn which is considered a historic landmark by many. The maritime-themed Griswold Inn, “the Gris” for short, is one of the country’s oldest continuously operated inns, opening its doors in the consequential year of 1776. It also has a long standing restaurant and wine bar.br br.Hiking Trails...Essex has many trails on the outskirts of town as well. Listing/maps available on line. Hiking entrances to The Preserve as well.brbr.Connecticut River Museum, Main Streetbr.Essex Steam Train and River Cruise—13 minutesbr.Ivoryton Playhouse--14 minutesbrbr*Clinton--Approx. 13 to minutes to Main Streetbr.Indian River Kayak&Paddle brboard rentals/Clinton Country Club/Clinton Crossing Premium Outletsbrbr*Madison's downtown--beautiful, quaintbrApproximately 16minutes. brR.J. Julia Book Store, very popularbr.Hammonasset State Park—view on linebrBeach, Walkingbrbr*Guilford Town Green--20 minutesbrMy Second favorite of quaint shoreline towns brBeautiful Green in the center of town with events scheduled regularly.brRelaxed. Shops and dining.brbr*Niantic Village, East Lyme--20 minutes. Rocky Neck State Parkbrbr*Godspeed Opera House--22 minutes.brbr*New London--Ocean Beach Park, Mystic Whaler Cruises --23 minutes, Many other boating option's available herebrbr.*Waterford CT--Eugene O'Neill Theater Center/Harkness Memorial State Park--28 minbrbr*The Dinosaur Place at Nature's Art Village, Oakdale--25 minutesbr*The following are 30 minutes away! Mystic Village, Mohegan Sun Casino and Arena, Gillette Castle, New Haven/Yale, Middletown---Weslyan/KidCity. br*Brownstone Exploration and Discovery Park, Portland (rock climbing, zip line, water fun)--33 minutesbr*Foxwoods Resort and Casino--41 minutesbr*Lake Compounce Amusement Park, Bristol--42 minutesbr*Six Flags Amusement Park, Agawam, MA--60 minutes. brbrThe shoreline towns west of the Connecticut River to New Haven are connected by the Shoreline East Railway. This is also a pleasant way to visit New Haven and it’s incredible architecture and City Vibe!brbrHope to Host You Soon.brKindly,brMel
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Exceptional(28)

$275.02

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Private Vacation Home

Cozy Westbrook Vacation Rental - Walk to Beach!

Westbrook, Connecticut, United States

Unwind in the comfort of this 3-bed, 1.5-bath vacation rental in Westbrook, just steps from West Beach! With a spacious deck and an outdoor dining area, this property provides the perfect setting for relaxation. Explore unique shops and indulge in delicious seafood in charming Downtown Westbrook. You’re sure to experience the beauty of coastal Connecticut and make lasting memories with your loved ones at this quaint home. Your next vacation awaits!brbr-- THE PROPERTY --brbr1,350 Sq Ft | Central A/C | Deck w/ Grill | Ocean & Beach ViewsbrbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin BedsbrbrHOME HIGHLIGHTS: Washer/dryer, Smart TVs, shower/tub combo, outdoor dining area w/ umbrellabrKITCHEN: Dishwasher, stove/oven, refrigerator, microwave, toaster, coffee maker, dishware/flatware, cooking basics, breakfast bar w/ seating, dining tablebrGENERAL: Free WiFi, electric & central heating, ceiling fans, linens/towels, trash bags/paper towels, keyless entrybrFAQ: Fireplace unavailablebrACCESSIBILITY: 1 step to enter, single-story homebrPARKING: Driveway (3 vehicles)brbr-- THE LOCATION --brbrSAND + SUN: West Beach (on-site), Quonset Beach (1 mile), Stannard Beach (2 miles), Middle Beach (2 miles)brSTATE PARKS: Connecticut Valley Railroad State Park (7 miles), Hammonasset Beach State Park (7 miles), Gillette Castle State Park (20 miles)brAREA EXCURSIONS: Westbrook Marine Center (1 mile), Katharine Hepburn Cultural Arts Center (5 miles), Meigs Point Nature Center (6 miles), Essex Steam Train & Riverboat (7 miles)brAIRPORT: Bradley International Airport (57 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 smoking br- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story property requires 1 step to enterbr- NOTE: The fireplace is not available for guest use
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$374.61

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Private Vacation Home

Dreamy Waterfront Westbrook Home on Private Beach

Westbrook, Connecticut, United States

Salty breezes, sunrise views, the soothing soundtrack of crashing waves — all of the above and more await at this idyllic 3-bedroom, 1-bath vacation rental. Rise each morning to sip your coffee on the oceanfront deck, and retire each evening to shower outdoors and enjoy golden hour on the beach. In between, discover picture-perfect moments at every turn, whether you're visiting lighthouses, exploring state parks, or strolling the shoreline. Coastal Connecticut is calling!brbr-- THE PROPERTY --brbrPet Friendly w/ Fee | Oceanfront Views | Direct Beach AccessbrbrBedroom 1: Queen Bed | Bedroom 2: Full Bed | Bedroom 3: Full BedbrbrHOME FEATURES: Smart TV, dining tables, exposed brick & wood beams, coastal decorbrWATERFRONT SPACES: Covered furnished deck w/ ocean views, gas grill, outdoor shower, seaside patio w/ seatingbrKITCHEN: Cooking basics, stainless steel appliances, microwave, beverage fridge, dishware & flatware, blender, toaster, drip coffee maker/espresso machinebrGENERAL: Free WiFi, washer/dryer, window A/C units, linens/towelsbrACCESSIBILITY: 2-story home, 5 steps to enter, bedrooms on 2nd floorbrFAQ: Pet fee (paid pre-trip), no heat (seasonal rentals only)brPARKING: Driveway (2 vehicles), additional community lotbrADDT’L ACCOMMODATIONS: An additional property is available next door with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbrBEACH DAYS: Private neighborhood beach (steps away), Hammonasset Beach State Park (8 miles)brAREA ATTRACTIONS: Florence Griswold Museum (9 miles), Connecticut River Museum (9 miles), Meigs Point Nature Center (10 miles), Mystic Aquarium (29 miles)brOUTDOOR DRAWS: Fort Saybrook Monument Park (3 miles), Gillette Castle State Park (13 miles), Eagle Landing State Park (19 miles), Devil's Hopyard State Park (20 miles)brAIRPORT: Bradley International Airport (60 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)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This 2-story home requires 5 small steps to enter and a flight of stairs to access all bedrooms on the 2nd floorbr- NOTE: There is another bookable vacation rental in the adjacent property; other travelers may be present during your staybr- NOTE: This is a seasonal beach cottage; it does not have heating
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Exceptional(9)

$242.88

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Cottage

Charming Westbrook Cottage, Steps to Private Beach

Westbrook, Connecticut, United States

They say salt water heals all, and at this cozy 3-bedroom, 1-bath vacation rental, you'll live and breathe life by the ocean. Watch the waves lap the shoreline, within steps of your front door, and relish the calming vibes of a private beach community. Visit the historic parks and museums that are so characteristic of New England, or simply enjoy all that the local beaches have to offer. Come home to a refreshing rinse in the outdoor shower and dinner on the grill. Coastal Connecticut awaits!brbr-- THE PROPERTY --brbrPet Friendly w/ Fee | Outdoor Shower | Gas GrillbrbrBedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds | Bedroom 3: 3 Twin Beds | Living Room: Sleeper SofabrbrCOTTAGE DETAILS: Flat-screen TV, dining table, ceiling fans, coastal decorbrOUTDOOR SPACE: Covered patiobrKITCHEN: Cooking basics, 4-burner range, microwave, toaster, dishware & flatwarebrGENERAL: Free WiFi, window A/C unitsbrACCESSIBILITY: 2-story cottage, step-free entry, bedrooms & bathroom on 2nd floor, towels/linensbrFAQ: Pet fee (paid pre-trip), no heat (seasonal rentals only)brPARKING: Driveway (1 vehicle), additional community lotbrADDT’L ACCOMMODATIONS: An additional property is available next door with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbrBEACH DAYS: Private neighborhood beach (steps away), Hammonasset Beach State Park (8 miles)brAREA ATTRACTIONS: Florence Griswold Museum (9 miles), Connecticut River Museum (9 miles), Meigs Point Nature Center (10 miles), Mystic Aquarium (29 miles)brOUTDOOR DRAWS: Fort Saybrook Monument Park (3 miles), Gillette Castle State Park (13 miles), Eagle Landing State Park (19 miles), Devil's Hopyard State Park (20 miles)brAIRPORT: Bradley International Airport (60 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)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This 2-story cottage offers step-free entry but requires a flight of stairs for bedroom and bathroom accessbr- NOTE: There is another bookable vacation rental in the adjacent property; other travelers may be present during your staybr- NOTE: This is a seasonal beach cottage and does not have heating
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Exceptional(69)

$195.5

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Private Vacation Home

3 Bedroom House Westbrook, Connecticut, West Beach

Westbrook, Connecticut, United States

Beautifully cottage located within 300 steps of West Beach. The neighborhood is friendly and quaint, yet only steps from fun in the sand and sun. Cottage has 3 bedrooms, master has a queen size bed, one with double bed and one with twin bunk beds and a single twin bed. There is also a twin daybed with trundle twin on the porch (Quilts and pillows provided; sheets and towels not provided). Open style floor plan in the kitchen and living room. Kitchen just updated! Year round porch attached to the master bedroom and living room. The cottage has a full indoor bathroom with a shower and an enclosed outdoor shower (hot and cold water) with changing area. There is a grill outside with seating area. The house is fully furnished, so all you need to worry about is bringing your beach clothes, food, towels and linens! There are no pets allowed.brbrWest Beach area is extremely family friendly. There are several private beaches that you can sit on within a 2-3 minute walk or the public beach is a short walk from the cottage. The public beach has a playground and snack bar. Several times a month movies are shown outside at the public beach.brbrWe are conveniently located just a few blocks away from Westbrook center. Other local attractions are the Westbrook Outlets and Movie theatre about 5 minutes away by car and the Clinton Outlets about 10 minutes away by car. Mystic and the casinos are about 30 minutes away by car. All of these attractions are a great alternative on a rainy day or for a girls’ weekend away. If you enjoy boating, Brewer Pilots Point Marina is only few minute drive away, or a 10 minute walk. Elks Club is located right down the street and hosts bingo on Wednesday nights. Inside the cottage, we have menus and a list of local restaurants and other activities. Cottage is approximately 800 square feet.brbrChildren welcome, Minimum rental age is 25. brbrThe person booking the property must be staying at the home. For consecutive week rentals of over two weeks, we reserve the right to visit the home, upon calling. A rental agreement will be included as a PDF upon booking. Access will not be given to the property until a signed rental agreement is returned via email or mail. Picture of license must be included. Booking request needs to accurately reflect who will be staying at the property. Maximum number of people on the property, not to exceed 8 at anytime: that includes visitors & staying guests.brbrCheck in time: 2 PMbrCheck out time: 10 AMbrAIR CONDITIONING.brNot wheel chair accessible.brNo pets allowed.brNo Linens Provided.brMinimal rental age 25.brMaximum occupancy is 8 people at anytime. This includes quests staying at the property and visitors. occupancy not to exceed 8 at all times. brNo Smoking.brNo pets.brRing security system located on outside of house.brRental agreement must be returned prior to stay or access will not be granted.brPlease read the attached rental agreement.brbrSummer rentals- June to September weekly rental change over day is Saturday. Summer rentals are weeklong. brbrParking: 3 vehicles- no parking allowed on back side of the house or on road. Maximum parking is 3 vehicles at any time.brbrCleaning Fee of $120 is added for standard cleaning of the cottage- Renters are expected to clean their dishes and take out the trash before checking out. All furniture and bed linens should be left where found upon your arrival. If additional cleaning beyond a standard clean (Standard cleaning: floors, wiping counter, cleaning bathroom, changing bed linens, and dusting) is needed renters will be contacted and be charged to their security deposit. brbrRental Insurance- All renters must take the rental insurance offered by VRBO. Guests are responsible for any damage to the property. brbrAmenitiesbrGeneral: internet, cable, parking off streetbrKitchen: coffee maker, coffee pot, cooking utensils, dishes, silverware, pots & pans, microwave, oven, refrigerator, toasterbrDining: Indoor kitchen dining area for 2, porch dining area for 6 or 7, outdoor picnic tablebrHeating & Air ConditioningbrBathroom: 1 indoor bathroom with shower, 1 outside enclosed shower area.brBedrooms: 3 Bedrooms, sleeps 6-8, master queen bed, 1 double bed, 3 twin beds and a twin day bed with pull out twin trundle on porch. (Linens not included)brOther: Iron, blow dryerbrEntertainment: DVD player, internet, cable, television (4 smart televisions; you can access your personal online digital accounts on the other televisions- you can log into your own Amazon, Netflix, Hulu, Paramount, etc. We do not provide access to digital accounts.), outdoor grill, mini fridge for drinksbrOther: nonsmoking only, no pets, children welcomebrAttractions: cinemas, outlet malls, indoor bounce center, antique shops, heath/beauty spa, playground, beaches, restaurants, boating, great area for walking, wildlife viewing, cycling, fishing, basketball court at public beach, golf, sailing, kayaking, swimmingbrRemember to pack: linens, towels, toiletries (including toilet paper), the kitchen has some condiments and food storage items, soaps brbr***Your booking request needs to accurately match who will be staying at the house. Rental agreement must be returned prior to stay or access will not be granted. *Ring security camera on property.**
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$524.05

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Private Vacation Home

UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge

Westbrook, Connecticut, United States

Welcome to our beautifully updated home, in a peaceful beach neighborhood. Sweet Spot Getaway is a newly renovated charmer, nestled in a quiet cul-de-sac, in a neighborhood with private beach access. Take a 5 minute stroll to the beach, or drive 6 minutes to the town beach. Our home features 3 spacious bedrooms, with the main bedroom on the first floor, 2.5 updated bathrooms, a garage, and a large, open family room. There is a chef's kitchen with all the necessary amenities and new appliances. Grill and chill outside on our covered and uncovered patios, or relax in our central air conditioned, open family room. There is beautiful wood flooring and central A/C controlled by Nest thermostats throughout the entire house.brbrSweet Spot Getaway is easy to get to, as it is about a 5 minute drive off the highway, and accessible to the Westbrook Shoreline East train station for access into NYC. It is the perfect location to work from home and be inspired with creativity as you relax on the quiet private neighborhood beach. Our fast Wi-Fi speeds make remote working easy. brbrHave an event at the Water's Edge Resort or the Elk's Lodge Attending a graduation at Yale or another university Our home can serve as a perfect family friendly alternative to staying on the resort while being only a 1 minute drive to Water's Edge, a 5 minute drive to the Elk's Lodge, and an easy 35 minute drive to Yale. Our large chef's kitchen is modern and stocked with everything you need to cook for your family. We know how challenging it can be travelling with small children. Our Sweet Spot Getaway will give you the space you need for napping, meals, relaxing time, playing games in the backyard, and being able to cook in the kitchen or BBQ on the outdoor propane grill. brbrThere is plenty of space to spread out, with 2 bedrooms upstairs, and a large main bedroom with en-suite bathroom, downstairs. The main bedroom has plenty of room for a portable crib (not provided) for those travelling with infants. Our home has ample space for a family reunion, or a change of scenery to spend the holidays with your friends and family. It is also perfect for a solo trip or a romantic getaway. If you need baby gear during your stay, we recommend renting cribs, car seats, strollers, toys and more from BabyQuip. Visit https://www.babyquip.com/a/y57bjq to make a reservation.brbrEnjoy delicious restaurants, local shopping at 2 different outlet malls, wineries, and of course, the local beaches. There are many surrounding attractions that are easy to reach, including Mohegan Sun and Foxwoods Casinos, the Essex Steam Train & Riverboat, Gillette Castle, the Katherine Hepburn Cultural Arts Center, Goodspeed Opera House, Mystic Aquarium, and Mystic Seaport. brbrWhether planning a family beach vacation, a Fall foliage weekend, or a romantic winter getaway, our home is perfect at any time of year. Our neighborhood is a lovely place to take a quiet stroll or a relaxing bike ride. Come discover the beauty of the New England coastline!
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Exceptional(6)

$975.65

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Private Vacation Home

Sunset Skies: filmed for TV, walk to Water's Edge, 2 homes in 1, pet-friendly

Westbrook, Connecticut, United States

Sunset Skies was recently filmed for The Destination Channel’s Emmy-award winning TV series Staycation, and will be included in an upcoming 2026 episode!brWelcome to Sunset Skies! This fully renovated home in Westbrook, CT offers shoreline views and is centrally located - walkable to local favorites, including Water's Edge. Ideal for families, a couples or friends getaway, those traveling on business, or anyone looking to vacation surrounded by all the amenities of home. It accommodates up to 14 guests, with 6 bedrooms, 2 full baths, 2 half baths, spacious decks on both floors, a gas grill, propane firepit, flat backyard for outdoor games, and accessible parking. Sunset Skies is a two family home with both a first floor residence and second floor residence, each with a private entrance. Both residences were FULLY renovated in 2023. The listing and pictures here are for renting the ENTIRE home - BOTH the first and second floor residences. The first floor and the second floor residences are may be separately available by request.The only shared spaces between the two residences are the driveway, front yard, front porch and backyard. First Floor Residence:brWhen you enter the first floor home, you will immediately step into the living area with a TV above the decorative fireplace. This living room includes a queen sleeper sofa and opens to a dining area that seats 6-8 comfortably. The beautifully designed kitchen offers a spacious island that seats 3, and includes all modern appliances and the amenities of home.brbrThe hallway leads to 3 generous bedrooms - choose from a king bedroom with a dedicated Roku TV, a queen bedroom with an attached half bath and dedicated Roku TV and workspace, or drift away to sleep in the boat-themed bedroom which offers a twin bed with a twin roll out trundle. All bedrooms have ample closet space for storage.brbrJust off the hallway there is a full bathroom with substantial counter space, a bathtub, shower, and washer/dryer as well as personal amenities.brbrSecond Floor Residence:brWhen you enter the second floor home, you will be in an entryway with stairs leading to the second floor residence. Upon reaching the top of the stairs and opening the door, you will immediately step into the beautifully designed kitchen that offers a spacious peninsula that seats 4, and includes all modern appliances and the amenities of home. The kitchen is open to a dining area that seats 6 comfortably as well as a living area. The living area has ample seating and a Roku TV above the decorative fireplace.brbrThe hallway leads to 3 generous bedrooms - choose from a king bedroom with an attached half bath and dedicated Roku TV, a king bedroom with a dedicated Roku TV, or a queen bedroom with a dedicated workspace. All bedrooms have ample closet space for storage.brbrJust off the hallway there is a full bathroom with substantial counter space, a bathtub, shower, and washer/dryer as well as personal amenities.brbrWestbrook is a quintessential Connecticut shoreline town, known for its beaches and coastal vibes. The town's Main Street has unique shops, boutiques, and galleries. Outdoor activities in the local area include swimming, beachcombing, kayaking, and golfing.brbrSunset Skies is within walking distance to many Westbrook favorites:brbrWater's Edge Resort & Spa including restaurants, entertainment & spa (0.2 miles, 5 minute walk) brbrWestbrook Pizza (0.2 miles, 5 minute walk)brbrCafe Routier (0.3 miles, 10 minute walk) brbrJulie's Cup of Joe (0.5 miles, 10 minute walk) brbrChristie's (0.5 miles, 10 minute walk) brbrTurtle Cafe (0.6 miles, 12 minute walk) brbrWestbrook Center (0.5 miles, 10 minute walk)brbrMiddle Beach (0.9 miles, 20 minute walk)brbrAll Westbrook beaches are open to the public, but parking for non-Westbrook residents is only permitted at the West Beach Parking Lot, less than 2 miles away from the home, at a cost of typically $40 per day starting June 1st (pass sold at the gate) brbrIf available, early check-in:br-between 2PM-4PM is at no additional costbr-between 12PM-2PM is subject to a $75 feebr-between 10AM-12PM is subject to a $250 feebrbrIf available, late checkout:br-between 10AM-12PM is at no additional costbr-between 12PM-1PM subject to a $75 feebr-between 1PM-3PM is subject to a $250 fee
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Exceptional(63)

$464.8

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Private Vacation Home

Spacious yard and view of Long Island Sound- walk to secluded beach!

Westbrook, Connecticut, United States

Relaxing 4 Bedroom house with two baths and an outdoor shower on a double lot. Sleeps 8 comfortably. The house is surrounded by blueberry bushes which will supply berries for breakfast many summer mornings in July and August!! Walk to the beach just down the sidewalk - only seven houses away!! The beach is private for the community. There are also rocks to crab and dive from. The beach is self contained in a cove. House includes a dining room and a screened porch for game playing and reading. Many games and puzzles are available in the book shelves. The large yard provides room for a fire pit, games such as corn hole, croquet, frisbee etc. In the winter the fireplace is available for use with permission.brThe house includes a washer and dryer, two Smart TV's and fast internet. The house is located near Water’s Edge resort, fine restaurants and excellent shopping. The house is only a short distance from Essex and Old Saybrook by car. Both historic towns to visit and enjoy. The train to New York and Boston is nearby via the stations in Westbrook and Old Saybrook. The town of Mystic is only 30 miles away to the East. Mystic is the home of the Mystic Seaport and Mystic Aquarium. 20 miles to the West is Yale University and the city of New Haven. Famous Wooster Street is worth a visit by car. Home of the birthplace of American Pizza.brbr
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Sleep 8

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Exceptional(67)

$515.04

/ Nightly
Private Vacation Home

Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults

Westbrook, Connecticut, United States

This totally renovated house across the street from the beach in Westbrooks West Beach community. This large, 2500 square foot property, located down the beach from Water’s Edge Resort, features 3 story living, all custom decorated, by RLF Home, with the finest new amenities and furnishings.The renovation, complete with new roof, hurricane windows, trek decking, wood and marble floors, all new bathrooms, lighting, kitchen appliances, heating and cooling systems. Enter the first floor living room with 2 club cars, leather loveseat and gas fireplace ,dining room with large table seating for 8, breakfast bar seating for 2, brand new kitchen and appliances, opening up to a large family room with comfy sofa, loveseat and oversized chair opening to large outside trek deck.There is also a lovely powder room as well.The second floor consists of 2 bedrooms, one with twin trundle beds sleeping 4, the other an elegant queen wicker sleigh bed and beautiful bathroom with tub/shower and washer dryer. Outside the bathroom is a bright enclave with desk/stool and mirror perfect for doing online work or simply putting on your makeup. The piece de resistance is the third floor master suite featuring a landing with twin size daybed, an entry room with a chair and a half pull out twin sleeper, and slider to an outdoor ,double walk down deck overlooking Long Island Sound outfitted with lounger and chairs offering sun all day. The elegant bathroom features large walk in shower with teak bench and farmhouse lighting over elegant vanity and heat lamp. Enter the huge master bedroom with king size 4 poster bed, elegant velvet settee, armoire with tv and marble top bedside table. Huge closets with bathrobes and two outside decks make it a perfect space to overlook the Long Island Sound or interior marsh. Perfect space, for a group to spread out and not be on top of each other and enjoy the beach across the street or from the many outdoor areas. The house has 3 bedrooms privacy for 6 adults. One of the second floor bedrooms has twin beds with pull out trundles perfect as a kids room or a couple with 2 kids. Not recommended for 8 adults looking for privacy.The house is half of a 5000 sq ft duplex with full time occupants on the other side. This truly is a must see custom renovation villa. Walk down to center of town for coffee at Julie’s Cup O’Joes, breakfast at Cristy’s or Turtle Cafe and dinner at Cafe Routier. Westbrook is truly a special place for special people. Come and be amazed. Sorry no pets.
Bed 3

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Bath 2

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Sleep 8

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