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House vacation rentals in Windham County

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Top-rated house rentals in Windham County

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favourite
A private outdoor area features a spacious swimming pool with a connected spa, surrounded by greenery. Two decorative lion statues flank the pool entrance. Lounge chairs and a gazebo provide additional relaxation options under a sunny sky dotted with clouds.
Home in Columbia

Breathtaking home with unforgettable views & pool!

This spacious peaceful and private home on 5 acres is great for unwinding & relaxing whether it is enjoying the day by the incredible pool/spa or stargazing at night. Far from the noise and pollution of city life. You can spend a weekend or a week away from work life because you deserve it. Close to Foxwoods casino and Mohegan sun casino, super Walmart and other stores. Please let us know before booking more than 4 people whether it is just for the day or night or both. No loud music no parties.

4.92 out of 5 average rating, 131 reviews
Top guest favourite
A serene view of the home surrounded by lush greenery and blooming trees, reflected in the calm waters of the nearby pond. The property is framed by tall trees, creating a peaceful atmosphere in the rural setting.
Home in Hopkinton

Estate with lake near beaches & Westerly

Let this be your home away from home. Large, open, & upscale, with a cozy mix of comfort & nostalgia. Enjoy time with family & friends in our spacious, welcoming home on 40 acres, surrounded by fields, orchards, woods, stone walls, & lake with canoe, kayaks & paddle boards. Great for family vacations, reunions, retreats, & celebrations. Weddings welcome - contact owner for details. Pet friendly. Close to beaches, Watch Hill, Foxwoods. 5 min to I-95. 35 min to Providence airport. 4 night min.

4.89 out of 5 average rating, 142 reviews
Guest favourite
A charming two-story house is nestled by the water, featuring a wraparound deck adorned with seating. The landscaped yard includes rocky pathways and a small gathering area with Adirondack chairs, inviting moments of relaxation by the water's edge.
Home in Sturbridge

Lake Front Home Sleeps 6-8 on a private Peninsula!

Stunning year-round waterfront home on its own private peninsula—sleeps 6–8 with 3BR/2BA, a spacious living room with sliders to a wraparound deck, and a heated sun porch offering panoramic lake views. Nearly every window overlooks the water. Outside, enjoy a private dock, new stone patio & firepit, small beach area, kayaks, canoe, and rowboat. Perfect for families, couples, or a friends’ getaway. See walkthrough videos at on YouTube @CedarLakeCottage Summer: 4-night min | Holidays: 3-night min

4.94 out of 5 average rating, 324 reviews
Superhost
A bright and inviting open-concept living area features two vibrant blue armchairs adorned with floral patterns. A wooden dining table is visible in the background, with a fully equipped kitchen displaying colorful cabinetry and modern appliances. Soft light enhances a welcoming atmosphere.
Home in Ashford

Lake - King - Gym - Kayak - Fire Pit - Pets Allowed - WD

The Lake House, a two-story Designer's Dream, boasts scenic water and starry sky views. ● 397 Mbps Wi-Fi | 2x 55” Smart UHD TVs | Washer & Dryer | Indoor Fireplace ● Nintendo (NES) w/ 30 Games | Record Player w/ Vinyl Collection ● 3x Kayaks | 2x Stand Up Paddle Boards | 2x Cruiser Bikes | 2-Car Garage ● Gym (Bike, Yoga Mats, Weight Bands, Power Tower) ● Patio w/ Fire Pit & Grill| Full Kitchen | Coffee (Keurig) Drive to: ● UCONN (10 Mins) | Hartford (20 Mins) | Boston (1 Hour) | NYC (2 Hours)

4.86 out of 5 average rating, 140 reviews
Top guest favourite
A contemporary lakefront home is surrounded by tall trees, with a spacious deck offering views of Middle Bolton Lake. A fire pit is situated on a stone patio, surrounded by Adirondack chairs. The lush green yard leads to the water's edge, enhancing the natural ambiance.
Home in Vernon

Luxe Bolton Lake

Stay at Luxe Bolton Lake and feel like you are a million miles from home! The Luxe features a BEAUTIFUL WATERFRONT, 3 bedrooms/3 full bathrooms and a year-round outdoor JACUZZI Also included: gorgeous primary bedroom suite, artistic furnishings, cozy FIREPLACE, coffee bar, complimentary snacks, speedy WiFi, large deck, fire pit, KAYAKS, board games, and much more. The Luxe is perfectly suited for families and guests of all ages, so come stay at Luxe and make memories that will last a lifetime!

4.99 out of 5 average rating, 186 reviews
Top guest favourite
The exterior of a lakefront cottage is illuminated by warm lighting at dusk. The structure features a vaulted roof with large windows, surrounded by trees. A deck extends around the cottage, reflecting on the calm water, creating a serene and inviting atmosphere.
Home in Coventry

Cozy cottage 5 minutes from UConn

Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a morning coffee or tea while enjoying the lake view from the live edge bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.

4.99 out of 5 average rating, 176 reviews
Top guest favourite
An open-concept living space is illuminated by natural light, featuring a modern kitchen with a large marble island and bar seating. A cozy seating area is positioned nearby, with a view of a decorative sign reading 'Relax.' A spiral staircase leads to the upper loft.
Home in Preston

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan

Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.

5.0 out of 5 average rating, 220 reviews
Superhost
The image showcases a spacious house nestled among trees, overlooking a calm river. The sun sets in the background, illuminating the landscape in warm tones. The surrounding area includes greenery and a small outbuilding near the house, contributing to a serene residential setting.
Home in Norwich

Hot tub with river & casino view

Looking for spacious place to unwind or crash after the casino? Our large 4 bedroom home has two en-suites and room for a group to spread out comfortably. Oh yeah were also pet friendly so bring Fido along too. Centrally located in the suburban setting we are across the river from Mohegan Sun casino just a short 5 minute drive. Foxwoods casino is only 10 minute drive. Looking for a family destination or some great dining? Just a 20 minute trip to downtown Mystic, aquarium, seaport etc.

4.83 out of 5 average rating, 146 reviews
Top guest favourite
An open living space showcases a blue sectional sofa facing large glass doors offering views of the lake. A high-top kitchen island with sleek marble countertops is visible, along with bar stools. Natural light fills the area, enhancing the welcoming ambiance.
Home in Preston

Lake House w/Game Rm 5 Min From Foxwoods & Mohegan

Relax and enjoy the breathtaking views of this new contemporary lakefront home. Kayaks & paddleboards await you, 5 min from Foxwoods, 10 min from Mohegan Sun with multiple-choices of hiking, boating, shopping and dining. Stunning cathedral, ceilings, fully equipped kitchen, with granite countertops, tiled showers with full amenities and a game room/theater. You cannot get any closer to the water. This two bedroom 2 1/2 bath sleeps eight, 2200 square-foot house completed in 2024.

5.0 out of 5 average rating, 100 reviews
Guest favourite
Home in Stafford

Serene Lakefront Retreat

This idyllic 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake accommodates up to 6 guests (4 beds), offering an unforgettable experience for your family. Enjoy breathtaking views from the cozy living area or the private deck. Kayak (2 included), swim off the floating dock, stargaze, grill out and enjoy your coffee on the deck! Separate workspace and free Wi-Fi for those working from home. Perfect for Brimfield Antique attendees. Book now for a relaxing getaway!

4.93 out of 5 average rating, 107 reviews
Top guest favourite
A vibrant backyard features a spacious pool with clear blue water, complemented by a wooden deck and a shaded seating area under an umbrella. The two-story house stands in the background, surrounded by greenery, creating a peaceful outdoor environment.
Home in Montville

Casino Stay & Play House w/Hot Tub, Game Room

Come have an unforgettable vacation at our fun-packed home! The house is loaded with of games and conveniently located close to Mohegan Sun, Foxwoods, Mystic, Vineyards, Navel Submarine Base, Ct College and several beaches. Enjoy our game room where you can sing karaoke, play over 3,000 classic games and draw on our giant chalk board wall. Outside enjoy swimming in your own private pool, take dip in the hot tub, play a game of corn hole and watch tv by the fire pit on the deck

4.97 out of 5 average rating, 204 reviews
Superhost
A living room is displayed with hardwood flooring and a circular braided rug. Furnishings include a sofa and two high-backed chairs near a large window that offers views of greenery. A coffee table is positioned centrally, with a faux fireplace and a television visible in the background.
Home in Putnam

Calm & Cozy House in a Quiet Corner

The perfect place to get away to enjoy a Best Kept Secret of New England. You will have access to the whole house during your stay. All on one level (ground floor). Enjoy the relaxing view of the field, red barn and Quinnebaug River while snuggling up with read a book. The country kitchen is complete with refrigerator, toaster, oven, microwave, and coffee maker. The best of Putnam Antique District, Entertainment, Dining, Nightlife and shopping a 4 minute drive away.

4.78 out of 5 average rating, 282 reviews

Popular amenities for Windham County house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
The renovated house is situated amidst lush greenery, surrounded by trees and a well-maintained lawn. A small swimming pool is visible within a fenced area, complemented by several umbrellas for shade, enhancing the outdoor ambiance on a sunny day.
Home in Woodstock

Cedar Ridge: House

4.92 out of 5 average rating, 277 reviews
Top guest favourite
The exterior of a single-story home is presented, featuring a manicured lawn and a symmetrical facade. Solar panels are installed on the roof. Large windows are visible, providing natural light to the interior. A path leads to the front door, flanked by neatly trimmed shrubs.
Home in Montville

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

4.91 out of 5 average rating, 257 reviews
Top guest favourite
A spacious sleeping area features a canopy bed with an orange quilt. Surrounding the room are colorful artworks and wooden sculptures. Natural light enters through windows, highlighting the eclectic decor and greenery from nearby plants.
Home in Scituate

Artist studio in the woods

4.95 out of 5 average rating, 259 reviews
Top guest favourite
Home in Stonington

FREE Private Indoor Heated Pool - Mystic Home

4.99 out of 5 average rating, 145 reviews
Top guest favourite
A two-story house is framed by lush greenery and vibrant flowering shrubs. The exterior showcases a combination of brick and wood, with multiple windows allowing natural light to fill the interior. A clear blue sky with scattered clouds completes the picturesque setting.
Home in Exeter

Nature's Nook

4.91 out of 5 average rating, 153 reviews
Top guest favourite
An aerial view showcases a traditional New England-style home with a distinct green roof. A private pool with steps is situated on a spacious deck, surrounded by lounge chairs and tropical plants. Scenic outdoor areas for relaxation and recreation are visible on the property.
Home in Stonington

Perfect New England Getaway has a pool/ hot tub

4.97 out of 5 average rating, 262 reviews
Guest favourite
A spacious living room is highlighted by a unique whale wall art piece and a cozy seating arrangement. A comfortable gray sofa is paired with a nautical-themed chair. Large windows allow natural light to fill the room, creating a welcoming atmosphere.
Home in New London

Beauty and the Beach!

4.89 out of 5 average rating, 174 reviews
Top guest favourite
The living room features floral patterned sofas arranged around a wooden coffee table. A decorative fireplace is framed by white molding, above which hangs a painting depicting a serene landscape. Natural light enters through two windows, with a basket and various items adding to the homey ambiance.
Home in Burrillville

Great country getaway

4.87 out of 5 average rating, 187 reviews

Weekly house rentals

Guest favourite
A spacious living area features a red sectional sofa and a small round coffee table with a plant centerpiece. The open layout connects to a well-lit kitchen in the background, visible through a doorway, blending comfort and functionality.
Home in Manchester

Charming Cape Home, Close to All

4.9 out of 5 average rating, 115 reviews
Top guest favourite
A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.
Home in Niantic

Beachfront Paradise

4.97 out of 5 average rating, 226 reviews
Guest favourite
A modern kitchen design features white cabinetry and sleek countertops, with a large island providing seating for four. Pendant lights hang above, illuminating the space. Stainless steel appliances are complemented by a vase of fresh flowers, adding a touch of color to the neutral palette.
Home in Smithfield

Luxury Home | Fire Pit | Beach | Grill | 2 Decks

4.94 out of 5 average rating, 200 reviews
Top guest favourite
Home in Charlestown

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)

4.99 out of 5 average rating, 104 reviews
Guest favourite
A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.
Home in East Haddam

Romantic Getaway at The Lake!

4.93 out of 5 average rating, 354 reviews
Top guest favourite
Home in South Kingstown

Stunning Waterfront Cottage with Big Yard & Dock!

4.97 out of 5 average rating, 146 reviews
Superhost
A globe rests on a polished surface, accompanied by a wooden 'Hello!' sign. Sheer curtains filter soft light, creating a bright and welcoming scene. The composition offers a blend of decorative elements that enhance the living space.
Home in South Windsor

Spacious 3 Bedroom Ranch With Office

4.87 out of 5 average rating, 195 reviews
Top guest favourite
A wide view of Alexanders Lake displays calm, blue waters surrounded by lush green and autumn-colored trees. The shoreline shows a mix of residential homes and natural areas, creating a serene and peaceful atmosphere. A clear blue sky complements the scenic landscape.
Home in Killingly

"The Getaway" at Alexanders Lake

4.93 out of 5 average rating, 58 reviews

Private house rentals

Top guest favourite
Home in Coventry

Hillside Haven

5.0 out of 5 average rating, 31 reviews
Top guest favourite
A white, one-and-a-half-story home is featured, with a sloped roof and dark shutters. A wooden deck extends from the left side, while the front yard is open and grass-covered. Multiple windows provide natural light, contributing to the overall spacious appearance.
Home in Hampton

Connecticut Country Escape

5.0 out of 5 average rating, 62 reviews
Top guest favourite
Home in Ashford

Lakefront Retreat w/ Stunning Water Views

4.97 out of 5 average rating, 31 reviews
Superhost
Home in Hampton

4000 sqft of Paradise In A Forest!

5.0 out of 5 average rating, 4 reviews
Guest favourite
A historic farmhouse is depicted, framed by colorful autumn foliage. The two-story structure features a white exterior with green shutters and a covered porch. Surrounding trees enhance the rural setting, while a well-maintained landscape adds to the visual appeal.
Home in Mansfield

Country Farmhouse at Holiday Hill

4.96 out of 5 average rating, 85 reviews
Guest favourite
The lakefront home features a spacious lawn bordered by greenery, with a clear view of the house and large deck. Umbrellas provide shade over outdoor seating. Vibrant flowers add color to the landscape, while the calm water reflects the surrounding scenery.
Home in Webster

Point Pleasant - Mumford Cove

4.9 out of 5 average rating, 48 reviews
Top guest favourite
Home in Griswold

Waterfront Home | Newly Renovated | Chef's Kitchen

5.0 out of 5 average rating, 28 reviews
Top guest favourite
The bungalow is framed by lush greenery, featuring a blend of light and brick-colored siding. An American flag is displayed prominently at the front. A gravel driveway leads to the entrance, which is highlighted by a stone border and surrounded by a manicured lawn.
Home in Mansfield

3 Bed 1.5 Bath 1 mile to UConn

5.0 out of 5 average rating, 49 reviews

Destinations to explore