Pet-friendly vacation rentals in Windham County

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Top-rated pet-friendly home rentals in Windham County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
Cottage in Thompson

Peaceful Lakehouse | Thompson CT | Gorgeous Views

Escape to our beautifully renovated 1928 cottage on Quaddick Lake—your perfect retreat for relaxation and adventure. Just 60 minutes from Boston, Providence, and Hartford, this lakeside haven makes vacationing effortless. Start your day sipping coffee as the sunrise glows over the water and spend evenings by the crackling fire pit under the star filled sky. Whether paddling the lake or unwinding in cozy comfort, you'll feel miles away from the busy world, free to relax and make lasting memories.

PetsOutdoor spacesLocation

4.99 out of 5 average rating, 187 reviews
Top guest favorite
The exterior of a rustic wooden house is surrounded by lush greenery and trees. A small fenced area is visible near the entrance, where a welcoming front door can be seen. The building features windows and a gabled roof, set in a tranquil natural environment.
Farm stay in Thompson

Rustic Farmette Studio w/yearround Hot Tub

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

Outdoor spacesPetsBathroom

5.0 out of 5 average rating, 264 reviews
Top guest favorite
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.

Outdoor spacesWalkabilityBathroom

4.89 out of 5 average rating, 142 reviews
Top guest favorite
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!

WalkabilityOutdoor spacesTV

4.99 out of 5 average rating, 186 reviews
Top guest favorite
A camp cottage exterior is shown, featuring a wooden facade with a red trim. Two rocking chairs are situated on the porch, inviting relaxation. Multiple windows allow natural light to enter, and a pathway leads to the entrance among the surrounding trees.
Cabin in Voluntown

Ellis -Lakeside Cabin on Beach Pond with Sauna

Year round quintessential lakeside vacation! Ellis is a fully heated/winterized camp cottage just steps from beautiful Beach Pond. It has two bedrooms and sleeps 5. The detached bunkhouse has 3 single beds and is available for larger groups (summer only) Very peaceful lakeside location just 238 feet from Beach Pond. Walking distance to trails. Visit our 6 horses. Not a secluded space so make sure to look at the photos to see the layout of other nearby buildings. Please read all the details!

PetsWalkabilityBiking

4.95 out of 5 average rating, 751 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.

Outdoor spacesPetsHiking

4.83 out of 5 average rating, 149 reviews
Guest favorite
A feature wall is adorned with various steampunk elements, including gears, clocks, and unique decorative items. An intricately designed aircraft model is suspended from the ceiling, while a small table with a glass sits nearby, adding to the eclectic ambiance.
Farm stay in Thompson

SteamPunk Bunk House and Intergalactic Way Station

A farm stay like no other! The future is the past and the past is the future with STEAMPUNK details that delight at every turn. Feed the goats, walk the trails, meet an alien. A complete apartment great for longer stays. Enjoy the imagined history of this 1825 farm house. Enjoy New England without spending days driving. Come visit a simpler time where nature is just outside your door and ET is sharing the kitchen. Cook s'mores fireside or say hi to "blue" our resident heron.

Outdoor spacesWalkabilityValue

4.94 out of 5 average rating, 269 reviews
Guest favorite
The exterior of a charming green house is framed by vibrant flowering shrubs and manicured lawn. A prominent brick chimney rises from the roof, surrounded by lush greenery that enhances the home's inviting presence.
Home in Woodstock

Secluded 2 Acre Lake Front Home!

Escape to this breathtaking retreat on Lake Chamberlain, tucked away in Connecticut's serene "Quiet Corner". This spacious 2-acre home offers total privacy and stunning natural beauty. In the summer, dive into swimming, fishing, and kayaking 🛶🏊‍♀️. When winter arrives, experience ice skating ⛸️ right on the lake! Whether you're here for relaxation or adventure, this peaceful getaway will steal your heart. Once you arrive, you may never want to leave! 🏡💖

WalkabilityPetsLaundry

4.85 out of 5 average rating, 139 reviews
Guest favorite
The living room features a cozy arrangement of green couches around a coffee table. A stone fireplace serves as the focal point, surrounded by wooden paneling. Bright sunlight enters through large windows, illuminating the space and highlighting nearby decor.
Cabin in Coventry

Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Indulge in lakeside luxury at The Lake View Cottage, offering exclusive beach access & amazing views to picturesque Coventry Lake. ● 360 Mbps Wi-Fi | 50” Smart HD TV | Washer & Dryer | Indoor Fireplace ● 2x Kayaks | 2x Stand Up Paddle Boards | Beach Toys ● Record Player w/ a 100+ Vinyl Collection | Board Games ● Sunroom | Patio w/ Gas Grill | Full Kitchen | Coffee (Keurig) Drive to: UCONN (10 Mins) | Hartford (20 Mins) | Boston (1 Hour) | NYC (2 Hours)

PetsWalkabilityComfort

4.89 out of 5 average rating, 197 reviews
Top guest favorite
A modern kitchen features white cabinetry and granite countertops, equipped with a refrigerator, microwave, and stove. A small dining table is set with white chairs, and a potted plant adds a fresh touch. Natural light enters through a nearby window.
Guest suite in Brooklyn

Affordable In-Law Apartment in Brooklyn, CT

This is a great in-law style apartment which was fully renovated in 2020. It can be booked for short stays or more lengthy visits to Northeast CT. The apartment is one minute from Scenic route 169 and Route 6. It is 30 minutes to UCONN and ECSU. We are close toThe Pomfret School/Rectory School. It is 35 mins to Mohegan Sun and Foxwoods. My place is rural and peaceful. It is good for couples, solo adventurers, business travelers, and families.

PetsWalkabilityDecor

4.94 out of 5 average rating, 242 reviews
Guest favorite
A rustic cabin exterior is presented, featuring a stone chimney and wooden siding. Lush green grass surrounds the property, with a gravel driveway leading to the entrance. Trees provide shade, enhancing the tranquil outdoor setting.
Home in Ashford

Amazing lake home w/ amenities.

Escape to Lake Chaffee! This bright, airy lakefront home is peaceful and relaxing, with a private master, loft with twin bed, futon, and rollaway cot; perfect for couples or families. Paddle the lake, unwind by the fire pit, or cozy up indoors with Wi-Fi. Enjoy serene views year-round and unplug in comfort. Very quiet neighborhood on dead end street that lets you walk to one of the two beaches on the lake. You won’t be disappointed!

Outdoor spacesWalkabilityParks

4.85 out of 5 average rating, 138 reviews
Guest favorite
A spacious barn is situated in a large field, surrounded by greenery. Its two-story structure features a combination of windows and a central door, offering access to the outdoors. Lush grass and various plant life contribute to the serene rural setting.
Guesthouse in Hampton

Spacious, unique barn with beautiful views.

Our barn is in a large field on lot next to our home. Our rental area is upstairs which offers beautiful views of our field and the visiting deer. The eclectic decor is accumulated from years of activism. Our guest room and bathroom are newly renovated. It is a quiet and peaceful area near two state parks. We operate a mail order business in the downstairs area but will not be working while guests are staying with us.

PetsOutdoor spacesCleanliness

4.95 out of 5 average rating, 177 reviews

Popular amenities for Windham County pet-friendly home rentals