
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.

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
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
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
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
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
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
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
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
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
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
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
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 reviewsPopular amenities for Windham County pet-friendly home rentals
Pet-friendly house rentals

Charming Cape--Kid & Dog Friendly 🐾
WalkabilityOutdoor spacesCheckout
4.93 out of 5 average rating, 431 reviews
Cozy Cape on the Cove
PetsOutdoor spacesHiking
4.88 out of 5 average rating, 112 reviews
A Tranquil Getaway Wrapped in Island Vibes
PetsOutdoor spacesAccuracy
4.92 out of 5 average rating, 110 reviews
Charming Cape Home, Close to All
PetsOutdoor spacesBeach
4.9 out of 5 average rating, 119 reviews
Spacious 3 Bedroom Ranch With Office
Outdoor spacesPetsLocation
4.87 out of 5 average rating, 197 reviews
Game Room~Yard Games~Fireplace~Grill~Casino's
Outdoor spacesPetsBeach
4.96 out of 5 average rating, 131 reviews
LUX, Fireplace, Deck, Foosball, Pingpong, Private
WalkabilityOutdoor spacesCleanliness
4.97 out of 5 average rating, 115 reviews
Historic Home and Cottage with Seaport View
PetsWalkabilityBiking
4.98 out of 5 average rating, 443 reviewsPet-friendly home rentals with a pool

Casino Wine Down House w/Pool, Game Room, Big Deck
Outdoor spacesWalkabilityGetting around
4.92 out of 5 average rating, 333 reviews
The Creation Station
Outdoor spacesWalkabilityIndoor spaces
4.93 out of 5 average rating, 585 reviews
Perfect New England Getaway has a pool/ hot tub
WalkabilityOutdoor spacesHiking
4.97 out of 5 average rating, 263 reviews
NE Historical Mansion-pets and pet lovers welcome
PetsOutdoor spacesBreakfast
4.81 out of 5 average rating, 322 reviews
Beauty and the Beach!
Outdoor spacesPetsValue
4.89 out of 5 average rating, 175 reviews
Quiet 2 bed room apt w/ private entrance.
Outdoor spacesPetsTV
4.89 out of 5 average rating, 463 reviews
The Barn at Pondview
PetsOutdoor spacesNearby
5.0 out of 5 average rating, 56 reviews
Quiet Corner House
Outdoor spacesPoolQuiet
4.92 out of 5 average rating, 60 reviewsPrivate, pet-friendly home rentals

House on Little River / Writer Retreat
WalkabilityOutdoor spacesFamily
4.96 out of 5 average rating, 216 reviews
Tiny Home Eco-Cottage w/ Lake View + Pet Friendly
PetsOutdoor spacesQuiet
4.97 out of 5 average rating, 844 reviews
Cheerful cottage by Little Alum Lake & Sturbridge
PetsOutdoor spacesBathroom
4.98 out of 5 average rating, 107 reviews
Welcome to The Holly at Amston Lake
WalkabilityPetsAmenities
4.86 out of 5 average rating, 209 reviews
Mid-Century Modern Lakefront Cabin
Outdoor spacesWalkabilityQuiet
4.94 out of 5 average rating, 81 reviews
"The Getaway" at Alexanders Lake
PetsOutdoor spacesCheck-in
4.93 out of 5 average rating, 60 reviews
Little Rest Studio
Outdoor spacesPetsView
5.0 out of 5 average rating, 82 reviews
Country Farmhouse at Holiday Hill
Outdoor spacesWalkabilitySleep quality
4.96 out of 5 average rating, 85 reviewsDestinations to explore
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- Gillette Stadium
- Mohegan Sun
- Foxwoods Resort Casino
- Six Flags New England
- East Matunuck State Beach
- Bonnet Shores Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Easton Beach
- Roger Williams Park Zoo
- University of Connecticut
- University of Rhode Island
- The Breakers
- Soundview Beach
- Second Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Easton's Beach
- Ocean Beach
- Dcu Center
- Ski Sundown
- Orient Beach State Park





