Pet-friendly vacation rentals in Windham County

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Top-rated pet-friendly home rentals in Windham County

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Guest favorite

Home in Union

5.0 out of 5 average rating, 11 reviews

The wabi-sabi lake house

Come to the lake to enjoy the stunning views, trails, local treasures and all the amenities of this fully remodeled, completely stunning home. Whether you are a digital nomad or a couple looking for a romantic place to call home, the dual bathtub, 2 fire places, sauna, outdoor shower & tub, fire pit, dedicated office, coffee bar, ample outdoor seating it’s easy to get used to that you won’t want to leave. The house is right on Mashapaug lake, abutting Bigelow Hollow State Park, so come enjoy!

Dec 20 – 27

$251 per night

Guest favorite

Cabin in Thompson

5.0 out of 5 average rating, 58 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

A secluded, romantic, rustic, cabin alongside the French River - Frog Hollow is a perfect place to get away and experience the luxury of a wood fired sauna and forest baths. Located in the Quiet Corner of CT, relax as you watch the ducks, herons, turtles, and beavers along the river. Cook a delicious meal in the porch-enclosed kitchen, cozy up next to the woodstove fireplace, work remotely with a water view, or go for a paddle on the river. Ideal for a couple or solo traveler wanting to unwind.

Jul 16 – 23

$185 per night

Guest favorite

Farm stay in Killingly

5.0 out of 5 average rating, 19 reviews

"A FOOLS FOLLY FARM" a fun contemporary farmhouse2

A very unique rustic contemporary farmhouse on 4 open acres surrounded by woods and open fields.The property also includes 2 horse barns and a large paddock. There is a chicken coop that is also home to a dozen hens that will provide eggs for your morning breakfast.Other outside amenities include an outside fireplace and a fire pit,a gas grill,picnic table and outside seating. There is plenty of outside sun and many shade trees. A canoe and kayak are provided for excursions to many local ponds.

Nov 8 – 15

$288 per night

Guest favorite

Home in Woodstock

5.0 out of 5 average rating, 11 reviews

Mid-Century Modern Lakefront Cabin

Welcome to our mid-century modern cabin in the woods; a 1966 Scandinavian style cabin. Lovingly renovated inside and out with every modern amenity, this glass box in the trees has lake views out every window. It’s tucked away under starry night skies in the "quiet corner" of Connecticut close to the wine trail, hiking, antiques & farmstands. Easy to get to Boston, Hartford, Providence, NY Worcester, Newport, & Berkshires. 25 min to UCONN, Eastern, & Pomfret Academy. Pets under 25lbs ok

Dec 25 – Jan 1

$396 per night

Guest favorite

Home in Ashford

4.87 out of 5 average rating, 15 reviews

Oct 10 – 17

$285 per night

Guest favorite

Farm stay in Thompson

4.99 out of 5 average rating, 133 reviews

Rustic Farmette Studio w/ Hot Tub & seasonal pool

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, a small family. Please include all individuals (&pets) in your booking.

Sep 5 – 12

$167 per night

Superhost

Home in Union

4.81 out of 5 average rating, 133 reviews

Antique Home w Private Pond, Sturbridge /Brimfield

Minutes to Sturbridge, great craft breweries, (including TreeHouse), Brimfield Antique Flea Market. Our recently ( and ongoing) renovated 1800s farm house is ready for your next stay. It is quirky and not for perfectionists! Visit nearby Old Sturbridge and its many great shops and restaurants, and nearby State Parks. Plenty of room, fully equipped kitchen, comfy living rm & big dining room. 3 comfortable bedrooms upstairs. Very easy off/on the highway to be on your way quickly!

Jun 5 – 12

$131 per night

Guest favorite

Farm stay in Thompson

4.97 out of 5 average rating, 122 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.

Jul 31 – Aug 7

$113 per night

Guest favorite

Cottage in Thompson

4.98 out of 5 average rating, 112 reviews

Private waterfront cottage on Quaddick Lake, CT

Enjoy the tranquility of nature at this traditional lake cottage in Thompson, CT - boat, swim, fish, relax, enjoy. Ideally perched overlooking beautiful Quaddick Lake, this property is located approximately 60 minutes from Boston, Providence and Hartford. Vacationing at the lake is easy. You will enjoy picturesque sunrises & tranquil surroundings. This vintage 1928 cottage has recently updated features ensuring you feel calm, comfortable and far away from the busy world.

Sep 6 – 13

$225 per night

Superhost

Home in Woodstock

4.92 out of 5 average rating, 135 reviews

Lakeside Paradise — HotTub, Kayaks, & Bonus Cabin

In CT's tranquil and majestic "Quiet Corner" this private 4-acre estate located on Lake Chamberlain comes replete with your very own cove. Known for its bass fishing and beautiful birds, the lake is wonderful for swimming, kayaking, and reveling in nature. The 4-bedroom home has a modern farmhouse interior and bespoke design finishes throughout. Outdoor amenities include a hot tub, fire pit area, BBQ, kayaks, dock, lawn games, and a massive deck.

Dec 17 – 24

$489 per night

Guest favorite

Guest suite in Brooklyn

4.92 out of 5 average rating, 153 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.

Feb 1 – 8

$65 per night

Guest favorite

Guesthouse in Hampton

4.95 out of 5 average rating, 120 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.

Jan 26 – Feb 2

$153 per night