House vacation rentals in Windham County

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Top-rated house rentals in Windham County

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Guest favorite

Home in Eastford

4.91 out of 5 average rating, 91 reviews

Serenity Ashford Lake

Direct waterfront home with gazebo and hot tub!! Welcome to the ultimate relaxation at Serenity Ashford Lake. This charming and very peaceful lake home is removed from the everyday hustle of life. Nestled on the shores of beautiful Ashford lake, your stay is bound to create lasting memories. Plush furniture, stainless steel appliances, cozy linens, washer/dryer, 3 kayaks and a canoe, paddleboat, firepit, boutique toiletries and a brand new kitchen space are all part of this charming lake house.

Guest favorite

Home in Woodstock

4.94 out of 5 average rating, 35 reviews

Country Lake Oasis

Escape to tranquility at this waterfront retreat! Breathtaking sunset views over a pristine, swimmable lake with a sandy beach and floating dock. Newly updated home features a relaxing spacious deck, fully equipped kitchen and pristine wood floors. Nestled on a quiet dead-end street, this haven offers a kayak and paddle boat for water adventures. Embrace the serenity with an outdoor fire pit, fishing from the pier, and lakeside BBQs. Inside, discover an Experience rural beauty. Paradise awaits!

Guest favorite

Home in Ashford

4.86 out of 5 average rating, 51 reviews

Guest favorite

Home in Woodstock

4.94 out of 5 average rating, 231 reviews

Cedar Ridge: House or House+Apartment

2 OPTIONS: HOUSE or HOUSE+APARTMENT In CT’s Quiet Corner: renovated 2-level house bathed in light, with nice flower beds and stunning hilltop views. Relax on its patios and in its small swimming pool, stroll along its forest paths, observe birds (including birds of prey) and other wildlife. New England's "Last Green Valley National Heritage Corridor" offers multiple attractions and is home to many schools, universities, fairs, artists/artisans, farms, special events and year-round activities.

Guest favorite

Home in Woodstock

4.97 out of 5 average rating, 31 reviews

Mid-Century Modern Lakefront Cabin

Welcome to our 1966 Scandinavian mid-century modern cabin in the woods . Lovingly renovated inside & out with every modern amenity, and lake views out every window. Located under star filled night skies in the "quiet corner" of Conn. Close to CT wine trail, hiking, antiques & farm stands. Max of 7 people allowed. No Parties. Convenient to Boston, Hartford, Providence, NY Worcester, Newport, & Berkshires. 25 min to UCONN, Eastern, Woodstock & Pomfret Academy, 40min to Clark + Trinity

Guest favorite

Home in Union

4.83 out of 5 average rating, 143 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!

Guest favorite

Home in Ashford

5 out of 5 average rating, 41 reviews

Comfortable Quiet 3 Bdrm Home near UConn & Eastern

Comfortable home in quiet neighborhood close to UConn, Eastern CT University, and more. Enjoy walking around the community, relaxing in the small fenced in yard, or looking out into the woods on the deck. Hang out in the living room enjoying a movie or use the fully equipped kitchen to cook a delicious meal. The house is located in a quiet, family community. House parties and loud music are not allowed and guests violating this will be asked to leave immediately.

Guest favorite

Home in Ashford

5 out of 5 average rating, 26 reviews

Cozy Log Cabin w/ Lake Access

With 1,155 of living space, this cozy log cabin offering plenty of charm with an open concept living area including kitchen, living room, fireplace, and upstairs loft. Also includes breakfast nook/mud room off the kitchen. There are three bedrooms and 1.5 bathrooms. Convenient outside fire pit and seating on porch. Parking available right at house. UConn only 20 minutes away and Boston and New York is easily accessible with access to I-84 only 2 minutes away.

Guest favorite

Home in Pomfret

4.95 out of 5 average rating, 19 reviews

Pomfret Home with a view

Welcome to our brand-new, family-friendly retreat! This charming 2-bedroom, 2-bath home is a haven for up to 6 guests. Nestled with picturesque views, it offers a tranquil escape set back from the road. Enjoy modern amenities, a fully equipped kitchen, and cozy spaces for quality family time. Plus, for eco-conscious travelers, we have an EV charging station available. Conveniently located for exploring nearby attractions, this Airbnb promises a delightful stay.

Guest favorite

Home in Eastford

5 out of 5 average rating, 39 reviews

Small town charm in Eastford

Relax and unwind in this private and peaceful home. Newly renovated with an emphasis on comfort. Fully equipped kitchen, a large loft with a sofa bed and plenty of seating and lots of outside space to roam. Sit under the covered porch for shade or the open deck for sun and watch the birds and enjoy the quiet serenity. The ‘wall of windows’ makes you feel like you’re outside when you’re warm and cozy inside relaxing on the recliners in front of the fireplace.

Guest favorite

Home in Hampton

5 out of 5 average rating, 19 reviews

Connecticut Country Escape

Forget your worries in this spacious and serene space. Quiet country setting in Hampton, CT. set on almost 5 acres of land. Private walking trails and fishing pond (bring your own fishing gear). Feel one with nature but not far from the local attractions. Less than 3 miles to Wrights Mill and Stonehurst wedding venues. 25 minutes from UCONN and 30 minutes from the casinos. Close to the airline trail for off road biking, hiking and jogging.

Guest favorite

Home in Woodstock

4.83 out of 5 average rating, 102 reviews

Secluded 2 Acre Lake Front Home!

Beautiful, spacious house on a lake! In CT's tranquil and majestic "Quiet Corner" this private 2-acre home is located on Lake Chamberlain a beautiful dirt road. The lake is wonderful for swimming, kayaking, and getting lost in meditative nature. Come and ice skate and sled in winter and swim, fish and kayak in the summer! Once you're here, you won't want to leave!