House vacation rentals in Windham County

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Top-rated house rentals in Windham County

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Guest favorite

A serene lakeside view showcases calm waters reflecting the surrounding greenery. A floating dock is visible in the distance, accompanied by a canoe and two chairs positioned on the shore. Trees frame the scene, enhancing the sense of tranquility.

Home in Woodstock

4.92 out of 5 average rating, 37 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

A large dining nook features a wooden table set for six, surrounded by benches and chairs. Decorative plates adorn the wall, while colorful accents complement the dining area, creating an engaging space for meals and gatherings.

Home in Ashford

4.88 out of 5 average rating, 75 reviews

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Guest favorite

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

4.94 out of 5 average rating, 235 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

The exterior of the lake house features a sloped roof and light grey siding. A small porch with steps leads to the entrance, flanked by two red chairs. Lush green grass and landscaping surround the home, providing a natural and inviting setting.

Home in Killingly

4.94 out of 5 average rating, 90 reviews

Alexander’s Lake Retreat

Great Lake house located on scenic Alexander’s Lake. Enjoy one of the cleanest lakes for swimming, kayaking, or fishing while staying at a lake retreat with all the amenities. Wonderful private beach area with a dock, fire pit, and grill area. Perfect vacation spot for a family or just to relax and enjoy the peacefulness of the lake. Looking to rent off season, this is a great fully stocked and furnished home with modern amenities. Enjoy this quaint and quiet lake retreat during all months.

Top guest favorite

The charming lake house features a sun-themed front entrance, flanked by dark shutters. A welcoming path leads to the door, surrounded by lush greenery and flower beds. The serene lake can be glimpsed through the trees in the background, enhancing the tranquil setting.

Home in Eastford

4.92 out of 5 average rating, 101 reviews

Serenity Ashford Lake

The antidote for stress = a relaxing waterfront home with gazebo and hot tub! Welcome to Serenity Ashford Lake. This peaceful lake home is removed from the everyday hustle and bustle 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

4.98 out of 5 average rating, 42 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

A wooden deck offers high-top chairs facing a tranquil lake surrounded by trees. The scene includes a spacious grassy area leading to the water, with a gazebo visible in the distance. A gentle mist adds a serene quality to the landscape.

Home in Union

4.83 out of 5 average rating, 144 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!

Superhost

The entrance features a rustic wooden facade with a welcoming front door. A small bench is positioned nearby, providing a place to sit. Above, skylights add natural light, highlighting the cozy atmosphere of the home. A glimpse of the interior can be seen through the front windows.

Home in Woodstock

4.84 out of 5 average rating, 25 reviews

3-bedroom cottage in serene Lake Bunggee area

Discover the vibrant Lake Bunggee community in Woodstock Valley, CT, reminiscent of a sprawling campground. Relax into CT’s Quiet Corner within our rustic retreat. Enjoy leisurely lakeside walks, and two complimentary kayaks for your adventure. Just 10 miles away you'll find Putnam, known for its charming antiques and restaurants. Only 18 miles from the famous Brimfield Flea Markets, 16 miles from Old Sturbridge Village, and within reach of Worcester, Hartford, NYC, and Boston.

Superhost

Home in Putnam

4.77 out of 5 average rating, 239 reviews

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.

Guest favorite

A bright dining area features a large table with black seating for six, complemented by a welcoming sign. Nearby, a comfortable sofa with decorative pillows faces large windows, allowing natural light and views of the greenery outside. A sliding door leads to a deck area.

Home in Ashford

5 out of 5 average rating, 42 reviews

6mi to UConn - Comfortable Quiet 3 Bdrm Home

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.

Top guest favorite

A charming house with a sloped roof stands on a grassy lawn, surrounded by trees. A covered porch wraps around the front, providing shade. A gravel path leads to the home, emphasizing the serene, natural setting.

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

A lush, green lawn gently slopes towards a spacious deck of a house nestled among trees. Surrounding the deck, vibrant flowering plants and shrubs add color to the landscape, enhancing the natural beauty of the setting.

Home in Woodstock

4.85 out of 5 average rating, 112 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! 🏡💖