Waterfront vacation rentals in Windham County

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Windham County

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Eastford

4.91 out of 5 average rating, 93 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

Rental unit in Woodstock Valley

4.93 out of 5 average rating, 380 reviews

“Tranquillity on the Lake ” Woodstock Valley, CT.

Welcome to the scenic Northeast corner of Ct on beautiful Lake Bungee. Enjoy direct waterfront with stunning sunrises . Queen bed in Master. Queen sofa in living area. Cozy indoor propane fireplace. Kitchen stove, full refrigerator, microwave. Enjoy your own deck, propane fire pit, gaze at the stars. BBQ propane grill. Stroll around both lakes . Enjoy bird sightings, nature’s at its finest. Great local dining & wineries. Each season paints its own stunning beauty. Relax and enjoy Tranquility !!

Guest favorite

Home in Woodstock

4.92 out of 5 average rating, 36 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

Cabin in Thompson

5 out of 5 average rating, 107 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.

Guest favorite

Guest suite in Pomfret

4.98 out of 5 average rating, 103 reviews

Brookside Chalet

Not just a place to stay but a place where you will want to stay. - Dedicated parking space - Well-appointed full kitchen - Deck overlooking Mashamoquet Brook (our guests refer to it as the tree house:) The bed will be the highlight of your experience. This high quality queen is accessorized with a pillow top mattress, goose down and memory foam pillows and spa quality sheets and pillow cases. Location: - Five minute drive to Pomfret Prep. - Ten minute drive to main Street in Putnam.

Guest favorite

Home in Woodstock

4.97 out of 5 average rating, 32 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!

Superhost

Cabin in Ashford

4.81 out of 5 average rating, 54 reviews

Guest favorite

Cottage in Thompson

4.99 out of 5 average rating, 136 reviews

Private Lakefront Paradise 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.

Guest favorite

Guesthouse in Sprague

4.96 out of 5 average rating, 201 reviews

House on Little River / Writer Retreat

Rustic cottage on on Little River, a lovely trout stream that swishes around rocks. Great place for kids to play! Lake across the street. Canoe. Woods all around. Very quiet except for hush of river. Nice deck extends almost to the river. Charcoal grill. In all ways cozy and pleasant. Nice for couples, writers, artists, travelers, families, and pets—a place for quiet, peaceful people. About the lake: There's no beach. Access is just a narrow path down to the water.

Guest favorite

Cabin in Windham

4.82 out of 5 average rating, 143 reviews

Secluded Cabin on Golden Pond

• Cozy Cabin on Golden Pond! • Fire Pit, (free wood)! • Fishing! • Kayak, Paddle Boat Canoe, Row boat! • Hiking! • Swimming! • Sand Beach! • Picnic Table, Chairs! • Grill! • WiFi! • Cooking Utensils, Service 4 six! • Air Conditioning! . Soap Stone Fire Place! . Comfy Couch, Smart T.V.! . Beds: 2 Full, 2 Twin, 1 Queen on Porch! • 14x14 Tent platform at waters edge! (Camping gear not provided) • Secluded! • Wildlife!

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!