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

Apartment in Woodstock Valley

4.93 out of 5 average rating, 395 reviews

“Tranquillity on the Lake ” Woodstock Valley, CT.

Spring and Summer are almost here. Book now! Located on beautiful Lake Bungee. Enjoy direct waterfront sunrises , 1400 sq ft. 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, see 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, 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!

Top guest favorite

Cabin in Thompson

5 out of 5 average rating, 113 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

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

Guest suite in Pomfret

4.98 out of 5 average rating, 104 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 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

Cabin in Ashford

4.85 out of 5 average rating, 78 reviews

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Top guest favorite

Cottage in Thompson

4.99 out of 5 average rating, 137 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

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! 🏡💖

Guest favorite

Cabin in Windham

4.83 out of 5 average rating, 151 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!

Top guest favorite

Apartment in Webster

5 out of 5 average rating, 31 reviews

1 BR on Webster Lake.

Lake Chargoggagoggmanchauggagoggchaubunagungamaugg. Private entrance. Enclosed porch right off the living area with 3 booths for crafting, eating and relaxing. An open patio & small yard space for games & picnic table and a solo stove. 80 ft of shore line, which is ideal for kids swimming/fishing, a beach toilet & gazebo. 4 Kayak's, 2 paddleboards, and a pedal boat are available for guest use with swimming ability.