Vacation rentals with a kayak in Windham County

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Top-rated kayak rentals in Windham County

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Guest favorite

Home in Woodstock

4.93 out of 5 average rating, 15 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!

Apr 9 – 16

ﺩ.ﺇ1,085 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.

Aug 4 – 11

ﺩ.ﺇ796 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.

Mar 7 – 14

ﺩ.ﺇ1,239 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

Jan 2 – 9

ﺩ.ﺇ1,271 per night

Guest favorite

Cottage in Eastford

4.89 out of 5 average rating, 75 reviews

Serenity Ashford Lake

Now booking for summer. Direct waterfront with jacuzzi and gazebo!! Welcome to the ultimate relaxation at Serenity Ashford Lake. This charming, lake cottage is removed from the hustle of daily 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 setup, 3 kayaks and a canoe, firepit, boutique toiletries and a brand new kitchen space are all part of this charming lake house.

Jun 15 – 22

ﺩ.ﺇ979 per night

Guest favorite

Home in Ashford

4.87 out of 5 average rating, 15 reviews

Aug 27 – Sep 3

ﺩ.ﺇ1,489 per night

Guest favorite

Farm stay in Thompson

4.94 out of 5 average rating, 164 reviews

Wizard's Roost and Underhill Hollow

Have you ever slept on a floating bed, levitated a planet with a wand, played wizard's chess, spoken with a bird house, watched a heron hunt, crawled through a halfling door or fed goats by hand? At the Wizard's Roost you can do this plus much more. Animate a Pegasus, sample a Spider Crisp, go on a treasure hunt or find fairy houses all while staying in an A-C cabin with a full private bath. Built on the mythical site of Yarvard Hale School of Magic, this get away places you inside a dream.

Nov 10 – 17

ﺩ.ﺇ429 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

ﺩ.ﺇ970 per night

Guest favorite

Tiny home in West Greenwich

4.88 out of 5 average rating, 40 reviews

Waterfront lake home 1 Bed 1 Bath cottage

Get away from it all when you stay at this quintessential waterfront lake cottage. This 1 bedroom 1 bathroom home offers a private bedroom with a queen size bed as well as a full size pull out couch. Nature lovers will appreciate the endless opportunities, fishing, boating, nature walks, campfires, and more. Amenities include a full kitchen, wi-fi, outdoor grill, privacy, access to the lake, electric fireplace, fully furnished and premier viewing under the stars.

Oct 12 – 19

ﺩ.ﺇ469 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.

Jan 20 – 27

ﺩ.ﺇ2,106 per night

Guest favorite

Cottage in Woodstock

5.0 out of 5 average rating, 11 reviews

Lakefront Cottage Complete with Kayaks!

Relax with the whole family at this peaceful place to stay. Enjoy fishing or kayaking on the lake, relaxing in the hot tub, or just putting your feet up in front of the fireplace. You will be glad that you treated yourself to an opportunity to enjoy a stay in the community called the "Quiet Corner" of Connecticut!

Jan 13 – 20

ﺩ.ﺇ1,600 per night

Guest favorite

Home in Ashford

4.87 out of 5 average rating, 39 reviews

Amazing lake home w/ amenities.

Come to the lake and relax! Amazing lake house with all the amenities you and your family would need. Plenty of sleeping with full master bedroom, futons and full loft for the kids! Live the lake life and unwind! Fire pit, kayaks, DVDs galore and Wi-Fi. Come unplug and unwind at lake Chaffee!

Dec 12 – 19

ﺩ.ﺇ517 per night