Vacation rentals with a kayak in Tolland County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Tolland County

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Guest favorite

Cottage in Lebanon

4.87 out of 5 average rating, 146 reviews

Go Jump in the Lake!

NEWLY RENOVATED FOR THE 2023 SEASON! Our lake house is situated on 1.5 acres just 250 steps to the Cove Road boat launch on beautiful Amston Lake. The lake is a pristine 188-acre retreat located in Lebanon and Hebron, CT. Swimming, kayaking, canoeing, paddle boarding, fishing, and sunbathing are all activities you can enjoy. There are no motor boats allowed so you can enjoy all of those activities in a peaceful environment. Two beaches are located 1/2 or 1 mile away with ample parking at both

Guest favorite

Vacation home in East Hampton

5 out of 5 average rating, 42 reviews

Family Friendly Lake House Lake Pocotopaug Sunsets

Enjoy this newly renovated and decorated, cozy retreat on the lake! With breathtaking views and sunsets, this beautiful lakefront cottage provides a peaceful setting that offers an unforgettable experience for anyone visiting. The 3-bedroom, 2-bathroom cottage is full of charm with cozy indoor and outdoor living spaces. Including an outdoor undersea mermaid mural. With all the amenities of a larger home, this cottage on the lake is the perfect place to make memories that will last a lifetime.

Guest favorite

Home in East Hampton

4.98 out of 5 average rating, 60 reviews

Lake Fun: PingPong, Pool Table, Slide, EV Charger

Fun on Lake Pocotopaug - Fun on the water with swimming, kayaks, rowboat, and paddle boards; fun on land with ping pong, pool table, puzzles, and many games. Gather around the fire pit at night & roast marshmallows. In central CT with easy day trips to Mystic Seaport & Aquarium, Gillette Castle, Mark Twain House and so much more. Close to renowned musical theater at Goodspeed Opera House. Hiking and mountain biking possibilities galore at close by state parks. EV CHARGER FOR YOUR USE IN GARAGE

Guest favorite

Home in Vernon

4.99 out of 5 average rating, 135 reviews

Luxe Bolton Lake

Luxe Lake Life! Enjoy picturesque Middle Bolton Lake while relaxing in the stylish comfort of our 2000+ sq. ft. 3 bedroom/3 bathroom architecturally-designed home. Amenities include expansive direct waterfront, outdoor jacuzzi, gorgeous primary bedroom suite w/ private shower/tub, boutique toiletries, artistic furniture, cozy fireplace, coffee bar, complimentary snacks, WiFi, large deck, fire pit, kayaks, vintage canoe and much more. Come stay at the Luxe lake house and make lasting memories.

Guest favorite

Rental unit in Coventry

5 out of 5 average rating, 83 reviews

Hide Away at Rock Farm UConn Private BnB “5 Star”

Relax with the whole family at this private peaceful “Hide Away” 1000+ sf of space, 600ft off the road in the woods. Well lit, all amenities of home. Enjoy the private deck on sunny mornings. 5 min walk to Bolton Lakes. Fishing, Kayaking & trails. Central to many locations & venues. See our VIP GUEST BOOK for The Get Away on Rock Farm & The Hide Away at Rock Farm. A no-shoe, clean place, comfortable homey feel. 5⭐️ Needing less space? Check out the Get Away https://www.airbnb.com/h/onrockfarm

Guest favorite

Home in Hebron

5 out of 5 average rating, 71 reviews

Welcome to The Avery!

Welcome to The Avery at Amston Lake! Great three-bedroom lake cottage situated in a peaceful lake community. Great place to slow down and relax. Lay out in the sun on the beach, enjoy a fire in the backyard, and even spend some time playing games in the cozy sun room! We are located near numerous vineyards, a brewery, the Connecticut Airline Trail, and great local restaurants! Guests have access to the grill, fire pit area, two kayaks located at the kayak launch, and two main beaches.

Guest favorite

Home in Coventry

4.97 out of 5 average rating, 74 reviews

Cozy cottage 5 minutes from UConn

Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a warm morning coffee while enjoying the lake view from the bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.

Guest favorite

Home in Andover

5 out of 5 average rating, 50 reviews

Spacious Classic Lakefront Home with jet tub

Classic waterfront 🚣🏼‍♀️ home (updated in 2006) with great views on private lake. Close to UConn🐺⛹🏼‍♀️, Willimantic🐸👩‍❤️‍💋‍👩, Hebron and Manchester. Great fishing, ice skating, star gazing, kayaking, hiking 🚴🏼‍♀️and simply enjoying the view in this beautiful home with hardwood floors, open floor plan, granite countertops, large master br, jet tub🛀🏼, second br with queen🛌🏼 and bunk. WiFi , work station, TV and games and puzzles for your entertainment pleasure.

Guest favorite

Home in East Hampton

5 out of 5 average rating, 25 reviews

The Little Nest Cottage at Lake Pocotopaug

The Little Nest Cottage is reminiscent of a lakeside cottage with contemporary bohemian touches. With it's warm and cozy vibe It is the perfect place to slow down, relax and enjoy nature by hiking, and enjoying the lake, exploring nearby towns, wineries & shops! Located in a quiet, peaceful setting yet close to everything! **New for Summer 2024-Built in Fire Pit and Adirondack chairs!** PLEASE NOTE: There is no hot tub listed as an amenity because it is NOT open in the summer!

Guest favorite

Home in Holland

4.91 out of 5 average rating, 22 reviews

Sandy Beach House

Lake Life! Come home to a wonderfully appointed, newly renovated 5 bedroom lakefront house on the South Basin of Hamilton Reservoir. Enjoy swimming, boating, lawn games, and sunbathing outdoors. Rainy day? No problem! Stay busy playing board games, singing karaoke, relaxing in the hot tub, sweating it out in the sauna or just watching a movie. Two living rooms allow separate spaces for kids and parents to gather. Private chef available upon request. Book your stay today!

Superhost

Cottage in Holland

4.9 out of 5 average rating, 29 reviews

The Maybrook: Lake & Sauna

Welcome to Maybrook Cottage, a cozy and peaceful 2-bedroom oasis with lake access that includes kayaks and paddle boards, a 2-person sauna, jacuzzi tub, gas fireplace, and complimentary coffee & tea. While ownership has recently changed, the cottage remains as magical as ever. Find top-rated restaurants, hiking trails, shops, breweries, wineries, and more nearby. We are 13 min from Old Sturbridge Village, 15 min from Treehouse Brewery, 30 min from Worcester.

Guest favorite