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

4.86 out of 5 average rating, 136 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

Dec 18 – 25

G$33,741 GYD per night

Guest favorite

Home in Stafford

5.0 out of 5 average rating, 35 reviews

Serene Lakefront Retreat

This idyllic 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake accommodates up to 6 guests (4 beds + 1 sleeper sofa), offering an unforgettable experience for your family. Enjoy breathtaking views from the cozy living area or the private deck. Kayak (2 included), swim off the floating dock, stargaze, grill out and enjoy your coffee on the deck! Separate workspace and free Wi-Fi for those working from home. Perfect for Brimfield Antique attendees. Book now for a relaxing getaway!

Oct 19 – 26

G$30,509 GYD per night

Guest favorite

Home in East Hampton

4.98 out of 5 average rating, 51 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

Jan 5 – 12

G$65,536 GYD per night

Guest favorite

Home in Vernon

4.99 out of 5 average rating, 115 reviews

Luxe Bolton Lake!

Private lakefront retreat. Relax and savor the tranquil vistas of picturesque Middle Bolton Lake while enjoying stylish comfort in our 2000+ sq. ft. 3 bedroom/3 bathroom architecturally-designed home. Amenities include expansive waterfront, outdoor jacuzzi, gorgeous master bedroom suite w/ private en suite bath, boutique toiletries, artistic furniture, cozy fireplace, coffee bar, complimentary snacks, wifi, large deck, fire pit, kayaks, vintage canoe and much more. Come make lasting memories.

Feb 14 – 21

G$105,588 GYD per night

Guest favorite

Home in Andover

5.0 out of 5 average rating, 44 reviews

Spacious modern lakefront home with jet tub

Modern waterfront 🚣🏼‍♀️ home 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 bed and bath, jet tub🛀🏼, second br with queen🛌🏼 and bunk. WiFi , work station with views of the water, TV and games for your entertainment pleasure.

Jul 17 – 24

G$161,034 GYD per night

Guest favorite

Guest suite in Coventry

5.0 out of 5 average rating, 60 reviews

Get Away Rock Farm “5 Star” Suite UConn Lovely BnB

Welcome to “The Get Away on Rock Farm” Centrally located! 600 sf Open concept floor plan, clean private comfy furnished studio suite with quality king bed & sofa bed, (add twin avail), kitchen, dining, living area & full bath. Sundries & amenities. DIY breakfast. Peaceful, no rush… set off road 600ft in safe wooded, country setting! Near malls, grocery stores, lakes, 13 mins to UCONN, 20 mins to Hartford, walking trails and parks. Needing more space? view https://www.airbnb.com/h/atrockfarm

Jan 21 – 28

G$22,259 GYD per night

Guest favorite

Home in Hebron

5.0 out of 5 average rating, 41 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.

Jul 17 – 24

G$49,143 GYD per night

Guest favorite

Home in Coventry

4.98 out of 5 average rating, 50 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.

Oct 3 – 10

G$84,663 GYD per night

Guest favorite

Vacation home in East Hampton

5.0 out of 5 average rating, 25 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 for guests to enjoy. 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.

Dec 1 – 8

G$71,223 GYD per night

Guest favorite

Cottage in Holland

4.93 out of 5 average rating, 15 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.

Aug 25 – Sep 1

G$58,527 GYD per night

Guest favorite

Cabin in Coventry

4.83 out of 5 average rating, 123 reviews

Mar 12 – 19

G$40,313 GYD per night

Guest favorite

Home in Mansfield

4.92 out of 5 average rating, 12 reviews

Tranquil Forest Haven

Welcome to your enchanting retreat in the trees, just 10 minutes from UCONN, MCC, EO Smith as well as numerous scenic hiking trails and lakes. This house is nestled in the forest while still having phenomenal access to local attractions. Whether you're visiting a school, seeking a peaceful weekend, or planning a new family adventure, this Tranquil Forest Haven promises an amazing experience! Feel free to reach out with inquiries!

Jan 26 – Feb 2

G$86,508 GYD per night