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Holiday rentals with a kayak in Tolland County

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Tolland County

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

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Top guest favourite
A rustic cabin is visible in a snowy landscape, surrounded by tall trees and a wooden fence. The cabin is partially obscured by falling snowflakes, creating a serene and tranquil winter scene. Soft snow covers the ground and branches, enhancing the winter atmosphere.
Cabin in Colebrook
4.95 out of 5 average rating, 113 reviews

Rustic Pond Cabin: Nature, Stars & Serenity

Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. Pure clean pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay and walk the trail around the pond, have campfires outside in firepit! Cleaned by me, no crazy rules. Surrounded by nature! Private Great WIFI! Close to ski resorts, dispensaries and amazing Berkshires!

Top guest favourite
Two adirondack chairs, one red and one yellow, are positioned on a grassy area overlooking Quaddick Lake. Sunlight reflects off the water's surface, and a dock can be seen extending into the lake. Lush greenery surrounds the scene, enhancing the serene lakeside view.
Cottage in Thompson
4.99 out of 5 average rating, 160 reviews

Waterfront Cottage in Thompson CT • Dogs Welcome

Escape to our beautifully renovated 1928 cottage on Quaddick Lake—your perfect retreat for relaxation and adventure. Just 60 minutes from Boston, Providence, and Hartford, this lakeside haven makes vacationing effortless. Start your day sipping coffee as the sunrise glows over the water and spend evenings by the crackling fire pit under the star filled sky. Whether paddling the lake or unwinding in cozy comfort, you'll feel miles away from the busy world, free to relax and make lasting memories.

Top guest favourite
An entryway features a wooden sideboard with a marble top and a wine rack below. Metal vases with decorative grasses are placed on top, accompanied by a lamp providing soft illumination. A coat rack stands nearby, and a textured rug lays on the floor.
Place to stay in Coventry
4.99 out of 5 average rating, 125 reviews

UConn Studio Suite Secluded Clean 5 Star Woods 3pp

The Get Away Studio Suite on Rock Farm, quiet, safe, 600 sf open concept floor plan w/ 9ft ceilings. Peaceful, secluded, woods. A king bed guests love, add twin bed for adult, 2 children on sofa bed. kitchen, dining, living area & bath. Pillow choices. Sundries & amenities. WIFI 500 Mbps, TV ROKU, Play yard, DIY breakfast! Parking, shopping, groceries, lakes, 13 min UCONN, 20 min Hartford, trails & parks. WE ARE 5 ⭐️ clean w exc hospitality. See The Hide Away 2 bdrm www.airbnb.com/h/atrockfarm

Guest favourite
A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.
Home in East Haddam
4.93 out of 5 average rating, 270 reviews

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Top guest favourite
A contemporary lakefront home is surrounded by tall trees, with a spacious deck offering views of Middle Bolton Lake. A fire pit is situated on a stone patio, surrounded by Adirondack chairs. The lush green yard leads to the water's edge, enhancing the natural ambiance.
Home in Vernon
4.99 out of 5 average rating, 171 reviews

Luxe Bolton Lake

Bookings for spring and summer are heating up! Enjoy stylish comfort in our 3 bedroom/3 bathroom pristine lake home (Top 1% on Airbnb). The Luxe lake house features an expansive waterfront, jacuzzi, gorgeous primary bedroom suite w/ private shower and tub, artistic furniture, cozy fireplace, coffee bar, complimentary snacks, fast WiFi, large deck, fire pit, kayaks, vintage aluminum canoe, board games, and much more. Come stay at the Luxe lake house and make memories that will last a lifetime!

Top guest favourite
A cozy sleeping area features a spacious bed with a colorful quilt, complemented by artistic decor and wooden shelves. A small round table with two chairs is positioned nearby, and large windows allow natural light to fill the room, showcasing a vibrant and imaginative atmosphere.
Farm stay in Thompson
4.94 out of 5 average rating, 290 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.

Guest favourite
A cozy living area features a comfortable gray sofa and an armchair positioned around a circular wooden coffee table. A flat-screen television is mounted above a brick fireplace. Natural light enters through multiple windows, highlighting the inviting space.
Home in Hebron
4.99 out of 5 average rating, 134 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.

Top guest favourite
The exterior of a lakefront cottage is illuminated by warm lighting at dusk. The structure features a vaulted roof with large windows, surrounded by trees. A deck extends around the cottage, reflecting on the calm water, creating a serene and inviting atmosphere.
Home in Coventry
4.99 out of 5 average rating, 139 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 morning coffee or tea 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 favourite
The tranquil lake reflects a vibrant sunset of pink, orange, and purple hues. Silhouettes of trees frame the scene, while wooden docks extend into the water, enhancing the calming atmosphere of the serene landscape.
Cottage in Hebron
4.89 out of 5 average rating, 128 reviews

The Blue Heron at Amston Lake

3 BEDROOM Quiet Cottage: ~3 minute walk to the Main Beach at private Amston Lake. ~ Fully stocked open floor plan kitchen. Dining table seats 4 with additional seating on covered patio accessible by sliding door. ~Gas grill ~Large, private backyard with fire pit and hammock. ~Canoe and kayak available ~Adult bicycles (2) available upon request. ~Ping pong table, dart board in basement. ~ Close to Airline Trails, vineyards, breweries, casinos, and parks.

Guest favourite
Tiny home in East Lyme
4.95 out of 5 average rating, 142 reviews

Lakefront Retreat Tiny House

Discover a tranquil lakeside escape in our cozy tiny house, nestled within a boutique RV Park in East Lyme, CT, just 15 minutes from Mystic. Perfect for couples seeking a romantic getaway or individuals looking for a serene retreat. Compact in size but loaded with all the comforts you need: a comfy queen bed, smart TV and fast WiFi, a fully-equipped kitchen, a bathroom with full sized shower and flushing toilet, inviting decor and an unbeatable lake view!

Guest favourite
The living room features a cozy arrangement of green couches around a coffee table. A stone fireplace serves as the focal point, surrounded by wooden paneling. Bright sunlight enters through large windows, illuminating the space and highlighting nearby decor.
Cabin in Coventry
4.88 out of 5 average rating, 162 reviews

Lakefront - King - W&D - Fire Pit - Kayaks - Stand Up Paddleboards

Indulge in lakeside luxury at The Lake View Cottage, offering exclusive beach access & amazing views to picturesque Coventry Lake. ● 360 Mbps Wi-Fi | 50” Smart HD TV | Washer & Dryer | Indoor Fireplace ● 2x Kayaks | 2x Stand Up Paddle Boards | Beach Toys ● Record Player w/ a 100+ Vinyl Collection | Board Games ● Sunroom | Patio w/ Gas Grill | Full Kitchen | Coffee (Keurig) Drive to: UCONN (10 Mins) | Hartford (20 Mins) | Boston (1 Hour) | NYC (2 Hours)

Superhost
A rustic cabin exterior is presented, featuring a stone chimney and wooden siding. Lush green grass surrounds the property, with a gravel driveway leading to the entrance. Trees provide shade, enhancing the tranquil outdoor setting.
Home in Ashford
4.83 out of 5 average rating, 117 reviews

Amazing lake home w/ amenities.

Escape to Lake Chaffee! This bright, airy lakefront home is peaceful and relaxing, with a private master, loft with twin bed, futon, and rollaway cot; perfect for couples or families. Paddle the lake, unwind by the fire pit, or cozy up indoors with Wi-Fi. Enjoy serene views year-round and unplug in comfort. Very quiet neighborhood on dead end street that lets you walk to one of the two beaches on the lake. You won’t be disappointed!

Popular amenities for kayak rentals in Tolland County

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