Holiday rentals with a kayak in Connecticut River

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Connecticut River

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

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Guest favourite

Cabin in Bradford

5 out of 5 average rating, 5 reviews

Little Red Wing 50s Lake Cabin

Cozy 1950's waterfront cottage on Lake Massasecum! In the Winter - Skiing is close by. Snowmobiling, Ice Fishing, and Cross County Skiing are allowed on the lake. It’s very important to test the ice for safety. In the Summer - Power boats are allowed on Lake Massasecum and it is also the perfect place for canoes, kayaks, great fishing and bird watching! Three kayaks, one canoe, and one paddle board are available for use with cabin rental. Also comes with the use of a private swim platform.

Top Guest favourite

Cottage in Fletcher

5 out of 5 average rating, 120 reviews

Metcalf Pond Camp Convenient to Smugglers Notch

Handcrafted cozy waterfront camp on Metcalf pond. Propane fireplace provides for welcome warmth after fall or winter adventures. Soak in the Hot tub on the deck. Custom spiral staircase accesses carpeted sleeping loft with books, TV, rocking chair. Enjoy the quiet off season brings to the area when most camps are shuttered for winter. Enjoy staying in and cooking and taking in the cozy atmosphere or make the approximately 20 minute drive to Smugglers Notch or enjoy other local attractions.

Top Guest favourite

Cottage in Southwick

4.98 out of 5 average rating, 105 reviews

4 Kayaks Fire Pit & Lake Views from Hot Tub

Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for 2 families. (4 adults w/4 kids or 6 adults) Minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Guest favourite

Home in Litchfield

4.92 out of 5 average rating, 135 reviews

Beautiful lake house on Tacoma Lakes near Coast

Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

Top Guest favourite

Home in South Kingstown

4.99 out of 5 average rating, 70 reviews

Estuary Riverfront close to beaches and town

Riverfront in South Kingstown and a 10 minute walk to the historic town of Wakefield. Listed in 2022 after renovations and new furniture. Kayak from the back yard or walk to restaurants, shops and Brickley's Ice cream. A 7 minute ride to Narragansett Town beach and 3 other beaches within 10 minutes. 26 minutes to Newport. The house has a paddleboard, kayak and canoe to use from the backyard of the property. You can paddle down to Point Judith saltwater pond or go north to the Mews Tavern

Guest favourite

Cabin in Saranac Lake

4.93 out of 5 average rating, 284 reviews

Historic Cabin Retreat - In Town and On the Lake!

Newly renovated 100-year-old Adirondack cabin with loads of charm and amenities - perfect for couples - Central location near everything the region has to offer - Private dock on Lake Flower w/ swimming, fishing, dock space for your boat near the state boat launch - 1/4 mile from the new Adirondack Rail Trail between Lake Placid and Tupper Lake - free bike rentals for the trail and around town - Complimentary kayaks, bikes, hiking poles, day packs, snowshoes, and other gear available

Guest favourite

Home in Peconic

4.91 out of 5 average rating, 23 reviews

Coastal Cottage on the Water

A coastal cottage on the water surrounded by vineyards and farm stands on the North Fork. Unwind in the backyard with a private view of the Goldsmith's Inlet where you can watch the sunrise, bird watch, and admire our local swans. A quick 5-minute walk to the Long Island Sound where you can sunbathe, swim, kayak, and watch the beautiful sunset. Conveniently located near Greenport, Orient, and Southold. *IMPORTANT* Kayaks and grill are only available from May 1st to October 31st.

Guest favourite

Cottage in Dennis

4.98 out of 5 average rating, 177 reviews

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! ✅ 200 MBPS WIFI ✅ Steps to sandy beach on a crystal clear pond ✅ Pet friendly ✅ Linens & towels are included. Beds will be made ✅ Swim, fish or use our 2 kayaks & 2 SUP’s ✅ Bluestone private patio w/waterviews+charcoal BBQ ✅ Outdoor shower ✅ Sunroom w waterview ✅ Washer+dryer ✅ Fully equipped kitchen w/Carrera marble counter ✅Gas firepit ✅Ductless A/C & Heat ✅Small library of books, didn't finish the book? Take it! ✅Pet fee $25/day

Top Guest favourite

Holiday home in Derry

4.96 out of 5 average rating, 153 reviews

Little Lake House-fishing, relaxation, waterfront

Welcome to our home away from home. This cozy lake get away just minutes over the border from Massachusetts is the perfect place to connect with friends and family. Enjoy days out on the water which is right outside your back door! Or nights at the fire pit enjoying the stars. We have wifi, tv w/ streaming services, laundry, a/c & heat, and kayaks to make your stay as comfortable and fun as possible. We're family friendly and have a crib for infant/baby.

Guest favourite

Campsite in Lake Katrine

4.96 out of 5 average rating, 170 reviews

Private Waterfront Spring Camping Experience

**WATER IS NOW ON FOR THE 2025 SEASON! Owner operated private single campsite! This quaint little tent and private deck are nestled among the trees on the banks of the Esopus Creek in a great little neighborhood! A way to get back to nature without truly leaving it all behind. A one of a kind private waterfront escape with a fire pit & electric! WATER ACCESS AND KAYAKS NOW AVAILABLE! Enjoy a 2.5 mile stretch of the Esopus creek!

Superhost

Home in Gray

4.88 out of 5 average rating, 34 reviews

Lakefront, Swim, Fish, Kayak, FirePit

- Private Lakefront with dock and porch right on the water - Kayaks and firepit provided to guest - Water entry is sandy with a gradual slop to deeper waters, making it perfect for swimmers of all ages - Comfortably sleeps 8 guest - Only 20 minutes to Portland - Fast WiFi for streaming and remote work - BBQ Grill - Conveniently located for hiking trips, the Maine Wildlife Park, and many more Maine adventures.

Guest favourite

Home in Montville

4.8 out of 5 average rating, 45 reviews

Cozy Cape on the Cove

Our two-bedroom cape on the cove is a paradise for any birdwatcher, fisherman, or kayak enthusiast. We are located near any destination you may want (i.e. casinos), yet far enough off the beaten path to enjoy some peace and quiet. Listen to the birds and crickets by the firepit or take out our rentable kayaks for a morning paddle. Dogs welcome too!