
Holiday rentals with a kayak in Connecticut River
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Connecticut River
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Boulder House - Extraordinary Luxury in the Woods!
From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.
4.99 out of 5 average rating, 175 reviews
The Tree House at Underhill Hollow
The Treehouse is a place where magic happens. Whether you’re looking for a romantic getaway, a family vacation or both. Sleep amongst the trees on a 7 acre 1825 farm. Meet Whirly, Gig and Belle. Find all 7, fairy houses. Go on a treasure hunt. Poke about our paths or explore the Airline trail, just off the property. S’mores, campfires, ghost stories and more. Meet our chickens. Spot deer, ducks or “Blue”, our resident blue heron. Adventure is in the air at the Hollow. Or nap in the hammock.
4.96 out of 5 average rating, 449 reviews
Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)
5.0 out of 5 average rating, 209 reviews
Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.
4.91 out of 5 average rating, 601 reviews
Large Private Lake House
Spacious lake house with a private beach, directly on Lake Todd in Newbury, NH, located within the Lake Sunapee Region. Fish for bass, pickerel or swim/boat to one of the lake's three islands. Relax on the water or on one of the large decks overlooking the lake. Enjoy local outdoor activities such as hiking, biking, golfing, fishing & kayaking. Mt Sunapee ski area is only 10 minutes down the road. Enjoy ice skating and cross country skiing right out your door in the winter or cozy by the fire.
4.95 out of 5 average rating, 252 reviews
Treehouse at Bliss Ridge Farm - Best Views in VT!
This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.
4.97 out of 5 average rating, 202 reviews
Mountain Lodge with Private Sauna
Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.
4.98 out of 5 average rating, 332 reviews
Waterfront Vermont Lake House w/ Panoramic Sauna
Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.
4.94 out of 5 average rating, 402 reviews
Quaint Little New Hampshire Lake House Getaway!
Imagine the peace and quiet of looking out a wall of glass seeing the tranquility of the lake while knowing 10 minutes away is shopping, restaurants entertainment and just about anything you could ask for to meet your needs. 10 minutes from the highway, 35 minutes from Boston, 35 minutes from the ocean and 1 1/2 hours from the mountains. We are a central point to anything you’re looking for. Newly renovated lake house with all the up to date amenities. Come and enjoy a night or week.
4.94 out of 5 average rating, 194 reviews
Lakeside cottage. Gorgeous view & several boats.
Come and enjoy a relaxing stay at our peaceful cottage on Daniels Lake. The small, recently-renovated home is in a rural setting but close to restaurants, shopping, parks, ski slopes, golf courses, lakes and quaint New England villages. The large deck has a gorgeous view of the lake. Four kayaks, two canoes, standup paddle board and pedal boat are available to use on the lake which is known for its good fishing. Two bedrooms, dining room and living room overlook the lake and woods.
4.97 out of 5 average rating, 150 reviews
LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!
4.97 out of 5 average rating, 197 reviews
Water's Edge at Beaver Pond
Like being on a boathouse, this unique custom cottage/camp embraces the spirit of Adirondack lakehouse living... with a breathtaking view from every room! Perched on the shore of private Beaver Pond, this pristine lake offers great recreational activities (canoe/ kayak/ paddleboard/ swimming/ fishing). Inside the cottage, this home is designed with every detail carefully selected, and all modern amenities included! Cozy, comfortable and well-appointed... a perfect vacation location!
5.0 out of 5 average rating, 280 reviewsPopular amenities for kayak rentals in Connecticut River
House rentals with a kayak

Private Lake Front Home
4.95 out of 5 average rating, 132 reviews
Romantic Getaway at The Lake!
4.93 out of 5 average rating, 354 reviews
Newer Home on quiet 200 acre lake - sleeps 6
5.0 out of 5 average rating, 135 reviews
Private Waterfront • Views, Hot Tub, King Bed
4.95 out of 5 average rating, 239 reviews
Mirror Pond Cottage
4.92 out of 5 average rating, 146 reviews
Well appointed lakehouse. Peaceful family fun.
4.87 out of 5 average rating, 269 reviews
Lake Front Home Sleeps 6-8 on a private Peninsula!
4.94 out of 5 average rating, 324 reviews
Lake House w/Game Rm 5 Min From Foxwoods & Mohegan
5.0 out of 5 average rating, 100 reviewsCottage rentals with a kayak

Kolelemook Cottage!
4.96 out of 5 average rating, 145 reviews
Beach Front Cottage in Bristol
4.96 out of 5 average rating, 224 reviews
Waterfront Cottage Private Dock | Kayaks | Rowboat
4.94 out of 5 average rating, 159 reviews
Smokey Pines Camp
4.96 out of 5 average rating, 237 reviews
Lakefront Bright & Open 2-bdr Cottage w Open Loft
5.0 out of 5 average rating, 100 reviews
Waterfront Retreat on Chalk Pond
4.9 out of 5 average rating, 134 reviews
Lovely cottage on Sunrise Lake, Middleton, NH.
4.98 out of 5 average rating, 120 reviews
Cozy Cottage on Cedar Lake- "Cottage Cheeze"
4.92 out of 5 average rating, 186 reviewsCabin rentals with a kayak

Cozy waterfront cabin Perkins Pond
4.97 out of 5 average rating, 138 reviews
Hill Studio
4.98 out of 5 average rating, 115 reviews
Breezy Moose - A Frame Cabin/ Pet friendly
4.94 out of 5 average rating, 155 reviews
Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly
4.95 out of 5 average rating, 272 reviews
The Cove Cabin
4.96 out of 5 average rating, 458 reviews
The SugarShack at Sweetwater
4.97 out of 5 average rating, 179 reviews
Riverfront cabin between Portland & White Mtns.
4.96 out of 5 average rating, 285 reviews
The Conscious Cabin | Getaways + Retreats
4.96 out of 5 average rating, 201 reviewsDestinations to explore
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