Vacation rentals with a kayak in Long Island Sound

Find and book unique kayak rentals on Airbnb

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Popular amenities for Long Island Sound kayak rentals

House rentals with a kayak

Top guest favorite
A covered deck offers a scenic view of the lake and surrounding autumn foliage. A table with four chairs and two lounge chairs provide options for relaxation. Bright blue skies reflect on the water, creating a serene atmosphere for outdoor gatherings.
Home in West Milford
4.97 out of 5 average rating, 69 reviews

🛶 Lakefront Paradise with Your Own Private Beach🏖

StephanieRating, 5 stars5 months ago
Everything was perfect ! My family and I had a great time. Looking forward to staying here again in the summer.
Guest favorite
Home in Coventry
4.98 out of 5 average rating, 103 reviews

Cozy cottage 5 minutes from UConn

ColieRating, 5 stars3 days ago
We had an amazing stay. Jennifer was a very helpful host. The loft bedroom was only accessible by a steep ladder which could be tricky for some groups so that is something to keep in mind before renting but otherwise it was wonderful. We enjoyed the view, seeing wildlife and relaxing on the deck. There was nothing we needed that we didn't have. I would definitely stay again.
Superhost
A spacious wooden deck overlooks the serene lake, featuring a large outdoor dining table surrounded by six orange cushioned chairs. A gas grill sits nearby, and the scene is enhanced by the greenery of trees surrounding the area.
Home in Ulster Park
4.88 out of 5 average rating, 228 reviews

Entire lake house to yourself. Great for groups

Maggie FuentesRating, 5 stars2 weeks ago
Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!
Top guest favorite
A wooden deck overlooks the Delaware River, surrounded by lush greenery. Two black chairs and a small table provide a cozy seating area. String lights are hung along the perimeter, adding ambiance to the outdoor space. The view includes trees and calm water in the background.
Home in Matamoras
5 out of 5 average rating, 62 reviews

Waterfront Ranch on The Delaware River

MatthiasRating, 5 stars2 days ago
It is the most wonderfully furnished house. It is right on the river and super tranquil. Who wouldn't want to have a view of the river from the bedrooms and living area. The kitchen is perfectly equipped with all necessities, the bathrooms are squeaky clean, the sofas are super comfortable, and there is plenty of TV (internet/streaming) and wifi for a rainy moment. Beyond that, shipping, dining, and hiking are a very short drive away. Ww would come back anytime.
Guest favorite
The living room features large windows offering views of the river and surrounding trees. A blue sofa and a beige tufted couch are positioned around a wooden coffee table, while a colorful area rug adds warmth to the space. Bright yellow walls enhance the inviting atmosphere.
Home in New Paltz
4.95 out of 5 average rating, 273 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

MontanaRating, 5 stars3 days ago
Wonderful experience staying in this home. The river-view was a delight. Our little group was made up of two-couples who enjoyed spending the evenings around the firepit and hot tub, and "casting" recent vacation photos from our phones to the smart TVs to share. It was a short drive from everything we wanted. Would stay again!
Top guest favorite
A cozy living area features a stone fireplace with a wooden mantle, displaying a modern artwork piece above. Two yellow armchairs are positioned around a coffee table, complemented by a patterned rug. Natural light fills the space, enhancing the welcoming atmosphere.
Home in Saugerties
5 out of 5 average rating, 78 reviews

*Hot Tub* Kayak*VIEWS* Stylish Waterfront Retreat

JenniferRating, 5 stars2 weeks ago
Absolutely gorgeous house and beautiful location! The house looks just like the photos and the backyard by the creek is so relaxing and beautiful. The house was so clean and well stocked. We had a great time lounging and cooking and doing activities by the water. Thank you for a great stay!
Guest favorite
A waterfront home with a unique tower design is reflected in the calm waters of Bantam Lake. The house features multiple outdoor decks, large windows, and is surrounded by trees, providing a serene setting. A private dock extends into the lake, inviting exploration.
Home in Morris
4.87 out of 5 average rating, 150 reviews

Bantam Lake Waterfront Retreat with Private Beach

AnnetteRating, 5 stars1 week ago
This lovely lakeside cottage was the perfect backdrop for a family weekend away! Thank you to our host for being extremely accommodating and kind!!
Superhost
An open door reveals a view of a serene lake beyond a green yard. A wooden walkway leads to the water, framed by lush bushes and trees. Sunlight illuminates the scene, enhancing the peaceful atmosphere of the outdoor space.
Home in Ashford
4.84 out of 5 average rating, 90 reviews

Amazing lake home w/ amenities.

YselssaRating, 5 stars2 weeks ago
It's beautiful home have beautiful lake views what I Love the most was the lake view and decor of the home felt very homey and it has everything you need and Also coloring books wich I love did coloring of the food too has A pac man video game with me and my parents had lots of fun ...TV programming was good great movies to relax with A popcorn and coke also has very nice big backyard downside is we didn't get to enjoy the backyard because of the weather but next time we will what I love the most very peaceful too wish there was A bigger garbage can but the rest everything was fun and amazing loved the kitchen had beautiful stay and highly recommend this home it's so cute cabin style home thank you for having us God bless....

Cottage rentals with a kayak

Guest favorite
A charming cottage is set against a backdrop of lush greenery, with two decks extending toward the lake. Kayaks sit peacefully on the water's edge, inviting relaxation and adventure. Large blue doors and smooth wooden railings create a welcoming entrance to this tranquil retreat.
Cottage in Ledyard
4.88 out of 5 average rating, 197 reviews

Waterfront cottage overhanging the water!

ZackRating, 5 stars2 weeks ago
The place was amazing. I absolutely plan on bringing my family again, hopefully this year. The host was excellent. He was there when we arrived, gave us a quick tour and some easy instructions on how to use items. We loved the lake, and the house came with everything we needed to enjoy our time
Top guest favorite
Two wooden chairs are positioned on a grassy area overlooking the calm water. A fire pit sits in between the chairs, and a swing hangs from a nearby tree. In the background, a dock extends into the water, framed by trees.
Cottage in Shelter Island
4.97 out of 5 average rating, 107 reviews

Shelter Island Waterfront Getaway

ClaudiaRating, 5 stars5 months ago
We thoroughly enjoyed our stay. The location was beautiful and very peaceful.
Top guest favorite
A cozy cottage is presented with a wooden deck and a sloped roof. The deck features a dining table surrounded by chairs. Lush greenery and neatly trimmed bushes surround the pathway leading to the cottage, with a serene lake visible in the background.
Cottage in Hopkinton
4.98 out of 5 average rating, 138 reviews

Lakeside Cottage in Hope Valley, RI

JanetRating, 5 stars4 months ago
This was the ideal location for my husband and me to spend the holidays with our family who live across the lake. Will and John gave us a warm, friendly welcome and Quinn also checked in to make sure we settled in and had everything needed for a comfy cozy stay. It was easy to communicate with everyone and the location felt peaceful and private but not isolated. I can't imagine a more ideal experience and cannot thank Quinn enough for making this stay the best ever we've had with Airbnb!
Guest favorite
A backyard patio area is shown, featuring a seating arrangement of several chairs and a table. A fire pit is positioned on a stone surface, surrounded by grass and landscaping. The view overlooks the lake, with boats visible in the background and lush trees framing the scene.
Cottage in East Haddam
4.9 out of 5 average rating, 125 reviews

Direct Waterfront Cottage on Moodus Reservoir.

LisaRating, 5 stars1 month ago
Stephanie was fantastic at communication prior to our trip. Home was perfect for our stay.
Top guest favorite
Cottage in Vernon
4.97 out of 5 average rating, 108 reviews

Vintage Bolton Lake

JeffRating, 5 stars6 months ago
If you are looking for simplicity (which we were) this is the perfect place to. I’ve always wanted to stay at a lake house. We couldn’t have asked for more. Serene, tranquil, beautiful are the proper descriptions of the house and the area. We came to Connecticut to visit my daughter and family and they ended up coming to our place instead. Jason was extremely helpful when needed. We would definitely stay there again!
Superhost
A tranquil lakeside area features a private dock with lounge chairs and an umbrella, providing a place to relax by the water. Nearby, a wooden deck leads to the charming cottage, surrounded by lush greenery and trees, creating a serene atmosphere.
Cottage in Red Hook
4.9 out of 5 average rating, 205 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

GabrielaRating, 5 stars4 months ago
our stay at ellen’s cottage was private and peaceful. the space had everything needed to feel right at home, including a super comfy mattress!
Top guest favorite
A spacious deck overlooks the serene lake, where an American flag gently flutters in the breeze. Comfortable seating, including a white armchair and wooden table, offers a perfect spot to enjoy the water views and surrounding greenery.
Cottage in Sturbridge
4.93 out of 5 average rating, 148 reviews

Cozy Cottage on Cedar Lake- "Cottage Cheeze"

NatalieRating, 5 stars6 months ago
The cottage is a beautiful retreat on Cedar Lake, perfect for a little getaway! The place itself is cozy but with plenty of space for what we needed, and a gorgeous deck right on the water. Couldn’t get enough of the outdoor space! Quiet neighborhood and incredibly close to the restaurants and shops of Sturbridge. Amazing stay!
Guest favorite
Sunlight emerges over a tranquil lake, casting golden hues across the water. Tall trees frame the scene, with dense greenery surrounding a wooden deck. The sky displays a blend of soft blues and whites, creating a peaceful natural ambiance.
Cottage in Putnam Valley
4.89 out of 5 average rating, 269 reviews

Lakefront Cottage near Hudson Valley

BrianRating, 5 stars2 weeks ago
Stayed for a long weekend with my wife and two dogs. Cottage was comfortable and clean with an amazing view of the lake with a nice patio and access to the dock which we enjoyed. Also great location just a bit over an hour from the city but within a 15 minute drive to many great hikes and close to many great food options. Tony was also very responsive and helpful with recommendarions. Highly recommend.

Cabin rentals with a kayak

Superhost
A wooden dining table surrounded by wicker chairs is set on a spacious deck overlooking the serene lake. Tall trees frame the view, creating a natural ambiance. The clear sky and water enhance the peaceful atmosphere, inviting guests to enjoy meals or relaxation outdoors.
Cabin in Smallwood
4.85 out of 5 average rating, 182 reviews

Lake Front Catskills Lodge

SilboRating, 5 stars2 weeks ago
Meghan's place was beautiful, cozy, and peaceful. The house, property, and backyard, including lake, were pristine. All the prototypical trappings of a cabin in the Catskills were there: rustic construction, immediate access to nature, homey interior decorations. Meghan was a kind and responsive host, even allowing a late checkout. She provided a rundown of house rules, amenities, hikes, restaurants, and nearby entertainment before I even arrived, allowing me to better plan my stay. The area was beautiful and just a quick jaunt from NYC. I hope to come again with friends. Would recommend this place. 11/10. 5 stars.
Guest favorite
A serene lake at sunset reflects vibrant oranges and soft purples. A wooden dock features two adirondack chairs facing the water, alongside a kayak and a stand-up paddleboard resting on the dock. Pines and trees surround the peaceful setting.
Cabin in Ferndale
4.92 out of 5 average rating, 212 reviews

Charming Catskills Lakefront Home—2 hrs from NYC!

DavidRating, 5 stars1 week ago
Adorable house on a small lake, with a cozy cabin-y interior ambiance, it perfectly suited my needs for the weekend. Jill’s welcome packet had terrific recommendations, you can tell she knows the area really well. For those visiting in the summer, it’s worth being aware that there is no air conditioning, but the weather was cool enough during our visit that that wasn’t a problem. Kayaking was lovely when there was a break in the rain.
Superhost
The cabin is softly illuminated by outdoor string lights at dusk, creating a welcoming atmosphere. A stone pathway leads to a fire pit surrounded by four Adirondack chairs, while the cabin's deck features inviting seating. Lush trees provide a natural backdrop.
Cabin in Smallwood
4.96 out of 5 average rating, 132 reviews

Canoe•Lake Access•Paddle Boards•Renovated•BBQ

StephanieRating, 5 stars1 week ago
I planned a trip to visit the Woodstock Museum and wanted to find a play to stay that was homey but also close to the museum. This listing was absolutely spot on to what I was searching for! The house was just as described on the listing! The area around the house was quiet and peaceful even though there are houses surrounding. The list of recommendations for sights and local eats were helpful while planning the trip especially if you don’t know the surrounding areas. Melinda was very responsive to any messages and quickly was happy to help if needed! Do yourself a favor and book this while you can!
Superhost
An aerial view captures the ECHO cabin nestled among lush greenery, with private access to serene waterfront. The structure is framed by trees, highlighting the expansive lawn leading to the lake's edge, providing a tranquil retreat surrounded by nature.
Cabin in Wantage
4.87 out of 5 average rating, 134 reviews

ECHO cabin - lakefront peaceful modern house

VictoriaRating, 5 stars5 months ago
Very cozy, private, clean and feellikehome spot. Beautiful house on the lake with everything you need. Definitely would stay there again and recommend to everyone who is looking forward for a little getaway from busy life. Great host, responds quickly if any questions, clear instructions and info made my stay super comfortable and memorable. Great experience.
Guest favorite
Cabin in New Milford
4.95 out of 5 average rating, 164 reviews

Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit

AnniluRating, 5 stars1 day ago
The perfect place to relax and disconnect! I’m going to miss falling asleep to the noise coming from the creek.
Top guest favorite
Cabin in Voluntown
4.95 out of 5 average rating, 736 reviews

Vinola-Lakeside Cabin on Beach Pond with Sauna

FrederiqueRating, 5 stars2 weeks ago
We had an amazing stay at this cabin. Tucked away in the woods right on the lake, it was incredibly peaceful and the perfect place to relax. The cabin itself was adorable, clean, cozy, and had everything we needed. We only spoke to the host (Angela) briefly, but she was so kind and welcoming, and let us know she was available if we needed anything. It truly felt like a hidden gem, and we can’t wait to come back!
Top guest favorite
A serene lakeside view captures the setting sun, casting warm hues on the water's surface. The surrounding trees stand silhouetted against the vibrant sky, while soft clouds reflect on the calm lake, creating a peaceful atmosphere ideal for relaxation.
Cabin in Kingston
5 out of 5 average rating, 211 reviews

Lakeside Cottage: Boulder's Bluff

AlexRating, 5 stars5 months ago
We loved our stay at Ed's cabin. it is a real gem and perfect for a long weekend away. we loved the fireplace, the rocking chairs, the windows with views out onto the lake that make you feel like you're right over the lake and in the trees. there were nice restaurants and hikes in the area, but we were perfectly content watching the lake and reading from the cabin. Ed was perfectly accommodating and extremely generous with his space, couldn't recommend more highly.
Top guest favorite
A calm pond is depicted, surrounded by lush greenery and trees. Sunlight reflects off the water, creating a shimmering effect. Lily pads are visible on the surface, with a rustic stone pier in the foreground, adding a natural touch to the serene landscape.
Cabin in Thompson
5 out of 5 average rating, 113 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

MayaRating, 5 stars1 week ago
Gary was extremely helpful and responsive. The house is beautifully designed. The only downside was the ticks—we found several on our dog throughout our stay. Apparently, male ticks are less likely to transmit diseases, but I’d recommend giving your dog tick prevention medication before your trip, just to be safe.

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