Vacation rentals with a kayak in Long Island Sound

Find and book unique kayak rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Long Island Sound kayak rentals

House rentals with a kayak

Top guest favorite
Home in Andover
4.98 out of 5 average rating, 56 reviews

Spacious Classic Lakefront Home with jet tub

JeffreyRating, 5 stars3 months ago
The house felt like coming home. Everything you need was provided. The location is beautiful as is the surrounding area. We needed proximity to family and this was a perfect spot. All the amenities in the home were available and perfect for a weeklong stay. Thank you for a great stay!
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 stars4 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, 101 reviews

Cozy cottage 5 minutes from UConn

KaraRating, 5 starstoday
We absolutely loved our stay at the nest. The setting was perfect for a relaxing couple days for our family. Fishing, kayaking, hot tubing and walking. Jennifer was a great host ! Definitely recommend !!
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, 227 reviews

Entire lake house to yourself. Great for groups

Maggie FuentesRating, 5 stars4 days 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!
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
4.94 out of 5 average rating, 270 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

MelanieRating, 5 starstoday
We were looking for a place to unwind and we did with Seth’s place. Right on the river, great views, enjoyed the hot tub and very comfortable beds! We had a relaxing time.
Top guest favorite
A waterfront home with a modern design is set against a lush green lawn. The property features large windows reflecting the colorful surroundings and includes a dock leading to the water. Two kayaks are visible on the grass, complementing the serene outdoor atmosphere.
Home in South Kingstown
5 out of 5 average rating, 134 reviews

Waterfront Secluded Home with Dock

LisaRating, 5 stars1 week ago
I would highly recommend this property to anyone looking for a comfortable and enjoyable stay.
Top guest favorite
Home in Saugerties
5 out of 5 average rating, 77 reviews

*Hot Tub* Kayak*VIEWS* Stylish Waterfront Retreat

EvanRating, 5 stars1 week ago
My boy's enjoyed fishing on the back dock. The 3 full bathrooms was definitely nice. kitchen was fully stocked with whatever we needed. Great restaurants in the area. Would definitely stay again.
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, 149 reviews

Bantam Lake Waterfront Retreat with Private Beach

RyanRating, 5 stars6 months ago
This Airbnb was truly better than the pictures. This lake house has its own private beach, is close to amazing eateries in Bantam and the house itself is modern and clean on the inside and is an amazing space to spend time. The deck and chairs as well as the fire pit and chairs on the beach make it all an amazing place to relax. Would stay again!!

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
4.89 out of 5 average rating, 195 reviews

Waterfront cottage overhanging the water!

RobertRating, 5 stars3 weeks ago
We had a beautiful stay at the cabin. The views are stunning and the hot tub was glorious. A lovely escape into nature.
Top guest favorite
A serene outdoor deck overlooks the waterfront, featuring white adirondack chairs positioned to take in the view. A flag gently flutters in the breeze nearby, while a manicured lawn leads towards the water, framed by trees and shrubs.
Cottage in Shelter Island
4.97 out of 5 average rating, 107 reviews

Shelter Island Waterfront Getaway

ClaudiaRating, 5 stars4 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 stars2 weeks 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!
Guest favorite
The exterior of the cottage is shown, featuring a sloped roof and grey shingles. A front porch is visible, with a flag displayed on one side. Lush green grass and landscaping surround the home, while trees provide a natural backdrop.
Cottage in Lebanon
4.87 out of 5 average rating, 148 reviews

Go Jump in the Lake!

KellyRating, 5 stars4 months ago
We loved our stay at the cabin! It was clean, the kitchen was well stocked for cooking, and the location was beautiful. We stayed for a few days and celebrated our early family Christmas here. It ended up snowing, which made the surrounding Connecticut forest even more beautiful. We found the cabin cozy and peaceful, with the town just 10 minutes away for anything we’d need. I definitely plan to keep this listing in mind for next time I’m visiting family in Connecticut.
Guest favorite
A spacious living area is featured, with large windows offering unobstructed views of the lake. Comfortable seating includes a sectional sofa and accent chairs, complemented by warm wood tones. The kitchen area is visible, showcasing a large island and wooden cabinetry.
Cottage in Montville
4.95 out of 5 average rating, 102 reviews

Beautiful lakefront retreat just 15 mins to casino

JohnRating, 5 stars2 weeks ago
We had to come to the area for a family funeral, so this was a last minute booking, and Nicole was just the best. She got us in quickly, with less than 24 hours' notice. The house is absolutely beautiful, and overlooks the equally beautiful Oxoboxo Lake. Would recommend this house to anyone needing to stay in the area. Thank you Nicole!
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 stars5 days 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

Top guest favorite
A view of the cabin and neighboring house is presented, surrounded by trees. The yard is partially covered with fallen leaves, revealing patches of green grass. A gravel driveway leads towards the entrance, providing access to the property.
Cabin in Webster
4.93 out of 5 average rating, 164 reviews

The Camp

GomesRating, 5 stars6 months ago
I really liked all the outdoor activities my daughter and I did! Karen let us borrow the games inside the cabinet and they were pretty interesting. There's a lot of beds, and they are all comfortable. I really like the view when we were sleeping on one of the bed because you can see the lake when the sun sets or rises. It's really beautiful and I really liked spending time on the canoe and having this vacation! My family and I loved coming here and hope that we can come again. On top of everything Karin is one of kind host! Giordana
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
An inflatable kayak rests against the wooden cabin's exterior, showcasing a green and blue design. The porch features wooden railings and a hanging flower basket, while a window reveals soft curtains inside. Lush greenery surrounds the area, enhancing the cabin's natural setting.
Cabin in New Milford
4.95 out of 5 average rating, 161 reviews

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

SophieRating, 5 stars1 week ago
This place was so peaceful and gorgeous! We stayed here during the A Weekend in the Life event and it was such an easy drive into town and to all the activities. The house itself had great amenities and things to do! During our stay, the heater did break, but our host was on top of it. The house has a pellet stove that kept it toasty, so she had 5 bags of pellets delivered to the house for us, she had someone come out and service the pellet stove and she had someone come out to service the heat all in one day! They were accommodating and helpful. We also had our dogs with us who has plenty of space and the airbnb didn’t smell like dog. You couldn’t tell it was a pet friendly place. We loved it!
Superhost
Cabin in Kerhonkson
4.93 out of 5 average rating, 163 reviews

Cozy Cabin with Pond on Six Acres

JayvonRating, 5 stars2 months ago
We had an amazing valentines weekend and my dog couldn’t have had more fun ! This private cabin in the neck of the woods can truly be described as a real getaway ! It has a beautiful landscape and is strapped with everything we needed and more. After a full day of hikes in the local area, we found ourselves snowed in and enjoyed some card games. We had an outdoor fire in the stone pit and made some smores. Colleen and Julian were also super accommodating for us due to the weather conditions as well. They are beyond helpful ! Thank you guys ! Will definitely be back !
Top guest favorite
Cabin in Voluntown
4.95 out of 5 average rating, 730 reviews

Vinola-Lakeside Cabin on Beach Pond with Sauna

AimeeRating, 5 stars2 weeks ago
Amazing place. Felt so cozy and nostalgic. I look forward to staying here again.
Guest favorite
A wooden deck is shown featuring a large umbrella providing shade over a seating area. A patterned rug lies on the floor, accompanied by a potted plant. Two lounge chairs and a small table create a comfortable outdoor space, surrounded by lush greenery.
Cabin in Saugerties
4.87 out of 5 average rating, 183 reviews

Private Woodstock Getaway w Hot Tub

SofiyaRating, 5 stars1 month ago
Beautiful house! We enjoyed our stay and found the house to be very comfortable and cozy! The location was great and felt very secluded but yet still very close to town. Loved all the amenities the house had to offer and the dogs enjoyed playing in the yard. The art and records in the house were a great touch. We would love to come back again!
Top guest favorite
Two individuals are positioned in a kayak, paddling across a serene lake surrounded by lush greenery. The clear blue sky reflects on the water's surface, creating a peaceful atmosphere. Noticeable trees line the shore, providing a natural backdrop for their leisurely activity.
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 reflects the surrounding woods, with two kayaks resting on the shore. The lush greenery is complemented by a rustic cabin in the background, partially obscured by trees. A serene atmosphere is created by the harmonious blend of nature and the cozy setting.
Cabin in North Stonington
4.97 out of 5 average rating, 201 reviews

Spring is here at the Cabin! Come check it out.

TaraRating, 5 stars2 days ago
The cottage was perfect. Rocking chairs by the window for when it was chilly, chairs on the deck, chairs by the pond for when it wasn’t. Terrific recommendations from Tim, particularly the Dog Watch Cafe in Stonington Borough. Our stay was exactly the peaceful respite we needed, we just should have booked three nights!

Destinations to explore