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

Guest favorite
Home in Fairfield
4.96 out of 5 average rating, 26 reviews

Once a Pond - time and stress slow down.

ShivaRating, 5 stars1 month ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
Guest favorite
The exterior of a custom-built luxury lake house is shown, featuring natural stone and wood elements. A spacious deck surrounds the upper level, adorned with plants. Below, a patio area has two lounge chairs, while a well-maintained lawn and greenery enhance the setting.
Home in Greenwood Lake
4.97 out of 5 average rating, 186 reviews

The Best Lake House! *Ask About Boat Use Promo*

KevinRating, 5 stars1 month ago
This beautiful lake house is a lovely retreat from the chaos of the city. We spent the day lounging by the dock, and relaxing in the sun. It was awesome to have a full private bar with your own pool table right in the house!
Top guest favorite
A tranquil scene showcases a modern farmhouse set against a lush green landscape. A swimming pond lies in the foreground, bordered by natural vegetation, while a wooden dock and a kayak are visible along the water's edge.
Home in Hillsdale
5 out of 5 average rating, 51 reviews

Cambridge Hill Farmhouse - Sauna - Swimming Pond

janetRating, 5 stars4 days ago
This was a perfect vacation home for our family trip. Spacious house with beautiful indoor and outdoor spaces, a well equipped kitchen, luxurious and extremely comfortable furnishings and a location that makes visits to surrounding charming towns so easy.
Top guest favorite
A bright bedroom features two twin beds with white wood frames, positioned on either side of a decorative fireplace. A round wicker table sits at the center, adorned with a vase of flowers. Light streams in through multiple windows, creating a warm ambiance.
Home in Brookfield
4.98 out of 5 average rating, 148 reviews

Stay at Old Dorset Farm & create lifelong memories

KarenRating, 5 stars3 weeks ago
We had a wonderful stay. The home is beautiful, and the hosts were very thoughtful. The crib we requested for our 1-year-old was already set up when we arrived, complete with a soft blanket and pillow. There was plenty of firewood for cozy fires in both indoor fireplaces, and our kids loved making s’mores outside. Ninka was warm, responsive, and helpful throughout our stay.
Top guest favorite
An oceanfront space features a kayak positioned on the floor, with sunlight illuminating the area. The backdrop showcases expansive views of the water and sky, complemented by picnic tables set outside, visible through large windows. Stairs lead to an upper level, enhancing accessibility.
Home in Milford
5 out of 5 average rating, 96 reviews

Oceanfront Retreat: Modern Beach House

ShannonRating, 5 stars1 week ago
We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!
Guest favorite
A serene lake scene captures a modern gray house surrounded by vibrant autumn foliage. The water reflects the house and trees, creating a harmonious composition. A wooden deck is visible, leading toward the tranquil lake, enhancing the peaceful atmosphere of the setting.
Home in North Stonington
4.96 out of 5 average rating, 122 reviews

The Perch

DeniceRating, 5 stars7 months ago
I have stayed at lots of places in the last few years . . . and this place ranks right at the top. It is beyond beautiful. The water views from the living room and both bedrooms made it hard to leave and come home. It's actually even more amazing than the pictures. Don't think twice! Book this place now!
Guest favorite
Home in New Paltz
4.95 out of 5 average rating, 281 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

AvisRating, 5 stars1 week ago
we had a lovely time at Seth’s cottage by the river. Everything was very well appointed and comfortable. I think the beds were the best I’ve had an Airbnb. There was easy access to new Paltz and kingston. I have no hesitation in recommending Seth’s place.
Superhost
A serene scene features a well-kept pool surrounded by lounge chairs, reflecting the colors of the sunset. The main house and pool house are visible, each with large windows and inviting outdoor spaces. Lush greenery outlines the property, enhancing the tranquil setting.
Home in Hampton Bays
4.84 out of 5 average rating, 105 reviews

Stunning Hamptons Waterfront Escape w/ Sunset View

SophiaRating, 5 stars4 days ago
This was such a great day! It’s tucked away so that it feels secluded, but you’re just a short drive from restaurants and bars, groceries and coffee. We were familiar with the area so that helped and made the location absolutely fantastic for where we wanted to go and what we needed. We were there for relaxation and also a retreat for writing. Very friendly host easy check-in. Directions to the house were very helpful just because it is off of the main street. It was so spacious. The layout was really nice for us as well because everybody felt like they had their own private space but we could come together in the many options for common space. We were very lucky that the weather was perfect also there were different options for coffee and all of the amenities were listed for us to prepare. Property as described and like photos. Highly recommend and we definitely hope to return later in the summer! Thanks for a great stay!

Cottage rentals with a kayak

Guest favorite
A dining area offers a wooden table surrounded by black chairs, with large windows overlooking the lake. Slate flooring complements the bright, airy space, creating a seamless connection to the outdoor views. Natural light fills the room, enhancing the serene ambiance.
Cottage in Putnam Valley
4.96 out of 5 average rating, 165 reviews

Private Lake House 1 Hour to NYC & Near Westpoint

LoriRating, 5 stars1 week ago
WOW! Could not have been a more perfect stay! The setting was so beautiful, serene and peaceful. We had lot's of activity paddle boarding, kayaking, BBQing! Most of the time we were the only people on the lake. Early June was a perfect time to be there. It was just such a gorgeous and relaxing setting. The house was fabulous for our family reunion and ideal for our adventurous 1 year old. Our host was simply amazing. He had items delivered to our door when we had questions...even sent us a bag of groceries to make Smores on the lake! We hope to make this an annual event! We'll definitely be back.
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, 207 reviews

Waterfront cottage overhanging the water!

JenRating, 5 stars3 weeks ago
We thoroughly enjoyed our time at the cottage. It was so very peaceful and we loved being literally right around n the water! Slept amazingly well and the cottage was just lovely! Robert was also a great host. 5 stars all around and we hope to return again!
Guest favorite
A light-filled living area features a gray sofa adorned with patterned cushions. A wooden coffee table rests on a colorful rug, with a sleek arc lamp illuminating a cozy reading chair nearby. Large windows provide views of the surrounding trees, enhancing the natural ambiance.
Cottage in Poughkeepsie
4.91 out of 5 average rating, 353 reviews

Be in Nature at this Gorgeous Riverfront Cabin

MJRating, 5 stars5 days ago
A lovely home with beautiful views of the surrounding woods from each room. Very clean, modern, and comfortable with a well stocked kitchen. Mark provided detailed and useful info on the place and the surrounding area. A great spot if you’re looking for some peace and quiet close to all the local attractions of the Hudson Valley.
Top guest favorite
A traditional New England-style house features a front porch supported by white columns. Two white chairs and a small table are arranged on the porch, complemented by a dark front door. Large windows allow natural light to fill the space, surrounded by green landscaped areas.
Cottage in Shelter Island
4.96 out of 5 average rating, 107 reviews

3 Bedroom Cottage Gem

MontagueRating, 5 stars1 week ago
Loved our stay! This is a gem of a house—it’s gorgeously decorated and equipped with everything you need to feel immediately at home. Shelter Island is one of my favorite places and this home made it feel all the more special. Thank you, Christopher!
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, 106 reviews

Beautiful lakefront retreat just 15 mins to casino

NicoleRating, 5 stars3 weeks ago
Fantastic! The cottage is cozy and clean, had everything we needed and the views are gorgeous! We loved our stay and highly recommend this beautiful cottage!
Guest favorite
An outdoor fire pit is surrounded by several adirondack chairs on a grassy area. A stone wall frames the fire pit, with trees and a glimpse of a secondary building in the background. The scene reflects a serene natural setting.
Cottage in Bethlehem
4.98 out of 5 average rating, 106 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AmyRating, 5 stars2 days ago
I wanted a weekend getaway for my son’s 13th birthday that landed on Friday the 13th, I came across this cabin airbnb and decided to book and give it a try. this location is an hour away from our home and gave us that peace of paradise we were looking for. the cabin felt like home and had everything you can possibly need. I honestly wish I can give higher than a 5 star because this cabin was perfect. I’ll be booking again for a winter weekend getaway. thank you for hosting my family and I.
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
4.91 out of 5 average rating, 153 reviews

Cozy Cottage on Cedar Lake- "Cottage Cheeze"

DougRating, 5 stars5 days ago
Mary Elle's cottage was the perfect mid week getaway. We found it clean and very cozy. Spent hours on the spacious deck enjoying the views on Cedar Lake. Paved driveway provided off road parking and easy access for unpacking and reloading our luggage. Already thinking about a return visit.
Top guest favorite
A bright sunroom features a round table surrounded by two white metal chairs with blue cushions. Large windows allow natural light to fill the space, showcasing a coastal view. Straw hats are hung on the walls, adding a touch of seaside charm.
Cottage in Fairfield
4.98 out of 5 average rating, 120 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

BriannaRating, 5 stars10 months ago
We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.

Cabin rentals with a kayak

Guest favorite
The lakefront cabin is framed by lush greenery, with a blue exterior and multiple large windows reflecting onto the calm water. A wooden dock extends toward a turquoise kayak, surrounded by tall trees, creating a serene and inviting atmosphere.
Cabin in Ferndale
4.92 out of 5 average rating, 222 reviews

Charming Catskills Lakefront Home—2 hrs from NYC!

MatthewRating, 5 stars6 days ago
Jill’s place was beautiful , cozy and unique. She was very accommodating with any questions we had, and the area had lots to offer. We drove through the mountains, checked out the historic Woodstock grounds, and went to many of the really cool breweries that were suggested. We also really enjoyed playing many of the records that she had while enjoying sunsets from the lake view of the house. Definitely would recommend and would love to come back for a visit
Guest favorite
An outdoor fire pit surrounded by four wicker chairs is set against the backdrop of a modern black cabin. The gravel area is decorated with native flowers and greenery, offering a cozy spot for gathering. A wooden deck with stairs is visible in the background.
Cabin in Greenwood Lake
4.99 out of 5 average rating, 89 reviews

Modern Nordic Designed Cabin

FeRating, 5 stars1 week ago
The Nordic Cabin was the perfect setting for my husband and I to celebrate our 22nd wedding anniversary. The cabin is beautiful and the modern design, furnishings, and decor really stand out. Instructions of how to get into the cabin and the pitcures provided made check in and check out a breeze. The kitchen was well stocked. A bottle of white wine and a few treats were left for us. The kitchen offered different spices, oils, milk, and eggs. Kitchen utensils, pots/pans, dishes, cups, glasses, etc are provided, as well as cleaning supplies. The bathroom was stocked with toiletries. We spent a lot of time relaxing in the cozy living room and slept well in the beautiful bedroom. Last, I have to say that the first time we opened the gate at night, after dinner in Warwick, and saw all of the outdoor lights on, really made it feel like we were entering an enchanted garden. Would definitely come back!! Thank you Kamil and Margaret!!
Guest favorite
A rustic cabin is surrounded by tall trees, providing a serene outdoor setting. A fire pit with stones is visible in the foreground, accompanied by four green chairs arranged for seating. An outdoor grill stands next to the cabin, with a flag gently waving in the breeze.
Cabin in Huguenot
4.94 out of 5 average rating, 269 reviews

Tranquil Lakefront Cabin!

CaleRating, 5 stars3 weeks ago
Very nice house, good fishing and wildlife nearby. A little closer to the neighbors than expected, but overall a great place and would love to come back
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
4.91 out of 5 average rating, 168 reviews

The Camp

TorRating, 5 stars3 weeks ago
We truly enjoyed our stay at Karin’s place. She is a gracious host. There were great cottage offers beautiful lake experiences, including beautiful sunsets. She has a great waterfront and an expansive yard. It’s located on the Massachusetts, Connecticut and Rhode Island border with easy access to 3 states.
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
4.85 out of 5 average rating, 136 reviews

ECHO cabin - lakefront peaceful modern house

VictoriaRating, 5 stars7 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.
Superhost
Cabin in Kerhonkson
4.93 out of 5 average rating, 164 reviews

Cozy Cabin with Pond on Six Acres

JayvonRating, 5 stars4 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, 743 reviews

Vinola-Lakeside Cabin on Beach Pond with Sauna

ChristineRating, 5 stars5 days ago
Great camp and peaceful area. Angela is a great host and very accommodating. I have stayed twice and would definitely come back again.
Guest favorite
The blue exterior of the cottage is complemented by a row of colorful paddles displayed against the wall. Lush greenery and flowers frame the base of the house, with a view of the lake visible to the side through the trees.
Cabin in Coventry
4.88 out of 5 average rating, 136 reviews

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

MariaRating, 5 stars1 week ago
Joe's Cabin was exactly as described in the listing. Beautiful, peaceful neighborhood, and right next to the lake. Our family came into town for an event and the cabin was the perfect place to relax and unwind. Every part of the home was clean, beds were very comfortable, and every amenity was available if needed. Host was very responsive and communicated well. We will definitely be back.

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