Vacation rentals with a kayak in Long Island

Find and book unique kayak rentals on Airbnb

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Popular amenities for Long Island kayak rentals

House rentals with a kayak

Top guest favorite
The exterior of a charming cottage is viewed, characterized by a light yellow façade and large windows. A brick patio features a round table with two chairs, surrounded by greenery. The area is well-lit by natural sunlight, contributing to a welcoming atmosphere.
Home in Hampton Bays
5 out of 5 average rating, 6 reviews

Southampton hidden gem! Beach cottage, water views

QuriahRating, 5 stars1 week ago
Had an amazing stay, host was easy to reach and had a fast response time. The cottage was a couple steps from the beach and was in a beautifully serene location. Everything was as described and better!
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, 185 reviews

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

AimeeRating, 5 stars3 months ago
A Perfect Serene Getaway! I had the most wonderful stay at this Airbnb! From the moment I arrived, I was impressed by how spotlessly clean and well-maintained everything was. The space was beautifully designed, with a calming and cozy atmosphere that made me feel right at home. The location was incredibly peaceful—perfect for a relaxing retreat. Whether I was enjoying my morning coffee on the patio or unwinding in the comfortable living area, I truly felt a sense of tranquility. The attention to detail, from the soft linens to the thoughtful amenities, made my stay even more enjoyable. If you’re looking for a serene escape where you can recharge and relax, this is the place to be. I can’t recommend it highly enough and will definitely be staying here again!!
Top guest favorite
A serene beach scene is captured at sunset, featuring soft, warm hues in the sky blending with the calm water. The sandy shore curves gently along the edge, with distant islands visible on the horizon, creating a peaceful coastal atmosphere.
Home in Sag Harbor
4.95 out of 5 average rating, 20 reviews

Beach Cottage | Steps to Water | Firepit

EleanorRating, 5 stars2 weeks ago
Anne Marie’s cottage was exactly as described right along w/the peaceful surroundings, lovely views of the water and close proximity to beach and town. She gave us recommendations for local gems, and we thoroughly enjoyed our time. We will certainly try to get back again. Cheers to the host 🥂
Guest favorite
A charming blue house is framed by lush green trees, with a welcoming front porch. Large windows invite natural light, while a white picket fence complements the tranquil outdoor setting. The spacious yard features vibrant grass, enhancing the peaceful atmosphere.
Home in Greenport
4.96 out of 5 average rating, 28 reviews

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub

NikkiRating, 5 stars1 week ago
Phaedra’s home is a lovely cottage on the cusp of Southold and Greenport. It’s the perfect place for a weekend getaway and was very well equipped for everything you might need. The home is charming yet modern (we especially loved the heated bathroom floors!). Excited to stay again.
Superhost
A well-maintained outdoor area features a wooden deck leading to a spacious pool surrounded by lush greenery. Comfortable lounge chairs are positioned on the deck, offering a relaxed space for enjoyment. The modern house in the background showcases large windows and multiple entry points.
Home in Hampton Bays
4.9 out of 5 average rating, 30 reviews

Bright Hamptons Getaway ☀️ Pool▪︎ Beach▪︎FamilyFun

CassandraRating, 5 stars3 weeks ago
we had a quiet girls getaway to celebrate my sister getting married-upon arrival we checked out the entirety of the home…to which we were pleasantly surprised every corner we turned! exquisite home with comfortable, aesthetically pleasing furnishing and so much gorgeous natural light. the outdoor shower was a huge BONUS! heated pool had us outside moving our bodies more than we’d imagined and was such a fun way to spend time together. the living room is so cozy and a great space to have a game-night-in! i could go on and on about each detail but you should simply stay here and enjoy for yourself all this property has to offer!
Top guest favorite
Home in Charlestown
5 out of 5 average rating, 70 reviews

2 Acre Lakefront Getaway (Kayak/Firepit/Fishing)

RobertRating, 5 stars1 week ago
Staying at Daniela’s place was great! Super easy to find and get into the peaceful house on the pond. Even though it was pet friendly, the house was spotless and had no wear or tear from previous visitors. It was great that they had child gates at stairs too! The dog loved going out in the canoe and swimming in the pond! Great place overall!
Superhost
An open living area features a stone fireplace surrounded by natural light from large windows. A comfortable seating arrangement includes a light-colored couch and a wooden coffee table on a decorative rug. High vaulted ceilings enhance the spaciousness, with the kitchen visible in the background.
Home in Greenwood Lake
4.86 out of 5 average rating, 154 reviews

Aster Place

JamesRating, 5 stars2 weeks ago
Thanks. Quick comfy stay.
Top guest favorite
A comfortable living area features a plush sectional sofa with neutral cushions, arranged around a round wicker coffee table. Natural light fills the space, highlighting the light wood flooring and a serene coastal-themed artwork on the wall. Two stylish light fixtures add an elegant touch.
Home in Milford
5 out of 5 average rating, 39 reviews

Lux cozy 2br/1ba Milford bungalow-walk to beach!

LeeannRating, 5 stars1 week ago
We loved our stay! The house and area were just as described and the list of recommendations Gracie shared with us was much appreciated- we did a lot that was on it and enjoyed everything!

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, 164 reviews

Private Lake House 1 Hour to NYC & Near Westpoint

LoriRating, 5 stars2 days 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 stars1 week 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!
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, 108 reviews

Shelter Island Waterfront Getaway

CindyRating, 5 stars5 months ago
Great stay, Maureen is very communicative and super helpful. Beautiful views
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, 105 reviews

3 Bedroom Cottage Gem

Lisagitelson@Gmail.ComRating, 5 stars7 months ago
This is the absolute perfect home for a get away. Everything you need and more is provided. The home is gorgeous, well decorated, and extremely clean. It is even better than the pictures. It feels like a real home, with luxury and artistic touches, not a generically decorated place. Location is perfect, close to it all and still very private. Christopher is an excellent host, responsive, helpful, and gives you your privacy. I can't recommend staying here enough.
Top guest favorite
The lakehouse is nestled among tall trees, with a spacious deck overlooking the water. Colorful flowers enhance the natural landscape, while a rocky shoreline leads to tranquil waters. Sunlight filters through the trees, creating dappled patterns on the house and surroundings.
Cottage in Highland Lakes
4.97 out of 5 average rating, 327 reviews

The Mountaintop Lakehouse that Time Forgot.

MaryBethRating, 5 stars1 week ago
Peaceful surroundings, beautiful lake, wonderful house and amazing hosts! Had an absolute ball kayaking, fishing, and enjoying nature. This was my second trip and can’t wait to go back again.
Top guest favorite
A sunlit porch area features a spacious bed adorned with a white quilt and colorful accent pillows. A striped rug lies on the floor, while wicker furniture and large windows create an airy atmosphere. Natural light fills the space, offering views of the outdoors.
Cottage in Guilford
4.94 out of 5 average rating, 268 reviews

The Cottage at Indian Cove

ChristineRating, 5 stars2 days ago
Cute and cozy home with lovely outdoor sitting area. Woke up to the sounds of the breeze and chirping birds! You can see the water from out the kitchen windows!
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 stars9 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.
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, 271 reviews

Lakefront Cottage near Hudson Valley

BrianRating, 5 stars1 month 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

Guest favorite
A collection of colorful kayaks is neatly arranged on a rack by the water, adjacent to a light blue cabin. A red kayak is positioned at the water's edge, ready for use. The area features a peaceful marina setting with boats visible in the background.
Cabin in Stonington
4.95 out of 5 average rating, 20 reviews

Mystic Area Waterfront Cabin #1

RrezartaRating, 5 stars3 weeks ago
The location was great it’s so peaceful and calm. Paul was great he responded in a timely manner and helpful. I look forward to returning and spending more time on the marina.
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 day 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!!
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 stars6 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.
Top guest favorite
The outdoor space showcases a vibrant lake view framed by tall trees. A colorful chair sits on the stone patio, providing a focal point as the sun sets over the water, casting soft hues in the sky. Nearby, a hammock is visible among the foliage.
Cabin in Greenwood Lake
5 out of 5 average rating, 6 reviews

Luxury Lakefront Log Cabin

TenzinRating, 5 stars1 month ago
We have a great time. Perfect place for group. Enjoyed a lake view, kayaking , etc
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, 208 reviews

The hummingbirds, herons, and turtles are back!

FrédéricRating, 5 starstoday
We enjoyed our second stay at Tim's as much as the first: we had a great time relaxing around the pond and soaking up all the nature sounds. We slept amazingly well thanks to the quiet surroundings and super-comfortable bed. An idyllic place!
The exterior of a stone cottage is surrounded by lush greenery, with a prominent stone chimney rising from the roof. A gravel pathway leads up to the entrance, framed by shrubs and small trees. The setting offers a natural feel, nestled among the trees.
Cabin in Stratford
4.81 out of 5 average rating, 44 reviews

Beautiful lakeside summer home

SondraRating, 5 stars9 months ago
We had a lovely 5-day stay at the cabin on the lake! It was just what we needed. When the weather was nice, we hung out on the dock - there was a hammock to relax in, chairs in the shed, boats to explore with (I went out in a kayak a few times). Lake was peaceful and pretty. The cabin itself was quirky and nice. Yes, hot inside during the days, but with the fully surrounding screened in porch, there was no need to stay inside! Even when it rained, we could be "outside" without being in the elements. The kitchen was well stocked, coffee at the ready, there were plenty of towels and sheets and bed (though we only needed one!), shampoo/ conditioner in the shower, wood ready for the fireplace, board games and more. Honestly, it had everything you'd want for a little getaway. The spot felt secluded while only 5 minutes away from a supermarket. [Okay, you could hear Rte 8 traffic a bit, but it served as calming white noise!] I'd definitely return again...
Guest favorite
A serene lakeside view showcases the cabin's exterior, featuring a green facade and a multi-level yard adorned with autumn foliage. A private dock is visible, along with outdoor seating and watercraft options, inviting opportunities for relaxation and recreation.
Cabin in Vernon Township
4.96 out of 5 average rating, 74 reviews

Summer on the lake! 1 hr from NYC!

DeadreRating, 5 stars2 weeks ago
Our stay at Emily’s lake place was absolutely amazing and exceeded our expectations! We were there for the week leading up to and including our son’s graduation from West Point, which is an hour from “the lake place,” as we affectionately called it. The West Point portion of our week was both wonderful and stress-filled with lots of travel back and forth between the two places, so the fact that the lake place was exactly as advertised was such a relief! The weather was cold and rainy for our entire week there, yet our stay in Emily’s cabin was peaceful, relaxing, and fun-filled. Everything we needed in the kitchen was provided, including the spices for cooking! Our beds were comfortable and there were plenty of blankets. The bathrooms were spotless, as was every room. The views of the lake were truly spectacular!! As we were packing up to leave, my daughter said, “they thought of EVERYTHING!” And she was right. If we ever stay in the area again, we will definitely book Emily’s place!
Guest favorite
A marina cabin is shown near the water, featuring a light blue exterior. In the foreground, kayaks of various colors are stored on a rack beside the dock. A red kayak is angled towards the water, with additional kayaks visible in the background.
Cabin in Stonington
5 out of 5 average rating, 18 reviews

Mystic Area Waterfront Cabin #5

LisaRating, 5 stars7 months ago
Paul was very responsive. When we got there our room had not been cleaned. We got in touch with him and he immediately switched our room to a clean one which was fine. He was very apologetic and even brought us a bottle of prosecco. The place was cute, modern, and clean. Can't really walk to anything because it's off a busy road but it sits on the river with a beautiful view and many chairs to sit in and enjoy. We made a fire in the fire pit and cooked on the grill one chilly night. It was very nice. Close and convenient to many attractions in the area. We had our dog with us and she enjoyed it too.

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