Vacation rentals with a kayak in Long Island

Find and book unique kayak rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Long Island 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.
Top guest favorite
A sunlit sun room features large windows offering scenic lake views and a warm wooden ceiling. A cozy, circular seating area complements a central wooden table. Nearby, a dining table with black chairs sits atop a modern area rug, enriching the space's inviting ambiance.
Home in Vernon Township
5 out of 5 average rating, 73 reviews

Private Island + Lakefront Home

MihirRating, 5 stars2 weeks ago
We had an unforgettable stay at this magical cabin! Izzy and Joe are amazing hosts—warm, responsive, and incredibly thoughtful. Check-in was seamless, and since late checking was requested by them , they kindly offered a late checkout, which we truly appreciated and made our departure more relaxed. The cabin itself is even better than the photos—beautifully decorated, full of natural light, and thoughtfully designed. The bedroom and sunroom with lake views quickly became our favorite cozy spots. The private island with its dreamy daybed swing and breathtaking lake views felt like a hidden paradise, and our dog loved roaming leash-free on the island. Everything in the cabin is intuitively organized, with smart controls for lighting, shades, and TV—managed via an iPad that also contains a well-designed digital guide. We’ve stayed at many cabins over the years, and this one stands out in every way. We’re already planning to return and make this special place an annual tradition
Top guest favorite
A spacious backyard is featured, with a circular stone fire pit surrounded by several colorful Adirondack chairs. Lush green grass extends towards a charming white house in the background, bordered by trees under a clear blue sky.
Home in Southold
5 out of 5 average rating, 32 reviews

Private Waterfront Access + Hot Tub + Scenic Yard

KathrynRating, 5 stars2 weeks ago
We had a fabulous stay at this adorable cottage. It had everything we needed and more. Great spaces indoors and out to hang out, walkable to one of our favorite wineries, other wineries & restaurants close by. Appreciated having a tandem kayak to use & explore Goose Creek. Enjoyed watching birds, including Baltimore oriole parents in a nest in the backyard. Would return again. Thank you!
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 two-story house is set on a well-maintained lawn, featuring a paved driveway that leads to a garage. A pathway lined with shrubs directs attention to the inviting entrance with double doors, framed by decorative plants under a clear blue sky.
Home in Laurel
5 out of 5 average rating, 18 reviews

Peaceful Guesthouse

NicoletteRating, 5 stars2 days ago
Ellen’s place was great for the 4 of us! We loved the quiet residential location which was a short drive to good restaurants. We spent a lot of time lounging on the back patio which had comfortable patio furniture. We drove to beaches, and found that a couple further away met our needs better than the local Yacht Club. The beach gear that was provided at the guest house was really helpful. Ellen was a top communicator & provided more snacks and drinks than I’ve ever seen at an AirBNB. I recommend Ellen’s place!
Guest favorite
A serene waterfront view is presented, featuring a gently flowing river and well-maintained landscaped yard. The exterior of a spacious home is visible, flanked by lush greenery. A decorative wooden structure adds visual interest along the water's edge.
Home in Oakdale
4.86 out of 5 average rating, 29 reviews

Riverfront Retreat in Oakdale

JannetaRating, 5 stars1 month ago
Our stay at the house was wonderful experience. Our host Michael whom fortunately we met personally is one of the nicest person you’ll encounter in life. The surrounding and the grounds were so beautiful that you will enjoy when you stay at that house. Many thanks to our host and his well managed house. The place is very close to all lovely restaurants, shopping areas, etc. We all highly appreciated and recommend to stay at this place for any occasion and vacation. Thank you again and hopefully will stay in the future. Your guest Janneta 😀❤️
Top guest favorite
Two kayaks are secured to a wooden fence in the backyard. The kayaks, one orange and one blue, stand out against the greenery of the grass and the fence. The area is well-maintained, creating a welcoming space for outdoor activities.
Home in Milford
5 out of 5 average rating, 104 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

HeidiRating, 5 stars2 weeks ago
We loved Laura and Dana’s Big Easy home by the beach. It was big and comfortable and every detail had been thought about to maximize our enjoyment. Drawers and closets and cabinets were all labeled so we didn’t have to search for anything or guess where anything was. Literally every need had been anticipated! Amazing. The beds and bedding and linens and towels were abundant and soft and comfortable. The kitchen amenities were awesome, from an air fryer, to a full set of bar tools and blender, to great appliances. The decor was happy and cheerful and creative and fun. There were so many places to sit and enjoy, both inside and out. Do not hesitate to choose this wonderful place for a visit of any length. You will love it!
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 stars1 month 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!

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, 166 reviews

Private Lake House 1 Hour to NYC & Near Westpoint

MadelineRating, 5 stars1 week ago
Benjamin's place is all you expect and more. It is clean, roomy, comfortable, and quiet. My family is all about comfortable temperatures and the AC makes each room feel great. If you are sitting on the deck, off the kitchen, there is a breeze with pretty sunrises and sunsets. Ben was a thoughtful host! I reached out with one simple question and before we knew it we had items delivered to the door - for our family and our dog! It was a delightful and welcoming touch. The cottage is so comfortable with fabulous bedding, a fantastic Jacuzzi tub, a fully stocked kitchen, and a full coffee and tea bar! Such a generous amenity. I highly recommend Benjamin's cottage.
Superhost
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 stars4 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!
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 stars6 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, 107 reviews

3 Bedroom Cottage Gem

MontagueRating, 5 stars2 weeks 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!
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, 331 reviews

The Mountaintop Lakehouse that Time Forgot.

JuanRating, 5 stars2 days ago
Surprised my girlfriend with a weekend get away for her birthday and she was thrilled. Evelina and John are great host and their place is warm and welcoming. We loved the lake, and the quiet serenity of the location is perfect for a weekend trip from the city. Also loved the kitchen which made cooking in a breeze because how thoughtfully organized it was. Although our stay was short we did find time to take the canoes out explore the lake and take a refreshing dip. Our only complaint was that our stay wasn’t longer, and we’re both looking forward to coming back !
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, 271 reviews

The Cottage at Indian Cove

TaraRating, 5 stars4 days ago
This was a lovely cottage and location, part of a private beach community, on a very quiet road, with partial views of the Long Island Sound. Gail was thoughtful to put out a nice welcome basket and some cold sodas and bottle water in the fridge. Perfect spot for two to three people. Close to Guilford main green, dock and nearby Stony Creek and Madison. We didn't make use of the bikes and kayaks bc it rained in the mornings, but we enjoyed one of the two beach just a few minute walk away. Jacob's cove area is a gem.
Top guest favorite
A bright dining area features a long green table surrounded by tall wooden stools with patterned cushions. Large windows provide ample natural light and showcase the lush greenery outside. Decorative elements are displayed on nearby shelves, adding a charming touch to the space.
Cottage in Centerport
4.89 out of 5 average rating, 64 reviews

Waterfront beach house 1 hr from Brooklyn and NYC

BallentyneRating, 5 stars4 weeks ago
We had a lovely stay at this beautiful home! It is an old house so it had its quirks, but it was nothing we couldn’t look past. Very steep stairs, a janky door- nothing major. We had young kids with us so the gates for the stairs came in very handy! There were baby gates, 2 pack and plays, a high chair and a toddler bed. Those amenities alone took so much stress off us. The towels and linens were all very nice and clean and plentiful. The views were PHENOMENAL. We took a walk along the beach at low tide and had so much fun collecting golf balls and shells. My son got to hold his first baby shrimp and jellyfish. The memories made were priceless. Water shoes are a must!! If you require a smart tv with all the apps, I recommend bringing a Firestick, as the tv capabilities were limited. I had one delivered from target within an hour. Astrid was the BEST host! She was extremely responsive, helpful, flexible, and kind. I can’t say enough good things about her and her home!
Top guest favorite
A bright dining area is highlighted by large windows that allow natural light to fill the space. A rustic wooden table is adorned with a floral centerpiece consisting of small vases, each housing a single flower. The room features light-colored walls and attractive white chairs.
Cottage in Fairfield
4.98 out of 5 average rating, 121 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

BrendaRating, 5 stars2 days ago
We loved staying at Great Gull. The house easily housed our family of 5 with plenty of indoor and outdoor spaces to relax. The home is clean and well stocked with kitchen basics (including coffee and spices) for cooking and the bathrooms included toiletries. Convenient access to the beach - we loved hanging out in the private back yard and patio. We would definitely stay here again!

Cabin rentals with a kayak

Guest favorite
A small marina cabin in a tranquil setting is visible, with colorful kayaks neatly stacked on a rack. A red kayak rests on the water's edge, ready for use. The cabin features large windows and is surrounded by natural greenery, creating a serene atmosphere.
Cabin in Stonington
5 out of 5 average rating, 14 reviews

Mystic Area Waterfront Cabin #3

JoyRating, 5 stars8 months ago
Clean and cozy cabin. Close to Mystic without being right in the thick of it. We enjoyed a night by the fire with a friendly local fisherman. It worked nicely for our short trip to the area.
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
4.92 out of 5 average rating, 24 reviews

Mystic Area Waterfront Cabin #1

JackRating, 5 stars2 days ago
We’re so glad we found Paul’s rentals at Stonington Marina! This is a wonderfully unique stay in a great area with lots to do, and Paul’s cottages at the marina provide a peaceful, homey place to relax and enjoy. It was great to kayak over to Sandy Point and enjoy the beach like a local. If you want to catch and prepare your own fish, he’s got the stuff for that in the patio/fire pit area. Or you can get some fresh catch in nearby Stonington borough. Otherwise there’s a host of excellent restaurants nearby and Paul’s recommendations will steer you well. The cottage itself was very clean and the bed was super comfortable. Again, a great find!
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, 90 reviews

Modern Nordic Designed Cabin

FeRating, 5 stars2 weeks 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 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.
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, 7 reviews

Luxury Lakefront Log Cabin

ErinRating, 5 stars1 week ago
Beautiful home on lake with truly amazing views. Had all the amenities for a wonderful weekend getaway. We had a great time kayaking, barbecuing and spending time outdoors.
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 stars10 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, 75 reviews

Summer on the lake! 1 hr from NYC!

DeadreRating, 5 stars1 month 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!
Top guest favorite
A wooden dock extends over calm waters, showcasing colorful kayaks in shades of red and green resting nearby. Lush greenery surrounds the lake, with gentle hills visible in the distance under an overcast sky.
Cabin in Vernon Township
5 out of 5 average rating, 13 reviews

Cozy cabin in Highland Lakes, NJ

LisaRating, 5 stars4 weeks ago
We had a lovely stay at Cynthia’s serene cabin on the lake. The view is beautiful and this home is very well decorated with comfort in mind. We enjoyed the private backyard and dock as a family and we would love to return. She is very communicative and a fantastic host.

Destinations to explore