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Vacation rentals with a kayak in The Hamptons

Find and book unique kayak rentals on Airbnb

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Popular amenities for The Hamptons kayak rentals

House rentals with a kayak

Superhost
A serene beachfront view showcases sandy shores leading to tranquil waters at sunset. The scene includes colorful kayaks and lounge seating among beach grasses with the home visible at the right, creating a peaceful coastal atmosphere.
Home in Milford
4.82 out of 5 average rating, 97 reviews

Beachfront house on Long Island Sound

DominiqueRating, 5 stars1 week ago
We loved our stay! The private beach was perfect for our kiddos - far enough away from the water that they could play independently in the sand while we sat on the beautiful deck. The kitchen had all the items we needed (we even took a virtual cooking class while there). Dmitry was super responsive and helpful. The master bedroom was a beautiful place to watch the sunrise/sunset.
Top guest favorite
Two paddleboards are displayed on a wooden rack in a green outdoor setting. A blue paddleboard sits atop a black kayak, surrounded by lush grass and distant trees against a clear sky.
Home in Southold
5 out of 5 average rating, 24 reviews

Waterfront Retreat at Goose Creek

vinnyRating, 5 stars1 month ago
The perfect house and location. We were visiting with 4 adults, a toddler, an infant, and two small dogs. The house came with everything you could possibly need to handle children. I was expecting the high chair and pack play but came to find so much more. The sound machine and bumper system for the bed were a great addition. Baby gate for the second floor. Toys. They even had extra stuff for the dogs including treats. The house itself was very clean and comfy. The yard was amazing. If it were warmer weather we would've taken advantage of the water. I cannot praise the house and host enough. If we come back in the warmer months this will be the first place we look to book.
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
5 out of 5 average rating, 16 reviews

Beach Cottage | Steps to Water | Firepit

JuanRating, 5 stars1 week ago
We loved staying at Ann’s place. Exactly like the photos, very close to Sag Harbor and the beach. The cottage has everything you would ever need! We would love to stay again in the future.
Guest favorite
Home in Mattituck
5 out of 5 average rating, 17 reviews

Waterfront with private dock & bocce court

AlisonRating, 5 stars5 months ago
We thoroughly enjoyed our stay and would definitely book again ! Close to the many wineries and cute towns, and peaceful and comfortable to come back and relax at. We enjoyed the fire pit , the view from the dock of the changing tree colors and the flow of the kitchen. ❤️
Guest favorite
A wooden walkway leads down to a calm beach, with gentle waves lapping at the shore. The water reflects a clear sky and distant land. A floating object is seen in the water, enhancing the serene coastal scene.
Home in Jamesport
4.92 out of 5 average rating, 12 reviews

Private Beach access along the Wine Trail

RaeganRating, 5 stars1 month ago
I would highly recommend Melissa's place in Jamesport. It was a great location with room to enjoy with some family members including children. It was perfect with some toys and a big outdoor area (and a private beach!) for us all to spend some time together while visiting family in the area. Melissa was accommodating and clear in her directions and gave us a warm welcome with a greeting basket, information about the area and coffee! The location is lovely and everything about the house was fun and comfortable. Thanks!
Guest favorite
Two blue kayaks rest on a lush green lawn, ready for use. In the background, a wooden deck and stairway lead to a house, while an orange inflatable kayak is positioned on a raised platform. Tall grasses surround the area, creating a serene outdoor space.
Home in Mastic Beach
5 out of 5 average rating, 43 reviews

Waterfront home with amazing views

GRating, 5 stars4 months ago
Frank went out of his way to resolve an unpredictable issue caused by harsh weather, including driving hours in the middle of the night to assist. The house is beautiful and the place very peaceful.
Guest favorite
A charming beachside home is showcased, featuring a wrap-around porch with seating. The sandy beachfront extends along the water's edge, and a clear blue sky overhead enhances the coastal atmosphere. Nearby houses are visible, offering a sense of community along the shore.
Home in Milford
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars4 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Superhost
A charming single-story house is set on a grassy lot surrounded by trees and shrubs. The exterior features light yellow siding and a blue door. A wooden deck with an umbrella offers a shaded outdoor space, inviting relaxation in a serene setting.
Home in Shelter Island
4.73 out of 5 average rating, 40 reviews

All Seasons Rental

ChristianRating, 5 stars1 week ago
The house was as advertised and well appointed and comfortable. I would stay again. Our family had a very nice memorable long weekend.

Cottage rentals with a kayak

Guest favorite
Cottage in Laurel
5 out of 5 average rating, 13 reviews

Lovely North Fork Beach Cottage (2 BR/2 bath)!

ChristinaRating, 5 stars2 weeks ago
Had a great weekend at the cottage! Meredith was so great letting us check in early and was super helpful and responsive. The cottage is gorgeous and has everything you need. Loved it! Thank you!
Top guest favorite
A well-maintained outdoor area features two blue lounge chairs facing a sandy beach. Pathways of stepping stones lead towards the water, framed by green grass and beach access. A gazebo is positioned nearby, complementing the serene coastal view.
Cottage in Patchogue
4.97 out of 5 average rating, 33 reviews

Cottage on the Beach Toes in the sand

DrakeRating, 5 stars1 week ago
Lynn was a great host. She was always very responsive and provided proactive and clear instructions. She provided us a gift basket with a personalized note for our family. The place is exactly as described. The weather was rainy on some days, but she also had games available, which was great.
Guest favorite
A sandy beach stretches along the shoreline, meeting calm blue waters under a clear sky. A wooden staircase leads down to the beach, surrounded by sparse vegetation and rocky areas. Soft clouds drift above, contributing to a serene coastal scene.
Cottage in Calverton
4.89 out of 5 average rating, 28 reviews

Pumpkins & Sunflowers! Cozy Cottage in the Fall!

DanRating, 5 stars8 months ago
Had a nice stay here with a group of people attending a wedding a short drive away.
Superhost
The living room features high ceilings with wooden beams, accented by decorative hanging lamps. A comfortable couch with colorful cushions faces a TV and entertainment unit. A wooden coffee table is centrally placed, surrounded by additional seating. Artwork adorns the walls, contributing to a relaxed atmosphere.
Cottage in Ocean Bay Park
4.5 out of 5 average rating, 12 reviews

Ocean Bay Park Family Vacation fun

AnaisRating, 5 stars35 months ago
We had a wonderful stay at this property. It is a perfect location on Fire Island and a classic island house with lots of character, fun decor and all the supplies we needed for a great week with the family. As a host, Tim is flexible, friendly and thoughtful. If you are traveling with small children, it is totally unnecessary to bring any toys or books, as there is a great selection at the house and Tim made the extra effort to drop of extra ones he thought we would enjoy. I hope to stay here again!
Guest favorite
The view from the front of a blue kayak showcases calm water reflecting a vast sky filled with gray clouds. Marsh grasses line the shoreline, with a few distant birds visible. The scene conveys a sense of tranquility in a natural setting.
Cottage in Milford
5 out of 5 average rating, 8 reviews

Salty Kisses Cottage Relax

KristinRating, 5 stars8 months ago
Our stay was perfect! The home was so clean and Denise even left us a baby gate for our 1 year old. Denise was very responsive and provided great recommendations of places to eat and things to do. There is a private beach across the street but we walked about .25 miles down the street to the Silver Sands State Park beach so that our 1 year old could play in more shallow water before high tide. We would highly recommend and will be back!
Guest favorite
The image features a serene waterfront scene, highlighting a private dock that extends over the calm water. A cozy seating area is visible on the deck, surrounded by lush greenery. In the background, a spacious cottage is framed by tall trees, providing a peaceful retreat.
Cottage in Cutchogue
4.98 out of 5 average rating, 44 reviews

Stunning waterfront modern farmhouse with dock.

PatriciaRating, 5 stars4 weeks ago
Returning guest, we had a wonderful weekend at Michelle's idyllic home. Plenty of space for our two families and 3 kids. The kids love having their own space in the "she shed" while the adults enjoy the lakeside views from both the yard and inside the spacious living area. The house is always immaculately clean. Beds and other furnishings are comfortable, and the house is an easy drive to everything the North Fork has to offer. We look forward to returning (again!) soon.
Guest favorite
An outdoor pool area is surrounded by well-maintained greenery and a spacious stone deck. Lounge chairs are positioned around the pool, inviting relaxation. A pergola is visible in the background, providing a shaded space near the cottage.
Cottage in East Patchogue
4.89 out of 5 average rating, 57 reviews

Bellport Beach Estates Private Cottage with Pool

NicoleRating, 5 stars10 months ago
The house was so peaceful and quiet. The deer were just walking around and calming to watch! The backyard is better than the pictures and would stay there again! My only issue was with the lack of privacy in the house. The doors are similar to shutters to allow airflow, but you could here everyone in all the rooms. Not a huge deal unless you have loud kids!
A charming red cottage is framed by lush greenery, set back from a driveway leading to the entrance. A small white bench is visible on the left side of the well-maintained lawn, with flowering plants adding a touch of color in front of the house.
Cottage in Cutchogue
4.69 out of 5 average rating, 195 reviews

Lovely 2 BR Beach House No. Shore

KateRating, 5 stars6 months ago
Great spot for a long weekend! Wonderful location close to the beach and local wineries. Richard was a great host offering lots of recommendations and clear instructions for check in and using available amenities.

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