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Vacation rentals with a kayak in Fire Island

Find and book unique kayak rentals on Airbnb

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Popular amenities for Fire Island kayak rentals

House rentals with a kayak

Guest favorite
A charming house exterior is shown, featuring a spacious deck with an umbrella for shade. Kayaks are stored on a trailer beside the house, and a well-maintained lawn surrounds the property. Light filters through the trees against a clear blue sky.
Home in Branford
5 out of 5 average rating, 51 reviews

Beach House in Private Community on LI Sound

DanRating, 5 stars5 months ago
Bill’s place provided a wonderful location for our family of seven to spend our Thanksgiving holiday. The house was clean, uncluttered, and comfortable in every way. The kitchen had everything we could hope to find for meal preparation. The two sitting rooms provided delightful spots for reading, conversation or catching up on the television news. The upstairs bathroom was especially room and well-appointed. While it was winter when we visited, we could tell that this house would be a truly marvelous spot during the summer months as it had a great back deck and was truly only a hundred yards or so from a beach on the Long Island Sound. While it may not be the first choice of those who are on a tight budget, we recommend this home highly.
Guest favorite
Home in North Fork
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
The beachfront home features a wrap-around balcony and large windows that provide views of the shore. The exterior is surrounded by a stone wall and sandy beach, with a staircase leading down to the water from the deck.
Home in North Fork
5 out of 5 average rating, 10 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

KristinaRating, 5 stars1 week ago
Had a wonderful time over Easter with my family and dog. The view was exquisite and the house very comfortable. Eileen was very responsive and even had hair dryers sent over. The house was very well equipped with lots of kitchen staple goods. Just be aware there is no microwave, but there is a very nice Breville toaster oven. Also, there is a large table outside for a group, but only a small table and counter seating in kitchen inside. We didn't have any issue since the weather was perfect for us to enjoy our Easter dinner outside. Overall, a beautiful home and only minutes from Greenport and wineries.
Top guest favorite
The exterior of a charming two-story house is presented, featuring light siding and dark shutters. Window boxes adorned with blue flowers are visible. A small porch with a door leads into the home, accompanied by a stone pathway and neatly landscaped shrubs.
Home in Old Saybrook
4.97 out of 5 average rating, 121 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

SueRating, 5 stars1 week ago
Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.
Top guest favorite
A waterfront home is seen with a spacious deck overlooking the calm water. Lush trees frame the property, and a boat is docked nearby. The house features large windows and multiple outdoor seating areas, blending into the natural surroundings.
Home in Southampton
4.98 out of 5 average rating, 97 reviews

Breezy Waterfront Home With private Dock

MarinRating, 5 stars8 months ago
Petra’s house is in the most beautiful spot on a small lake and a stones throw from the beach. This was our second year there and we hope to be back. The house is stocked with everything you need to feel comfortable including great bath products, kitchen, equipment, and toys and books. I never felt uncomfortable in her house. This was a wonderful family week in heaven.
Guest favorite
Home in Southampton
4.96 out of 5 average rating, 169 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

ChristiRating, 5 stars4 days ago
We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.
Superhost
A sandy area is visible through an open space framed by wooden beams. The calm water of Long Island Sound extends into the distance, with a flag gently waving in the breeze. Rocks and a grassy patch are also seen nearby.
Home in Madison
4.89 out of 5 average rating, 44 reviews

Coastal getaway with water views in every room

KathyRating, 5 stars8 months ago
Meaghan’s place was everything we needed and more! Loved the views, the waves, the sea breeze, the bird observing, the walks to Grass Island, the together time with family in a quiet, secure & well appointed setting. Meaghan equipped us with everything! She was very responsive to answer questions. This is one of those treasured memories. Can’t wait until we get back again to this special location! Thank you!
Guest favorite
An aerial view captures the wide sandy beach adjacent to the tranquil water. Nearby, multiple structures with various rooftops are visible, along with green salt marshes. Recreational activities are evident with kayaks and beach chairs scattered along the shore.
Home in East Haven
4.94 out of 5 average rating, 52 reviews

Spectacular Waterfront Home on Private Sandy Beach

NicoleRating, 5 stars8 months ago
My 4 year old son and I had a wonderful stay! The house is comfortable, clean and has a well equipped kitchen for cooking. We enjoyed going to the private beach where beach chairs, life vests, toys, an umbrella, etc. are provided. There is an outdoor shower conveniently located under the house, along with a swing that my son had so much fun with. The neighborhood was quiet, seemed safe and the neighbors were friendly. Heather was welcoming and very responsive. Thank you!

Cottage rentals with a kayak

Guest favorite
Cottage in North Fork
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!
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!
Top guest favorite
An aerial view captures the cottage's proximity to the beach, with sandy shores and gentle waves visible. The surrounding area features a blend of trees and homes, enhancing the scenic coastal environment.
Cottage in Guilford
4.94 out of 5 average rating, 263 reviews

The Cottage at Indian Cove

RosalindRating, 5 stars2 days ago
My adult daughters and I thoroughly enjoyed our stay in this peaceful cottage! The cottage was cozy, comfortable, and just the right size for the three of us. The house and kitchen had all the essentials and we enjoyed the treats and complimentary food that Gail provided. We relaxed and strolled down to Indian Cove and Barbra Pine Memorial beaches. Overall, we had a fantastic stay and highly recommend!
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 North Fork
4.98 out of 5 average rating, 44 reviews

Stunning waterfront modern farmhouse with dock.

PatriciaRating, 5 stars1 month 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.
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
4.97 out of 5 average rating, 119 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

BriannaRating, 5 stars8 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.
Top guest favorite
A private deck offers a view of the Indian River, featuring a circular glass-top table surrounded by four black wicker chairs. A red grill is positioned nearby, and the wood-like flooring extends across the outdoor space, with a railing providing safety and privacy.
Cottage in Clinton
4.97 out of 5 average rating, 30 reviews

Cottage at the Marina

CarolRating, 5 stars6 months ago
My stay at Chris and Ann’s listing was the perfect last stop on my stay in CT……beautiful, welcoming accommodations enhanced by the natural, peaceful, setting of the salt marsh and wildlife. It’s absolutely a favorite place the next time I’m visiting CT.
Guest favorite
Aerial view of a tranquil waterfront landscape featuring numerous small islands and rocky shorelines. The serene blue waters reflect sunlight, and a few scattered trees dot the land, enhancing the natural beauty of the coastal environment.
Cottage in Guilford
4.86 out of 5 average rating, 37 reviews

Your own Thimble Islands private cottage!

LilianRating, 5 stars1 week ago
We had an amazing stay with Sean and Jenny. The property is perfect for a peaceful getaway from the stresses of daily life- unique location, impeccable views, spotless and well furnished house, we were able to unplug and enjoy some nice quality time. Sean is a gracious host, offered lots of local recommendations as well as details of the house that were very helpful. Was responsive for questions and easy to communicate with. Hope to be back one day!
Top guest favorite
A wooden dock extends into calm waters, featuring an orange kayak secured alongside. Lush greenery surrounds the area, with a bright sun shining overhead and a charming cottage visible in the background, framed by trees.
Cottage in North Fork
5 out of 5 average rating, 24 reviews

The Bay Breeze

AmandaRating, 5 stars8 months ago
We had a wonderful stay at Daniel’s home in Cutchogue. It was our second stay at one of his properties, and it did not disappoint. The house is just as described, clean and well stocked, and makes for a wonderful landing spot when exploring the North Fork.

Quick stats about vacation rentals with a kayak in Fire Island

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ881 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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