Vacation rentals with a kayak in Fire Island

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Popular amenities for Fire Island kayak rentals

House rentals with a kayak

Guest favorite
A spacious front porch is furnished with two wicker chairs and an ottoman, all featuring blue cushions. A ceiling fan is mounted overhead, contributing to the airy feel. Greenery is visible beyond the white railing, enhancing a connection with the outdoors.
Home in Port Jefferson
4.94 out of 5 average rating, 129 reviews

Harborfront Star

MichaelRating, 5 stars1 week ago
Charming home very well maintained and super clean! This was the perfect location to experience all the local charm of Port Jeff! The house had everything we needed - my family felt right at home the second we walked through the doors. Jennifer was proactive with clear instructions - we would 1000% stay again.
Guest favorite
An aerial view provides insight into the waterfront cottage's layout, showcasing the grassy yard surrounding the home. A patio area with seating is visible, alongside a garden shed and trees offering shade. The peaceful lake borders the property, enhancing the serene environment.
Home in North Fork
4.94 out of 5 average rating, 31 reviews

Waterfront NoFo Cottage w/ public beach access

RobertRating, 5 stars4 months ago
Andrew and Kenneth were excellent hosts. Some of the most professional, responsive and attentive I have experienced. The home is cozy, and the space is really well used and appointed. Some of the appliances are a bit quirky -- like the washer/dryer, which isn't very effective; and the stove/oven which the hosts are aware needs some repairs. The location is lovely. Be prepared to listen to the ducks on the lake. They can be loud even during the night. The outdoor shower was the icing on the cake for me. I nearly stayed longer, except I had another opportunity overseas.
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
An orange two-person kayak is resting on a sandy area near Napeague Harbor. A white stand-up paddleboard lies nearby. The calm water reflects the clear blue sky, bordered by green grass, creating a serene waterfront scene.
Home in Amagansett
4.93 out of 5 average rating, 14 reviews

Amagansett, Waterfront retreat

DanielleRating, 5 stars8 months ago
My family had a wonderful time at Robert’s home. The house was clean and cozy and the view of the water was peaceful. He was super communicative and friendly and check in/out was a breeze. The house is in a great area and super close to East Hampton, Amagansett, and Montauk. Highly recommend!
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
Home in East Lyme
4.97 out of 5 average rating, 59 reviews

Waterfront 4-bed/4 bath Oasis in Giants Neck Beach

KennethRating, 5 stars7 months ago
Amazing house with amazing views from both decks of beautiful estuary & wonderful wildlife. Estuary is connected to ocean and we enjoyed using owners’ boats to paddle out and explore! 5 Stars!
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!

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, 156 reviews

Private Lake House 1 Hour to NYC & Near Westpoint

AngeliqueRating, 5 stars1 week ago
Stayed here with some friends for my birthday and it was wonderful. Ben is very friendly, responsive and made sure to take care of us. The views of the backyard were beautiful and peaceful. We also had lots of privacy. Will definitely be booking again in the future!
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!
Top guest favorite
A traditional New England house is set in the central village of the island, surrounded by lush green lawn. Tall trees provide shade, and the late afternoon sun creates elongated shadows across the grass, highlighting the inviting outdoor space.
Cottage in Shelter Island
4.96 out of 5 average rating, 105 reviews

3 Bedroom Cottage Gem

Lisagitelson@Gmail.ComRating, 5 stars6 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
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
A serene lakefront view is presented, showcasing calm waters reflecting the sky. The large wooden dock extends towards the lake, surrounded by greenery. A pair of white Adirondack chairs sits atop the deck, inviting relaxation by the water's edge.
Cottage in Putnam Valley
4.93 out of 5 average rating, 54 reviews

Charming Lake House 1 hour from NYC

MattRating, 5 stars6 months ago
Chris’ place was immaculately decorated and felt peaceful! Beautiful spot right on the pristine lake, foliage being in peak season definitely made things even better. Close to fun fall towns like Sleepy Hollow and Cold Spring, but honestly could just spend every minute relaxing at the well-stocked home. You can tell Chris and his family take pride in their home and are happy to share it to price the best experience for their guests. Chris was quick to respond if needed and went out of his way to make a trip quickly to ensure we were properly taken care of at the home. 10/10 - would 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 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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