Vacation rentals with a kayak in The Hamptons
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Top-rated kayak rentals in The Hamptons
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for The Hamptons kayak rentals
House rentals with a kayak
Superhost
Home in Fire island.
4.84 out of 5 average rating, 67 reviews45 Broadway Fair Harbor.
Robert,HRating, 5 stars1 month ago
The house is great. Plenty of room. Close to beach and bay. The market is a short 1 minute walk. The beach is a 2 minute walk. Chairs, umbrellas and beach cart are waiting for use. Great place. Greg and Sandra were very responsive. Looking forward to next year.
Guest favorite
Home in Milford
5 out of 5 average rating, 75 reviewsDirect Oceanfront Home
KimberlyRating, 5 stars3 weeks ago
Matthew was a great host! He had plenty of recommendations and reached out repeatedly to make sure we did not have any questions. He made our stay absolutely perfect!
Guest favorite
Home in Milford
4.91 out of 5 average rating, 56 reviewsCute 2 bed 1 bath beach house
MindyRating, 5 stars2 months ago
The beach house was a great place to be with our family. My boys loved going across the street to the beach. It was walkable to so many places, and short drive. Cozy space and awesome porch deck. Highly recommend staying here.
Guest favorite
Home in East Hampton
4.94 out of 5 average rating, 35 reviewsSunny and Secluded Modernist Gem with Heated Pool
CharlotteRating, 5 stars4 days ago
My husband & I had a wonderful stay at Meredith & Brad’s place. The home itself is stunning, immaculately cleaned, homely, comforting, yet stylish and intriguing. The outdoor space is a fantastic bonus, we had dinner on the deck every night and watched deer, stag and wild turkeys roam by while the trees sway in the wind. The master bed is by far the best I’ve ever stayed in, super comfy and soft sheets. The location is great, not far from East Hampton which has tons of great amenities. Overall, we were extremely pleased with our choice in stay and we would 100% stay here again, we would recommend it to anyone. Meredith was very helpful, quick to respond and even let us check out late. Thank you so much!
Guest favorite
Home in Milford
4.98 out of 5 average rating, 41 reviewsBeachfront paradise- come, stay, relax!
RebeccaRating, 5 stars1 month ago
How lovely to wake up to the waves lapping on the beach! It’s such a lovely neighborhood and a nature-lovers dream. The house worked well dor 2 adults and a toddler
Guest favorite
Home in East Marion
4.95 out of 5 average rating, 42 reviewsThe Captain's Crib
AnnieRating, 5 stars1 month ago
Clean, spacious, and was a great spot for our larger size group. Decorated very nicely with some very unique art pieces that made a great conversation topic among the guests.
Superhost
Home in Hampton Bays
4.81 out of 5 average rating, 86 reviewsStunning Hamptons Waterfront Escape w/ Sunset View
JoanneRating, 5 stars2 weeks ago
We enjoyed our stay and would highly recommend this location - the home is beautiful with ample space for our entire family! We found everything we needed for a comfortable stay. Tony was very responsive to any questions. Only wish we were staying longer ! Would love to book again the next time we come to the Hamptons! 10/10!
Guest favorite
Home in Mount Sinai
4.96 out of 5 average rating, 56 reviewsOcean House
MoiraRating, 5 stars1 month ago
Beautiful home and location. Outstanding hosts who proactively provided everything we needed for a very relaxing stay. Thank you!
Cottage rentals with a kayak
Guest favorite
Cottage in Laurel
5 out of 5 average rating, 11 reviewsLovely North Fork Beach Cottage (2 BR/2 bath)!
KaitlynnRating, 5 stars2 weeks ago
The Cottage was a perfect blend of rustic and modern, thoughtfully appointed and had everything we could think of. Our big plus was the trust and no hassle from the hosts to include our beloved big dog. My husband and I came out to the North Fork for our October babymoon. The Cottage town area is very serene during the fall season, with most activity around the pumpkin farms. Our favorite things to do—take the dog down to the bulkhead in the mornings, spend the afternoons on a nature walk/winery nearby and nights at a local restaurant. Cons but not dealbreakers: Spotty internet often went in/out. Persistent fruit flies all throughout house, traps didn’t help. The listing advises of the Main House rental, we found it not very private to the closeby Cottage. With big glass doors and sheer curtains, you’re in plain view to the House at night. It felt too intimate for our preference to share the small beach with strangers 15 ft away, esp with their kids and our dog.
Guest favorite
Cottage in Calverton
4.89 out of 5 average rating, 28 reviewsPumpkins & Sunflowers! Cozy Cottage in the Fall!
DanRating, 5 stars2 months ago
Had a nice stay here with a group of people attending a wedding a short drive away.
Guest favorite
Cottage in Milford
5 out of 5 average rating, 8 reviewsSalty Kisses Cottage Relax
KristinRating, 5 stars2 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!
Superhost
Cottage in East Hampton
5 out of 5 average rating, 6 reviewsCharming Cottage in East Hampton
AnaRating, 5 stars3 months ago
Lovely cottage, bucolic setting. The property is fully fenced on all 4 sides which is great because it keeps out the deer, and helpful since we travel with our child. We had everything we needed for a relaxing weekend, including beach chairs and an umbrella. The outdoor shower was a hit with my little one, and came in handy when washing off sand after a day at the beach. Laurie was a great host, friendly and responsive!
Cottage in Southampton
4.91 out of 5 average rating, 79 reviewsWaterfront Beach Home with Fab Gardens, AC, Kayaks
MatthewRating, 5 stars1 month ago
Carey's home is wonderfully located on the bay near Southampton. Coming from the city, its extremely quiet and peaceful. It had everything we needed and Carey checked in often to ensure we were comfortable. The views in the morning/evening of the bay are wonderful and the backyard has plenty of room to enjoy the outdoors. I would definitely stay again and thanks to Carey for being so accommodating!
Superhost
Cottage in Milford
4.84 out of 5 average rating, 75 reviewsCheerful 3 Bedroom Cottage with Fire Place
LasyaRating, 5 stars2 weeks ago
Amazing place with amazing views, the location just cant be beat. And the place is stocked with all the comforts you need to make you feel at home. Thank you Jonathan for quick replies when we had questions and concerns. We love this place, peaceful and calm neighborhood and hope to return at sometime.
Guest favorite
Cottage in East Patchogue
4.89 out of 5 average rating, 57 reviewsBellport Beach Estates Private Cottage with Pool
NicoleRating, 5 stars4 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!
Guest favorite
Cottage in Cutchogue
5 out of 5 average rating, 24 reviewsThe Bay Breeze
AmandaRating, 5 stars1 month 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.
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