
Vacation rentals with a kayak in Hampton Bays
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Top-rated kayak rentals in Hampton Bays
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Popular amenities for Hampton Bays kayak rentals
House rentals with a kayak

Tranquility at the Water’s Edge
A beautiful, relaxing and peaceful setting and a quick and easy trip to town. Great views and house was perfect with tons of amenities and perfect to bring our dog. Host was fantastic and so responsive. An amazing stay!

Boulder Lake House Retreat
Great stay! Although it was a rainy weekend, we had a great weekend!! There were close restaurants and coffee shops and the house itself was perfect. Great aesthetic to the home, very cozy and relaxing.

Gateway to the Hamptons in Mastic Beach
Really liked this house - quiet and secluded with the family. Good amenities, lovely back yard, and peaceful surroundings. About 20 mins to the beach by the time you park and walk across. A 10-15 min walk to a little dock with a playground for young kids. Thanks for the stay!

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub
This is one of the most soulful places to stay on Long Island, Greenport, our second visit. A true family gem with laidback vibes and stylish features.

Waterfront home with amazing views
Relaxed stay with a great host in beautiful surroundings

Private, spacious & lovely Sag Harbor retreat
Great location, just a 10 min drive to many delicious restaurants and shops and the host is wonderful! She’s extremely responsive and has stopped to bring many things we’ve asked for from blender to garbage bags throughout our one night stay.

Stunning sunset charming waterfront home 4 seasons
Absolutely stunning! This house has an amazing view from gigantic glass doors in the main room. Details in the house are well thought out and of great quality, including a high end coffee maker and other appliances. The place has lots of premium touches that make this experience a cut above the rest. Steven is an amazing, friendly, and communicative host. Incredible experience all around, I would definitely book here again.

Waterfront House on Fort Pond, MTK
Noah was amazingly helpful for a long weekend we took with our two kids. He had a full size folding crib which made sleeping our 3 year old, easy. He keeps a beautiful, well-stocked home, which made it so convenient to cook some meals at home. The location is amazing, only a short drive to town and a priceless view of Fort Pond only steps away. Would love to stay here again.
Cottage rentals with a kayak

Lovely North Fork Beach Cottage (2 BR/2 bath)!
The place was exactly as described! Meredith was very accommodating and quick to respond. She was even able to let us check in a little early. The home is beautiful and cozy.

Shelter Island Waterfront Getaway
Great stay, Maureen is very communicative and super helpful. Beautiful views

Pumpkins & Sunflowers! Cozy Cottage in the Fall!
Had a nice stay here with a group of people attending a wedding a short drive away.

Waterfront Joshua Cove Cottage with private beach.
A truly lovely spot! Quiet, relaxing and comfortable. We enjoyed the view of the water, reading on the patio in the lounge chairs and sitting on the bench overlooking the beach. We would love to come back again.

Stunning waterfront modern farmhouse with dock.
This beautiful piece of heaven was better than we could have imagined. As beautiful as the pic are, they don't do justice to the serenity of this property. Our group already decided to come back again. Michelle was lovely and thoughtful. The house was stocked with all the essentials and more. The coziness was unbeatable. We had the best weekend with the best friends.

Charming Fairfield Beach 3BR Cottage By The Sea
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.

Your own Thimble Islands private cottage!
We had a fabulous weekend at this lovely cottage. Located on a remote peninsula surrounded by the glistening water we couldn’t have asked for a nicer experience. The amenities were both convenient and thoughtful. Although we chose to dine out, the kitchen was very modern with upscale appliances and an espresso machine. We did bbq on our last night and had a great end to our 4 night stay!

The Bay Breeze
Wonderful bay side cottage! Stayed here for a long weekend with my husband and in laws. It’s a great location!! Water views, walkable cute neighborhood, and 20 mins from some of the bigger towns (Jamesport & Greenport) Place was clean and a fully stocked kitchen made it easy to stay in and grill out.
Quick stats about vacation rentals with a kayak in Hampton Bays
Total rentals
50 properties
Nightly prices starting at
G$14,645 GYD before taxes and fees
Total number of reviews
840 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
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- Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Gilgo Beach
- Cooper's Beach, Southampton
- Napeague Beach
- Robert Moses State Park
- Shinnecock Hills Golf Club
- Walnut Public Beach
- Ocean Beach Park
- Dunewood
- Bethpage State Park
- Woodmont Beach
- Amagansett Beach
- Amityville Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Quotonset Beach
- Robert Moses State Park Field 2
- Heckscher State Park
- Sunken Meadow State Park
- Calf Pasture Beach