
Vacation rentals with a kayak in Montauk
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Top-rated kayak rentals in Montauk
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House rentals with a kayak

Peaceful Retreat • Waterfront Access + Huge Yard
We try and rent this place every time we come to the area. It is immaculate, well appointed and the hosts are very responsive. The property is also beautiful - with a swing set, giant yard and fire pit and it’s a great set-up for families with dogs and kids. I should mention for non kid and dog people that the level of cleanliness is incredible and the place is beautiful so don’t shy away if you don’t have kids or pets!!

Waterfront with private dock & bocce court
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. ❤️
Wake up to Stunning Views at a Serene Waterfront Haven
Maria's place is gorgeous, just as described. It is located in a tranquil neighborhood and right next to the lake, just 10 to 15-minute drive from the Main St of East Hampton / Sag Harbor. They have an outdoor grill and kayaks on site which is perfect for a group of friends. My friends and I had a blast there and I would recommend it !

Waterfront home with amazing views
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.

Beachfront paradise- come, stay, relax!
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!

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes
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.

All Seasons Rental
The house was as advertised and well appointed and comfortable. I would stay again. Our family had a very nice memorable long weekend.

Year-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens
This house was very good for me and my friends and we would love to go back!
Cottage rentals with a kayak

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

The Cottage at Indian Cove
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!

Waterfront Beach Home with Fab Gardens, AC, Kayaks
We lived our stay at Carey’s place and plan to come back next year. Amazing location if you want to relax and take a few days away from the city. The house is very cozy and comfortable with a great backyard facing the water. Thanks Carey!!

Stunning waterfront modern farmhouse with dock.
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.

Cottage at the Marina
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.

Your own Thimble Islands private cottage!
Everything about this stay was as near too perfect as possible. First Sean was proactive, quickly responded to any questions and his pre-visit communications were comprehensive. The pictures accurately describe the house but in reality, they do not do it justice. There are water views from every window. The place and views are amazing!! It is just what we were looking for, on the ocean, private and peaceful. Short drive to the village with shops and restaurants. Highly recommend for a couple who is looking for an escape, you will not be disappointed

Ret's Coastal Cottage w/Private Association beach
Thank you !! We enjoyed our stay. The home is lovely and the area was so convenient to all ! The airport is 7 minutes away. Def would stay here again. Thanks again

Cozy Cottage with Water Views Steps to the Sand
Christie was an excellent host! Her house was warm and welcoming, with a wonderful outdoor space. It was very clean and well stocked with everything you might need for your stay. The location was great, we loved having a private beach just steps away. All the neighbors we met were so friendly and kind. This property was perfect for our family of four. We highly recommend it, especially if you are looking for a calm, peaceful beach vacation. Wish we could have stayed longer. Would definitely love to stay here again!
Quick stats about vacation rentals with a kayak in Montauk
Total rentals
70 properties
Nightly prices starting at
ﺩ.ﺇ735 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
50 properties have a pool
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- Beach
- Charlestown Beach
- Southampton Beach
- Easton Beach
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Shinnecock Hills Golf Club
- Giants Neck Beach
- Blue Shutters Beach
- Clinton Town Beach
- Amagansett Beach
- Shennecossett Beach
- Attawan Beach
- Long Island Aquarium
- Clinton Beach
- Groton Long Point Main Beach
- The Breakers
- Shoreham Beach
- Barbara Pine Memorial Beach
- Kenneys Road Beach
- Grove Beach