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Vacation rentals with a kayak in Northwest Harbor

Find and book unique kayak rentals on Airbnb

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Popular amenities for Northwest Harbor kayak rentals

House rentals with a kayak

Guest favorite
Home in Amagansett
4.93 out of 5 average rating, 14 reviews

Amagansett, Waterfront retreat

DanielleRating, 5 stars9 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
Home in North Fork
4.87 out of 5 average rating, 23 reviews

The Sandy Shack - Coastal Escape

ElizabethRating, 5 stars2 months ago
As a native long islander I enjoy finding great properties I can bring my family to to take advantage of all long island has to offer. This was the DREAMIEST beach bungalow!! The bedroom with the two beds was just my favorite room especially since we visited off season. You cannot beat this location. I can't wait to book again during high season! Thanks for sharing your home with us !!
Top guest favorite
Home in Old Lyme
5 out of 5 average rating, 22 reviews

Sky of Blue, Sea of Green

KaylaRating, 5 stars1 week ago
This house had so many amenities and was exactly as described! We enjoyed having access to grills, a hot tub, game room, and all of the household/beach necessities! The house and game decor were super cute and the adults loved the competitive scrabble game on the wall. There was a small ant problem in the kitchen (which the owner was aware of) that was there despite attempts to keep the dishes and garbage can clean, but that was our only minor complaint. Overall, loved the place and would consider staying here again!
Guest favorite
Home in Southampton
4.97 out of 5 average rating, 63 reviews

Renovated Southampton Shores pool, tennis, beach

KaranRating, 5 stars3 weeks ago
Lovely place for a long weekend with family! The house was pristine, up to date, charming, and all the linens were fresh and clean. It was very well stocked with kitchen essentials and books and toys for kids. Location also prime with a private beach a 10 min walk away. The only minor issue we had was an issue with the pool heating (it being the 1st pool weekend of the year) but this was sorted out promptly. Would happily stay there again!
Guest favorite
Home in East Haven
4.95 out of 5 average rating, 40 reviews

Direct Beachfront Modern Cottage on Private Beach

MacKenzieRating, 5 stars3 weeks ago
We had a great stay at the Airbnb. One thing I haven’t seen mentioned in the reviews or descriptions is that this beach had tons of sea glass! In our short stay we found over 100 pieces and my 4 year old was absolutely delighted scouring the beach for it. There are also tide pools less than a five minute walk from the house. These two things made the stay quite magical for my kids. Otherwise the location is great and the house was very clean. I appreciated the bed on the first level having a trundle as well as a door at the top of the stairs for safety. The house is minimally decorated which is honestly a plus when you don’t have to worry about your kid breaking nicknacks on coffee tables. A few nice throw blankets and nicer glassware would have added to the stay though. Overall we were very happy with this property.
Guest favorite
Home in Westhampton Beach
4.96 out of 5 average rating, 23 reviews

Magnificent Bayfront Retreat

ErinRating, 5 stars1 month ago
Ashley’s house is the perfect get away. I booked this house for my family to stay for my wedding weekend. My mom had never stayed in an Airbnb before and I’ve never seen her so happy and relaxed. She truly enjoyed her first Airbnb experience at Ashley’s place. It was exactly as described and the view is beautiful. Ashley was very responsive and made sure to answer any questions I had.
Top guest favorite
Home in Madison
5 out of 5 average rating, 37 reviews

Waterfront Beach House with pool

Andrew & HeatherRating, 5 stars1 week ago
Meaghan was a wonderful host who was very prompt, kind, and respectful of privacy. The house itself was stylish, comfortable, and modern while being kid friendly which is a tough thing to achieve in any home let alone an Airbnb. The view from the house was an absolute highlight! We had a great time!
Guest favorite
Home in Montauk
4.88 out of 5 average rating, 146 reviews

Waterfront House on Fort Pond, MTK

MeganRating, 5 stars8 months ago
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

Guest favorite
Cottage in North Fork
5 out of 5 average rating, 17 reviews

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

BurcuRating, 5 stars1 day ago
We very much enjoyed staying in Meredith’s place. The cottage is surrounded by trees so it feels secluded and peaceful. The cottage is elegantly decorated; there were so many nice books around which we enjoyed checking out. Meredith was so nice and responsive. We will definitely go back.
Top guest favorite
Cottage in Shelter Island
4.97 out of 5 average rating, 108 reviews

Shelter Island Waterfront Getaway

CindyRating, 5 stars6 months ago
Great stay, Maureen is very communicative and super helpful. Beautiful views
Top guest favorite
Cottage in Groton
4.96 out of 5 average rating, 318 reviews

Charming Historic Schoolhouse on Mystic River

KarenRating, 5 stars6 days ago
We had such a fantastic stay at this special home right on the river in lovely Mystic! It came stocked with everything we needed for a fun couple’s getaway. Gerard was so friendly and accommodating - we felt right at home. Can’t wait to return!
Top guest favorite
Cottage in East Lyme
4.99 out of 5 average rating, 72 reviews

Little Gem Waterfront beach home/ cottage

DeidreRating, 5 stars1 month ago
This place has so much charm! Clean. Comfy beds and linens. Well stocked kitchen. Everything you nee to feel right at home. Very safe neighborhood.
Top guest favorite
Cottage in Guilford
4.99 out of 5 average rating, 103 reviews

Waterfront Joshua Cove Cottage with private beach.

KitRating, 5 stars6 days ago
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.
Guest favorite
Cottage in North Fork
4.98 out of 5 average rating, 48 reviews

Stunning waterfront modern farmhouse with dock.

ChristineRating, 5 stars2 weeks ago
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.
Guest favorite
Cottage in Guilford
4.86 out of 5 average rating, 42 reviews

Your own Thimble Islands private cottage!

GailRating, 5 stars1 month ago
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!
Top guest favorite
Cottage in North Fork
5 out of 5 average rating, 26 reviews

The Bay Breeze

MaddieRating, 5 stars1 week ago
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 Northwest Harbor

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$52,246 GYD before taxes and fees

  • Total number of reviews

    400 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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