
Holiday rentals with a kayak in Northwest Harbor
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Top-rated Accommodation with a Kayak in Northwest Harbor
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.
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Holiday House Rentals with a Kayak

Romantic Couples Retreat with Private Sandy Beach
Fantastic cute spot in Old Saybrook. Key things for future guests to know - there is no A/C in the winter months so the air can get a bit stale / stuffy in the house. Plus there is no washing machine / dryer in the house, so defo bring enough clothes!

The Sandy Shack - Coastal Escape
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 !!

Sky of Blue, Sea of Green
This was such a cozy and inviting space. I was so impressed by the little touches literally everywhere I looked. It made it feel so much like a home and instantly made us feel comfortable. I cannot say enough about the amenities. We brought a few things from home but we really didn’t need to. This place has everything you could think of then some- especially with regard to outdoor enjoyment and beach equipment. We traveled with 12 year olds and 14 year olds and if you have kids in that age range, you know they aren’t easy to please! I got no complaints about being bored, everyone was happy with their space, and they especially loved being able to take our dogs. The host was wonderful and offered suggestions or help when we needed it. We would absolutely go back.

Bright Hamptons Getaway ☀️ Pool▪︎ Beach▪︎FamilyFun
we had a quiet girls getaway to celebrate my sister getting married-upon arrival we checked out the entirety of the home…to which we were pleasantly surprised every corner we turned! exquisite home with comfortable, aesthetically pleasing furnishing and so much gorgeous natural light. the outdoor shower was a huge BONUS! heated pool had us outside moving our bodies more than we’d imagined and was such a fun way to spend time together. the living room is so cozy and a great space to have a game-night-in! i could go on and on about each detail but you should simply stay here and enjoy for yourself all this property has to offer!

Magnificent Bayfront Retreat
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.

Beach House on the Bay
We loved this beautiful house. The views and sunsets were spectacular! The only issue we had was that we never received the entry code and when we got to the house, I had trouble getting in touch with Jim because I had no internet service. I was able to call my husband who was able to get me Jim’s number. He helped us immediately and we were able to access the home. I would highly recommend this home and would absolutely stay here again.

Waterfront Beach House with pool
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!

Great Hammock Getaway | Beaches, Views & Hot Tub
This was our second stay at this lovely home. It was the perfect place to spend a week celebrating our 51st anniversary! The house itself is beautifully decorated, impeccably clean, and offers everything we could need for cooking, comfort, and leisure. We especially enjoyed the gas fireplace and the hot tub! We made good use of the local beach pass that was furnished for us. The two very close by beaches were well-maintained and very enjoyable. We would highly recommend this location and plan to make this our go to Airbnb when we are in this area. Irina is the perfect host! She is extremely responsive and reliable.
Cottages with a kayak

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

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.
Simply wonderful spot! We will try to come back! The personal touches were great. Shampoo and conditioner! Make up wipes! Plenty of toilet paper and so on. Traveling guests really appreciate those small things. Thank you!

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.

Guest House at the Marina
We absolutely loved our stay in Clinton! The apartment was beautiful and clean with an amazing view. We tried lots of local hot spots and had a great swim at nearby Hammonasset. Communication and instructions were excellent. We look forward to returning!

Cozy Cottage with Water Views Steps to the Sand
We had a great stay! The kitchen was nicely stocked and the house was clean. Plenty of outdoor space and beds made it comfortable even for a large group!

Cozy Waterfront Retreat
Meghan's place is exactly as posted it is absolutely beautiful, cozy, comfortable and did I say beautiful? one of my favorite things to do was sit in front of the big windows and read. You have everything you can think of close, at least 4 to 6 minutes away. There are restaurants, super market and pharmacies. But if you are like me and also like to cook sometimes on vacation the kitchen was equipped with everything you need. Highly, highly recommend.
Quick stats about holiday rentals with a kayak in Northwest Harbor
Total rentals
20 properties
Nightly prices starting at
$413 NZD 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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- Beach
- Charlestown Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- TPC River Highlands
- Shinnecock Hills Golf Club
- Point Judith Country Club
- Ocean Beach Park
- Walnut Public Beach
- Woodmont Beach
- Amagansett Beach
- Groton Long Point Main Beach
- Silver Sands Beach
- Blue Shutters Beach
- Groton Long Point South Beach
- Quotonset Beach
- Outer Beach at Smith Point County Park
- Ninigret Beach
- Cedar Beach
- South Jamesport Beach
- Brownstone Adventure Sports Park