
Vacation rentals with a kayak in Northwest Harbor
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Top-rated kayak rentals in Northwest Harbor
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Northwest Harbor kayak rentals
House rentals with a kayak

The Hilltop Harborview
Very quiet and peaceful.

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!

Sky of Blue, Sea of Green
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!

Niantic Cove Waterfront Escape: Relax & Unwind
Great little house. Very well stocked and very clean. High quality all around! Little beach area is very rocky so not for lounging but a great launch point for small boats. Water in the area is very calm. Neighborhood is very quiet and cute with lots of amenities.

Coastal Cottage on the Water
Loved our girls’ getaway on the North Fork! Mae’s house is the perfect spot with a quick walk to the beach and gorgeous views right from her backyard - even close drives to beautiful Southold, Mattituck, and Greenport. I will absolutely stay again!

All Seasons Rental
We have stayed at Terence’s place multiple times now. The place is clean and comfortable and easy to access all of the various attractions of Shelter Island and beyond. Our kids love visiting Shelter Island and Terence’s place is a great base for doing that.

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.

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.

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

Little Gem Waterfront beach home/ cottage
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.

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.

Cheerful 3 Bedroom Cottage with Fire Place
We had a great stay at Jonathan's cottage. The location could not be beat - right on the beach. Jonathan was very easy to communicate with and quick to respond. There were a couple of minor hiccups that occurred but Jonathan was quick and responsive. Overall, a beautiful home in a great location.

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.

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!
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!
Quick stats about vacation rentals with a kayak in Northwest Harbor
Total rentals
20 properties
Nightly prices starting at
G$52,304 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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- Beach
- Charlestown Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Point Judith Country Club
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Silver Sands Beach
- Quotonset Beach
- Ninigret Beach
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach
- Wildemere Beach
- Cedar Beach
- South Jamesport Beach
- Groton Long Point Main Beach