
Holiday rentals with a kayak in Northwest Harbor
Find and book unique kayak rentals on Airbnb
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.

Chic & Spacious Designer Home, Heated Pool/Spa
RowHouse_EH, Ideally located just down the block from East Hampton's best waterfront restaurants, this chic beach house is designed as a year-round getaway. This 3 bedroom & 2.5 bath home combines sunny interiors & dreamy outdoor living spaces with thoughtful amenities & privacy on a 1-acre lot. Heated saltwater pool & spa, designer chef’s kitchen with Viking appliances. Walk to dinner on the water, take the four bikes out for a spin, then relax in a stylishly modern, luxurious setting.

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge
[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

Breezy Waterfront Home With private Dock
This charming waterfront home is the ideal getaway for the active family with the Hamptons' largest natural 'saline pool' (the Peconic Bay) just footsteps away. This home easily sleeps 7 - with 3 bedrooms and 3 separate kids' sleeping cabins. You can jump on our standup paddle board right off our private dock, jog along wide stretches of pebble beach, have a swim race to our floating swim platform or simply relax in the hammock. 2 bathrooms indoors and 1 private outdoor shower,

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub
𓇼Walk to the Beach! ༄Location: quiet oasis by nature preserve, vineyards, breweries, farm stands, restaurants + attractions, 5 min to Greenport Village + Southold 𓇼Firepit, outdoor dining with string lights, grill, beverage cooler ༄Equipped kitchen w/blender, coffee, waffle maker + more! 𓇼Bathrooms w/heated floors + a clawfoot soaking tub (Please note there is only 1 shower) ☼Family Friendly: Board games, packNplay, high chair, beach chairs + toys ༄Kayak + bikes 𓇼Smart TVs

Private Beach Community with exceptional light
Kick back and relax in this calm, light filled home in Lionshead’s Private Beach Community. Paddle right out off your backyard. Enjoy organic garden vegetables, feed the swans. Kayac into the sunsets or sit by a gorgeous fireplace.This is a NO SMOKING , no vaping and no party home. If you are intending to travel with your dog please let us know prior to your arrival and ask for permission. We are very dog friendly but would love to know what kind of dog and will decide ASAP

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My
Welcome to nature's retreat, our secluded North Fork haven where 2+ acres of wild beauty and private beach access promise unparalleled relaxation. Delight in our hot tub's warmth under the stars, unwind on swings, or glide on bay waters with our kayak. With enchanting porch views, an invigorating outdoor shower, and nearby organic farms, our cabin is an idyllic escape. Experience the local charm with vineyard tours and return to a haven of comfort and adventure.

Cozy home. Comfy living
The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate

Chic Hamptons Paradise Escape
Charming Hamptons retreat just 5 mins to East Hampton & Sag Harbor, 10 mins ride to the beach! Enjoy a private heated pool, outdoor shower, and Bose speakers to unwind after a busy day at the beach. Spacious 4-bedroom home with a full kitchen, cozy living area, and a basement with poker, ping pong, billiards and sauna room. Surrounded by trees for a peaceful escape, yet close to top restaurants and attractions. The perfect mix of privacy, fun, and convenience!

The Katalpa House -by the beach
-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.

The Cottage at Indian Cove
A charming original turn of the century cottage that was recently renovated. One main room plus a full bathroom and Ikea kitchen. It includes a back porch that gets a perfect amount of late afternoon sun. The cottage has electric baseboard heat for cool nights. We are located in Indian Cove beach Association with a two block walk to the beach. You are welcome to enjoy our kayaks, bikes to tour the area and a fire pit.

Walk to Breakwater Beach in Heart of Wine Country
Private and peaceful cottage walking distance to Breakwater Beach and Old Mill Inn Restaurant on the water opening Spring 2025. There are two large decks to relax by the firepit and drink your wine from the local wineries. Bikes, kayak, and paddle board are stored in the barn for guests use. Easy access to the marina, fishing, fine dining, vineyards, and farm stands.

Waterfront House on Fort Pond, MTK
Spacious house right on Fort Pond with relaxed bohemian vibe. Enjoy the open kitchen, reclaimed wood beams, and hand crafted furniture. Access directly to the water from the back yard. There are two other cottages that are two bedrooms each on property as well. We do live on the property full time and enjoy making our space a safe and clean environment.
Popular amenities for Northwest Harbor kayak rentals
Holiday House Rentals with a Kayak

NOFO Ranch Home in Wine Cntry 2 Beaches 5 Min Walk

5 Star Branford Cozy Cottage Steps from the Beach

Mulberry Seaside Cottage

Waterfront | Mins to US Open| Private Water Access

Hamptons Waterview Cottage

Bayfront Designer Retreat Fire Pit, Sunsets, Beach

4 Bedroom Beach Bungalow

Hang by the (Chel)SEA
Cottages with a kayak

Shelter Island Waterfront Getaway

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

Waterfront Joshua Cove Cottage with private beach.

Beach cottage on water. AC, bbq, kayak, pets ok.

Stunning waterfront modern farmhouse with dock.

The Bay Breeze

Secluded Soundfront 1910 Rustic Getaway

Prime location, walk to all, cozy cottage WHB
Other holiday rentals with a kayak

Spend Perfect Days Southampton Cottage US OPEN

Garden Studio with private entrance

The Sandy Shack - Coastal Escape

Bright Hamptons Getaway ☀️ Pool▪︎ Beach▪︎FamilyFun

Wake up to Stunning Views at a Serene Waterfront Haven

Perfect Family/Friends Reunion Home in Hamptons!

Waterfront home with amazing views

Mermaid Oasis - 5bd, Pool, Walk to Beach
Quick stats about holiday rentals with a kayak in Northwest Harbor

Total holiday rentals
Explore 20 holiday rentals in Northwest Harbor

Nightly prices starting at
Northwest Harbor holiday rentals start at $429 NZD per night before taxes and fees

Verified guest reviews
Over 480 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Northwest Harbor holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Northwest Harbor rentals

4.9 Average rating
Northwest Harbor stays are highly rated by guests—averaging 4.9 out of 5!
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- Beach
- Yale University
- Cooper's Beach, Southampton
- Charlestown Beach
- East Matunuck State Beach
- Ocean Beach Park
- Mohegan Sun
- Mystic Seaport Museum
- Foxwoods Resort Casino
- Narragansett Town Beach
- Point Judith Lighthouse
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Long Island Aquarium
- Amagansett Beach
- Orient Beach State Park
- Ocean Beach
- Wölffer Estate Vineyard
- Meschutt Beach
- Mystic Aquarium
- Stonington Vineyards
- Ditch Plains Beach





