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

Lakehouse Getaway North Fork
Welcome to your perfect lakeside escape on the North Fork! This bright and airy 3-bedroom, 2-bath home sits on Laurel Lake with stunning views. This home features amenities designed for relaxation and recreation, including a cozy sunroom, hammock, outdoor shower, and canoe and kayaks for exploring the Lake. Guests can enjoy BBQs and gatherings on the porch. Itâs ideal for unwinding or exploring local vineyards, farm stands, beaches, and more. This home offers the perfect North Fork getaway!

Wake up to Stunning Views at a Serene Waterfront Haven
This is a simple but lovely house with spectacular views of the water. Enjoy the sunset from the back patio or take kayaks out right off the dock. The comfortable living room has full length windows. There is also a guest cottage on the property that is ideal for extra space and privacy. Please know that there is a full size bedroom connected to the queen bedroom, there is a door but It is not entirely private since you have to walk through the queen bedroom to access the full bedroom.

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.

Waterfront NoFo Cottage w/ public beach access
Enjoy this waterfront cottage overlooking Marion Lake surrounded by lush landscape and wildlife. Experience the local Vineyards, take a leisurely stroll in downtown Greenport, ferry to Shelter Island, drive to Orient, or discover local hiking trails. Savor the culinary delights at the area's great restaurants, with fresh seafood and farm-to-table dining. Nestled between Greenport and Orient Point, East Marion provides access to all the North Fork has to offer. Rental Permit #1060

Waterfront Joshua Cove Cottage with private beach.
Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

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,

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

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.

Apples and pumpkins and Beaches!
This cottage has high ceilings, is bright and airy, has a wrap around deck with a great overhang for hanging out in the shade or sun. You can not see a neighbor. It has been described as âan adult tree house.â Just a fun and relaxing place to be. It is on over an acre of rustic property. Perfect for watching wildlife.
Popular amenities for kayak rentals in Northwest Harbor
House rentals with a kayak

Laid Back Relaxation

The Sandy Shack - Coastal Escape

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub

North Fork Sound Front Home with Pool

Direct Beachfront Modern Cottage on Private Beach

Magnificent Bayfront Retreat

Waterfront home with amazing views

Stunning sunset charming waterfront home 4 seasons
Cottage rentals with a kayak

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

Caroline Beach Escape

Stunning waterfront modern farmhouse with dock.

The Bay Breeze

Shore home in private community, away from it all

Ret's Coastal Cottage w/Private Association beach

Lovely 2 BR Beach House No. Shore

Spectacular Water Views! Swim, kayak, nature.
Other holiday rentals with a kayak

Kayak Point: Waterfront, Hot Tub, Viewing Deck

The Vineyard Studio of the Hamptons.

Peaceful Hamptons Waterfront 3 bedroom, 2 bath

5 Star Branford Cozy Cottage

Hamptons Waterfront Romantic King Suite

Waterfront Designer Retreat | Fire Pit & Sunsets

Cottage by the beach

Waterfront Greenport Boathouse
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 $321Â SGD per night before taxes and fees

Verified guest reviews
Over 440 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Northwest Harbor holiday rentals include wifi 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 â averaging 4.9 out of 5!
Destinations to explore
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- Rentals with an EV charger Northwest Harbor
- Rentals with a patio Northwest Harbor
- Rentals with breakfast Northwest Harbor
- Family-friendly rentals Northwest Harbor
- Rentals with lake access Northwest Harbor
- Rentals with beach access Northwest Harbor
- Pet-friendly rentals Northwest Harbor
- Luxury rentals Northwest Harbor
- Rentals with pools Northwest Harbor
- Rentals with a washing machine and dryer Northwest Harbor
- Rentals with a fireplace Northwest Harbor
- Rentals with a hot tub Northwest Harbor
- Rentals with outdoor seating Northwest Harbor
- Waterfront rentals Northwest Harbor
- Rentals with a firepit Northwest Harbor
- Fitness-friendly rentals Northwest Harbor
- Beachfront rentals Northwest Harbor
- House rentals Northwest Harbor
- Rentals with a kayak Suffolk County
- Rentals with a kayak New York
- Rentals with a kayak United States
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Point Judith Country Club
- Ocean Beach Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- Cedar Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Napeague Beach
- Amagansett Beach
- Wildemere Beach
- Sandy Beach
- Ninigret Beach
- Outer Beach at Smith Point County Park
- Clinton Beach
- Groton Long Point South Beach




