
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.

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.

Beauty and the Beach!
Welcome to Beauty and the Beach, where you can come and relax with the whole family or come alone to get away from the busynesses of life! The property is located within an 8 minute walk to Ocean Beach Park and a block away from Alwife cove. With all year recreation. we are located within a short distance to: - Coast Guard Academy -Navy Sub Base -Mohegan Sun -Historic Mystic -Shopping and Great Dining Experiences! -Scenic hiking trails Come and embrace the New England Salty Life!

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 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,

Stunning Hamptons Waterfront Escape w/ Sunset View
Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Note our pool and dock are closed and will open Memorial Day Weekend (late May 2026).

Oceanfront Retreat: Modern Beach House
Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

Luxe| Pool | GOLF Sim|HotTub|Movie|Arcade|firepit
Insta: @staywithhamptonsmama PINKWOOD PLAYHOUSE is the perfect spot for your Hamptons stay, offering elevated design and relaxed luxury with laid back beach vibes. Perfect for families or couples. This stylish and serene home features 4 bedrooms, 2.5 bathrooms, a fully equipped kitchen, soaring ceilings and an open floorplan. Bring the outdoors in with oversized windows and over 1000 square feet of deck space overlooking the gorgeous pool.

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.

Coastal New England Waterfront Home-The Reed House
The Reed House – Waterfront Getaway in Waterford, CT Enjoy the best of both relaxation and adventure at The Reed House, located in the peaceful Pleasure Beach neighborhood of Waterford. This charming home offers breathtaking views of Jordan Cove and is just steps away from the beach, making it the ideal retreat for families, friends, or anyone looking to unwind by the water..

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.
Popular amenities for Northwest Harbor kayak rentals
Holiday House Rentals with a Kayak

Private Waterfront Access + Hot Tub + Scenic Yard

Boulder Lake House Retreat

The Sandy Shack - Coastal Escape

Year Round Beach House in Old Saybrook, CT.- Pets

Renovated Southampton Shores pool, tennis, beach

Year Round Hamptons Waterfront

Chic Hamptons Paradise Escape

Great Hammock Getaway | Beaches, Views & Hot Tub
Cottages with a kayak

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

Cottage on the Beach Toes in the sand

Stunning waterfront modern farmhouse with dock.

Your own Thimble Islands private cottage!

The Bay Breeze

Beach Cottage in Calverton

Guest House at the Marina

Cozy Cottage with Water Views Steps to the Sand
Other holiday rentals with a kayak

2BR Hampton's Serenity Getaway w/Kayaks and BBQ

5 Star Branford Cozy Cottage

North Fork Sound Front Home with Pool

Coastal Cottage on the Water

Waterfront Designer Stay *Sunsets•Fire Pit•Beach*

Hang by the (Chel)SEA

1 Bedroom Hamptons Waterfront Cottage Rental

Sag Harbor Village Waterfront Cottage
Quick stats about holiday rentals with a kayak in Northwest Harbor
Total rentals
20 properties
Nightly prices starting at
$384Â AUD before taxes and fees
Total number of reviews
440 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- Plainview Holiday rentals
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- Long Island Holiday rentals
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- East River Holiday rentals
- Hudson Valley Holiday rentals
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- Mount Pocono Holiday rentals
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- The Hamptons Holiday rentals
- Rentals with a hot tub Northwest Harbor
- Rentals with breakfast Northwest Harbor
- Rentals with beach access Northwest Harbor
- Family-friendly rentals Northwest Harbor
- Fitness-friendly rentals Northwest Harbor
- Rentals with outdoor seating Northwest Harbor
- House rentals Northwest Harbor
- Luxury rentals Northwest Harbor
- Rentals with a patio Northwest Harbor
- Rentals with a fireplace Northwest Harbor
- Rentals with a washing machine and dryer Northwest Harbor
- Rentals with pools Northwest Harbor
- Rentals with a fire pit Northwest Harbor
- Rentals with lake access Northwest Harbor
- Waterfront rentals Northwest Harbor
- Beachfront rentals Northwest Harbor
- Pet-friendly rentals Northwest Harbor
- Rentals with an EV charger 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
- Blue Shutters Beach
- Shinnecock Hills Golf Club
- Napeague Beach
- Cedar Beach
- Groton Long Point Main Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sandy Beach
- Wildemere Beach
- Ninigret Beach
- Mystic Seaport Museum
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach
- South Jamesport Beach