
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.

Hamptons Elegant and Comfortable Apartment
Enjoy your stay in this beautifully decorated and completely private basement apartment - with all original artwork- in the center of the Hamptons with the added convenience of being close to major towns and beaches. Large bedroom with comfortable king sized bed and high quality mattress and linen. Large-screen smart TV with many channels. Closet space, well equipped kitchenette, bathroom with glass-enclosed shower. Seating area for 4 and second large-screen smart-TV with comfy oversized couch.

Luxe Beach Cottage-Steps to Water-USGolf-Firepit
Kick back and relax in this calm, stylish beach cottage with NEW Kitchen and NEW bathroom (completed April 2026) in Sag Harbor. It is the perfect spot for a single or couple to enjoy the Hamptons beachy lifestyle. Fully appointed for your stay, just bring your bathing suit. Outside is your own patio with sitting area, dining table with umbrella, BBQ and my own tiny cottage “Bouy Cottage” is across the lawn so I (or other guests may be there in May-Sept. Beach chairs, umbrella and smiles!

Steps to Beach • Hot Tub • Game Room • Water Views
Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.

Harborfront Star Walk to Harbor & Village
Leave your car parked , hang your keys, and step into the charm of Port Jefferson Village from this beautifully styled coastal retreat. Perfectly located just steps from the waterfront, placing you within easy walking distance of the marina, Harborfront Park, boutique shops, cafés, restaurants, and the ferry. Whether you’re here for a relaxing getaway, visiting Stony Brook, or exploring Long Island’s North Shore, this home offers the perfect blend of comfort, style, and location.

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.

Stunning Hamptons Waterfront Escape w/ Sunset View
Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset 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! Our pool will open May 23, 2026 and close on Labor Day.

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

Cheerful 3 Bedroom Cottage with Fire Place
There is still time to book for some summer dates at the beach. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

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..
Popular amenities for kayak rentals in Northwest Harbor
House rentals with a kayak

July 19k Perfect Days SouHptn A+ Cottage on pond

Laid Back Relaxation

Best Waterview On The Bay

Mulberry Seaside Cottage

Magnificent Bayfront Retreat

Brand new Waterfront house | Dock | Hot Tub& Kayak

Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace

Beach House on the Bay
Cottage rentals with a kayak

Salty Kisses Beach Cottage Milford CT

Shelter Island Waterfront Getaway

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

Toes in the Sand Beach Cottage

Waterfront Joshua Cove Cottage with private beach.

Stunning waterfront modern farmhouse with dock.

Cottage at the Marina

The Bay Breeze
Other holiday rentals with a kayak

Garden Studio with private entrance

Serenity On The Sound

Boulder Lake House Retreat

Purple Ape Escape: Unit 4

2Br Hampton Family Escape: Beaches, kayaks, BBQ

North Fork Sound Front Home with Pool

Minutes to Shinnecock US Open-Waterfront-Sleeps 12

Stunning sunset charming waterfront home 4 seasons
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 £187 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 & child-friendly amenities

Pet-friendly holiday rentals
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

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 – averaging 4.9 out of 5!
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- Waterfront rentals Northwest Harbor
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- Rentals with a firepit Northwest Harbor
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- Rentals with a kayak Suffolk County
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- Beach
- Yale University
- Cooper's Beach, Southampton
- Charlestown Beach
- East Matunuck State Beach
- Mohegan Sun
- Southampton Beach
- Ocean Beach Park
- Foxwoods Resort Casino
- Mystic Seaport Museum
- 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
- Blue Shutters Beach
- Wölffer Estate Vineyard
- Orient Beach State Park
- Ocean Beach
- Meschutt Beach
- Mystic Aquarium
- Brownstone Adventure Sports Park





