
Vacation rentals with a kayak in Northwest Harbor
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Northwest Harbor

Total vacation rentals
Explore 20 vacation rentals in Northwest Harbor

Nightly prices starting at
Northwest Harbor vacation rentals start at G$52,278 GYD per night before taxes and fees

Verified guest reviews
Over 480 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation 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 vacation 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!
Top-rated kayak rentals in Northwest Harbor
Guests agree: these kayak rentals 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.

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.

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.

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

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
House rentals with a kayak

July 19k Perfect Days SouHptn A+ Cottage on pond

Laid Back Relaxation

Best Waterview On The Bay

The Sandy Shack - Coastal Escape

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

Magnificent Bayfront Retreat

Minutes to Shinnecock US Open-Waterfront-Sleeps 12

Hamptons Waterview Cottage
Cottage rentals with a kayak

Shelter Island Waterfront Getaway

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

Toes in the Sand Beach Cottage

Stunning waterfront modern farmhouse with dock.

Cottage at the Marina

The Bay Breeze

Secluded Soundfront 1910 Rustic Getaway

Cozy Waterfront Retreat
Other vacation rentals with a kayak

Garden Studio with private entrance

2Br Hampton Family Escape: Beaches, kayaks, BBQ

5* Branford Cottage with access to Owenego Club.

North Fork Sound Front Home with Pool

Coastal getaway with water views in every room

Stunning sunset charming waterfront home 4 seasons

Beach House on LI Sound Waterfront

Breathtaking Panoramic Waterfront
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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





