
Holiday rentals with a kayak in Long Island
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Long Island
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Lakefront Escape! Views, beach, Firepit & Kayaks!
SUMMER AT THE LAKE! You'll love this cozy 3BR home in Greenwood Lake just steps from the beach! Experience AMAZING lake views & tranquil atmosphere. Enjoy free kayaks, canoe, paddle board and beach access! Huge wrap-around deck with firepit, ping-pong, & great outdoor living space. Inside has a well-equipped kitchen & all new furniture. This beautiful hideaway promises memories that will last a lifetime! close to wineries, breweries, restaurants, Warwick Main St, hiking, & more! Permit #P25-0394

Modern Nordic Designed Cabin
Newly designed Modern Nordic Cabin. Escape to the tranquility of the mountains and lakes. The Nordic cabin is modern with high-end finishes throughout. The open concept living area features a fireplace, waterfall shower, vaulted ceilings, and large windows that offer stunning views of the surrounding forest and lake. Getting to and from NYC is easy. There is a bus stop down the street and a train station 15 minutes away. Perfect for a convenient getaway from the city Warwick town Permit 34469

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

Stylish Lakeside Cottage with Hot Tub
Welcome to Greenwood Lakeside Cottage, an all-season waterfront retreat on beautiful Greenwood Lake (just over an hour from NYC) surrounded by the Sterling Forest and the Appalachian Trail Corridor. No car? No problem! Conveniently located just steps away from an express bus stop with regular service to/from Port Authority. Boating, Hiking, Fishing, Skiing, Breweries, Wineries, Apple Picking, Waterfront Restaurants, Shopping, Historical Sites, Golf - all nearby (or right in the backyard).

Waterfront Round House View
A unique little beach house on the south shore of long island with the most beautiful view. The house is located on a canal. Dock is available! **We have Paddle Boards, Surf Boards and 3- 2 person Kayaks onsite for you to use during your stay** You can get to the Great South Bay by paddling to the mouth of the canal. And you can get to Fire Island by hiring a Water Taxi to pick you up! The octagon house was built in the 1970s. It's recently been refreshed with all new beds & linens.

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.

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.

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

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.
Popular amenities for Long Island kayak rentals
Holiday House Rentals with a Kayak

"Highland Island", Private Island + Lakefront

The Best Lake House! *Ask About Boat Use Promo*

Waterfront Retreat on the Mystic River

Cozy Village Home with Hot Tub

Mulberry Seaside Cottage

Coastal Cottage on the Water

Stunning Waterfront Cottage with Big Yard & Dock!

2.5 Miles from the 2026 U.S OPEN, Waterfront
Cottages with a kayak

Private Lake House 1 Hour to NYC & Near Westpoint

Waterfront Joshua Cove Cottage with private beach.

The Mountaintop Lakehouse that Time Forgot.

Hudson Valley Lakefront Cottage | Nature Escape

Montauk Waterfront Cottage

The Cottage at Indian Cove

Charming Fairfield Beach Cottage

Lakefront Cottage near Hudson Valley
Cabin rentals with a kayak

Mystic Area Waterfront Cabin #3

Mystic Area Waterfront Cabin #1

Castaway Cove

Riverfront Antique Cabin in the Heart of Madison

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My

Lakefront Log Cabin

Mystic Area Waterfront Cabin # 2

Beautiful lakeside summer home
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a home theatre Long Island
- House rentals Long Island
- Boat rentals Long Island
- Family-friendly rentals Long Island
- Fitness-friendly rentals Long Island
- Waterfront rentals Long Island
- Bed and breakfasts Long Island
- Chalet rentals Long Island
- Condo rentals Long Island
- Aparthotel rentals Long Island
- Resort rentals Long Island
- Guesthouse rentals Long Island
- Villa rentals Long Island
- Rentals with a hot tub Long Island
- Rentals with beach access Long Island
- Hotel rooms Long Island
- Ski-in/ski-out rentals Long Island
- Hostel rentals Long Island
- Private suite rentals Long Island
- Rentals with outdoor seating Long Island
- Tiny house rentals Long Island
- Rentals with a patio Long Island
- Apartment rentals Long Island
- Rentals with a washing machine and dryer Long Island
- Farmstay rentals Long Island
- Rentals with breakfast Long Island
- Boutique hotels Long Island
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- Bungalow rentals Long Island
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- Beach house rentals Long Island
- Cabin rentals Long Island
- Rentals with lake access Long Island
- Luxury rentals Long Island
- Rentals with an accessible height bed Long Island
- Rentals with a sauna Long Island
- Rentals with pools Long Island
- Cottage rentals Long Island
- Rentals with a fireplace Long Island
- Smoking-friendly rentals Long Island
- Townhouse rentals Long Island
- Rentals with an accessible height toilet Long Island
- Beachfront rentals Long Island
- Serviced apartment rentals Long Island
- Rentals with an EV charger Long Island
- Loft rentals Long Island
- Tent rentals Long Island
- Rentals with a fire pit Long Island
- RV rentals Long Island
- Pet-friendly rentals Long Island
- Rentals with a kayak New York
- Rentals with a kayak United States
- Times Square
- Madison Square Garden
- Beach
- New York City Center
- Central Park Zoo
- New York University
- Columbia University
- MetLife Stadium
- Yale University
- Yankee Stadium
- Barclays Center
- United Nations Headquarters
- Jones Beach
- Rockefeller Center
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Statue of Liberty
- Radio City Music Hall
- Cooper's Beach, Southampton
- Astoria Park
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- Things to do Long Island
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- Nature and outdoors Long Island
- Food and drink Long Island
- Entertainment Long Island
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