Vacation rentals with a kayak in Long Island

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Long Island

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Lyme

4.97 out of 5 average rating, 190 reviews

“The Answer” Tidal River-Kayaks Fire pit Fireplace

“The Answer” is listed amongst the 15 best Airbnbs in Ct, from Travellers Worldwide 2022 and 2023 and featured in “Only In Your State” titled “This Riverfront House Will Be Your New Favorite” February 2024 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.

May 9 – 16

$257 per night

Guest favorite

Apartment in Sag Harbor

4.96 out of 5 average rating, 132 reviews

Hamptons Hills Escape

Located in a quiet and safe neighborhood tucked into the woods of Sag Harbor, yet just a 10-minute drive from Sag Harbor town. Down the road is "Morton's Wildlife Refuge" with a beautiful walk to a beach and where birds eat seed directly from your hand. The lovely Long Beach is 5 minutes away - day passes are available. You only have one entrance/exit to deal with, the white door at the top of the wooden stairs that are pictured. Perfect for a couple looking to cook, relax, and spin records.

Oct 3 – 10

$271 per night

Superhost

Cottage in Putnam Valley

4.9 out of 5 average rating, 214 reviews

Lakefront Cottage near Hudson Valley

Named in the Top 30 U.S. Lakehouse Rentals by Refinery29 in May'21, this beautiful, secluded cottage on pristine Lake Oscawana has breathtaking views. Escape the city and enjoy the fresh country air! Extra-large great room, cathedral ceilings, loft bedroom, kitchenette, bathroom, fireplace, wall of double-height windows with spectacular lake views. Central AC/heat, hardwood floors, private large deck with BBQ. Dock nestled in a cove where you can swim or paddleboard. Only 1 hour from NYC.

Dec 25 – Jan 1

$327 per night

Guest favorite

Cottage in Monroe

5.0 out of 5 average rating, 129 reviews

Cozy Lake Cabin

Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets on the covered porch & deck. Fish, & look for bald eagles🦅 Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has abundant retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes Free Firewood, NO CLEANING/PET FEES🐕

Jun 30 – Jul 7

$598 per night

Guest favorite

Home in Greenwood Lake

4.95 out of 5 average rating, 193 reviews

Stylish Lakeside Chalet with Hot Tub

Welcome to Greenwood Lakeside Chalet, 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).

Dec 30 – Jan 6

$350 per night

Guest favorite

Home in Oakdale

4.85 out of 5 average rating, 123 reviews

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.

Dec 28 – Jan 4

$507 per night

Guest favorite

Home in Bay Shore

4.93 out of 5 average rating, 105 reviews

The Harbor House

Beautiful three bedroom home located on the waterfront in Bay Shore’s historic bay district. Steps to local waterfront restaurants and marina. Short walk to Main Street shopping, restaurants and nightlife and just minutes from the Fire Island Ferries and Long Island Railroad. Amenities include fully stocked kitchen, large deck for barbecuing with harbor views, natural wood fire pit with Adirondack chairs and fully fenced in yard.

Nov 9 – 16

$296 per night

Guest favorite

Home in Rocky Point

4.91 out of 5 average rating, 179 reviews

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.

Dec 7 – 14

$141 per night

Guest favorite

Guesthouse in Westhampton

4.95 out of 5 average rating, 19 reviews

The “Birdy” Guest house

Take it easy at this peaceful guesthouse near Westhampton Beach village, Country Club, wine country (North folk), Moriches Bay and Westhampton Beaches. An amazing location for birding and kayaking. Ideal place for a couple looking to escape the city, attend a wedding, or explore wine country for a weekend to get some fresh air and experience nature.

Sep 15 – 22

$286 per night

Guest favorite

Home in Southampton

4.95 out of 5 average rating, 131 reviews

Waterview, PoolOpenNow! DogsFree+Kayaks+PingPong

Beachy casual feel-good home easily located entrance The Hamptons. Lovely views of Bay, sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay! Our private pool is heatable and plant-surrounded. Bike less than a mile to Bay / Drive 4 miles to famous Cooper's Beach on the Atlantic!

Nov 29 – Dec 6

$647 per night

Guest favorite

Home in Mastic

4.91 out of 5 average rating, 53 reviews

cozy home.comfy living room with spacious bedroom

The whole group will enjoy easy access to everything from this centrally located place. close to the beach,nature reserved, kayaking,sky diving and Tanger outlet mall for activities. restaurant and all the fast food located near by etc.

Nov 30 – Dec 7

$180 per night