Vacation rentals with a kayak in Long Island Sound

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Top-rated kayak rentals in Long Island Sound

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Guest favorite

A shoreline scene is depicted with several people wading in the water and enjoying the beach. Various houses line the shore, some featuring porches and canopies. Paddleboards are visible in the foreground, adding to the active atmosphere of the waterfront.

Home in Belmar

4.88 out of 5 average rating, 301 reviews

The Captain's Cottage - Private Cottage Near Belmar Marina

The Captain's Cottage is in an awesome location in the back of a property that is across from the waterfront park along Shark River. Paddle-board/kayak rentals, fishing piers, charter boats, mini-golf, and Belmar's newest waterside restaurants are right across the street. Waterfront views from the yard and one of the best sunsets at the shore! Includes 2 person kayak, 2 bikes & 2 beach badges! Perfect shore weekend getaway for couples or small group of friends. 1 mile to ocean. Short Uber, bike, or train ride to Asbury Park. Also, please note that there are two houses on this property, both are rental listings. Privacy is no concern... the two houses, their addresses, yards, and parking are all separated. However, the driveway entrance is shared. This listing is for the back house on the property. The Captain's Cottage is in a very unique location for Belmar. In the past few years, the Belmar Marina area has gained popularity as park spaces, waterfront walkways, fishing piers, and new bars and restaurants have opened up along the Shark River. 9th Ave Pier and Marina Grille have been a big hit, where you can enjoy a waterfront meal and drink while watching the beautiful sunset. Fishing charter boats, mini golf, parasailing, kayak/stand-up paddleboard rentals are also available in this area. The home is still close to Main Street and roughly one mile to the ocean. As an alternative to the ocean, there is also a free beach along Shark River directly across the street from the home. It is also a short Uber, bike, or train ride to Asbury Park. Parking: Two cars can fit in the space assigned, and additional parking is available for no cost at the adjacent side streets (K or L Street). The Belmar Train Station and Belmar Main Street is a short walk. It is one mile from the ocean and there is also a free public beach right across the street along the Shark River. A very short Uber, bike, or train ride to Asbury Park. Please be mindful of the shared driveway entrance and parking assignments.

Superhost

A spacious deck offers a view of Lake Hopatcong, surrounded by lush greenery. A rectangular table with four chairs is positioned on the deck, inviting outdoor dining. The expansive water stretches into the distance, reflecting the sky's gentle blue hues and scattered clouds.

Home in Jefferson

4.86 out of 5 average rating, 118 reviews

Hillside Lakehouse Cottage + Kayaks and Pedalboat

Welcome to Hillside Lake Retreat on beautiful Lake Hopatcong. Enjoy the sunrise with panoramic 180 degree elevated views of the lake on our fully furnished deck or walk down to the dock and swim, fish or take in the breeze. -Multiple marinas within walking distance for rentals including boats, pedal boats and kayaks, or bring your own toys and launch directly from here. Tennis/Basketball/Playground at Prospect park, Hiking, Biking, and Off-roading all within a 5 minute walk just footsteps away.

Top guest favorite

A spacious deck overlooks the serene lake, surrounded by lush trees. Comfortable seating arrangements, featuring teal cushions, are positioned around a glass-topped table. Potted flowers add a splash of color, enhancing the tranquil outdoor setting.

Cabin in Sussex

4.96 out of 5 average rating, 228 reviews

Cozy Lake Cabin Spectacular Views Beach Boat Swim

Indulge in a truly breathtaking getaway. Nestled in a serene location with stunning lake views in Vernon Twp, NJ. Ski Mountain Creek or Mount Peter visit Crystal Springs & Warwick, NY. Luxury & comfort, prepare to be pampered. Fully stocked chef's kitchen, themed bedrooms,"Ski Room & Canoe Room". Stone shower, cozy cabin boast carefully curated decor & beautiful lighting a soothing ambiance at a cottage dreamhouse. A chalet vibe to rejuvente as you bask in the warm glow of the stone fireplace.

Guest favorite

An aerial view showcases a single-story house nestled in a spacious yard by Johnson’s Pond. The backyard features a wooden deck with stairs leading down to private water access, along with nearby docks for recreational use.

Home in Coventry

4.86 out of 5 average rating, 131 reviews

Awesome 3 bed vacation lake house. Great location!

Three bedroom house right on Johnson’s Pond with private water access right in the back yard. House features queen master with deck overlooking the pond. 2nd bedroom features a full bed with twin bunk bed above along with a stand alone twin bed. 3rd bedroom has a queen bed. Perfect for one or two couples to share. Full kitchen and laundry along with WiFi and streaming services. Use of 2 kayaks and pedal boat. Just two miles from I-95, so everything in southern New England is just minutes away!!

Guest favorite

A spacious deck overlooks a serene lake, featuring a patterned outdoor rug and a table with seating. An umbrella provides shade, while a grill stands ready for use. Vibrant flowers add color, complementing the clear blue sky and peaceful surroundings.

Home in Exeter

4.97 out of 5 average rating, 118 reviews

Come relax at Lakeside Landing

Come relax and enjoy lakefront living in this 2 bedroom, 1 bath house on Boone Lake. 1st BR offers a king size bed and 2nd BR offers a twin over full bunk bed with a trundle. Enjoy open concept living with beautiful views of the lake. Inside you will find wifi, streaming on 3 tvs, Wii, board games, puzzles and books. Relax on the large deck, enjoy yard games or use the 2 kayaks, canoe or paddle board. A perfect place for a relaxing family getaway. Ring camera at front door only for security.

Top guest favorite

The lakehouse is nestled among tall trees, with a spacious deck overlooking the water. Colorful flowers enhance the natural landscape, while a rocky shoreline leads to tranquil waters. Sunlight filters through the trees, creating dappled patterns on the house and surroundings.

Cottage in Highland Lakes

4.97 out of 5 average rating, 320 reviews

The Mountaintop Lakehouse that Time Forgot.

Quiet Private lakehouse set down on 2 rare rock bluffs giving you a majestic water view just like it was in 1939. Extra Lg Great room w a huge fireplace. The great kitchen surrounds the chef. Big hot tub, Rowboat with canopy, 8 kayaks, Treehouse, Neverending Lakeside windows, docks, 1 hr from Manhattan w Eagles & vast wildlife like you were in the deep woods. Clean, unspoiled lake full of fish. Never had gas motors. A Mountaintop lake above the ski area. Stargazing! Perfect for get-togethers.

Superhost

A wooden deck overlooks a serene lake, furnished with a circular dining table and chairs. A BBQ grill is positioned adjacent to a hot tub, surrounded by lush greenery. The tranquil water stretches into the distance, inviting relaxation and outdoor activities.

Home in Jefferson

4.87 out of 5 average rating, 199 reviews

Luke Lake House- Waterfront, Hotub, Kayaks, Fun!

Beautiful Lakehouse- Waterfront, 4 kayaks, 3 car parking, 1hr to NYC, 40min to central jersey, near NJ Hopatcong/ Dover Train Station . Perfect Oasis to Work From Home with Spectacular Lake Views! Relax and BBQ right on deck! Note: No events/parties allowed. Use of Hot tub is complimentary and cannot guarantee will be in service at all times! *Fishing, Hiking, Bike Trails, Zip Lines, shopping, dining on the lake. Mountain Creek Waterpark and Ski Resort and Poconos , PA within short drive.

Top guest favorite

Cottage in Southwick

4.98 out of 5 average rating, 104 reviews

4 Kayaks Fire Pit & Lake Views from Hot Tub

Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for 2 families. (4 adults w/4 kids or 6 adults) Minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Top guest favorite

Cottage in Narragansett

5 out of 5 average rating, 218 reviews

♥CozyGetaway-Narragansett-15min to Newport-HotTub♛

Your ideal beach, kayaking, surfing, hiking, vacation awaits! Come stay at this comfy home equipped with an outdoor shower, hot tub, laundry, WiFi, AC, 2 private rooms. Located just walking distance to Narrow River and a neighborhood beach, this home is minutes from RI's most popular beaches, the Block Island Ferry, and Newport RI. Explore nearby award-winning restaurants and landmarks. Whether it's history, adventure, good food, or island-time aspirations, we've got you covered.

Guest favorite

A patio area features a circular wooden table surrounded by several chairs, shaded by a large umbrella. Lush green grass leads to a tranquil water view, framed by trees under a clear blue sky, creating a welcoming outdoor space.

Home in Peconic

4.91 out of 5 average rating, 23 reviews

Coastal Cottage on the Water

A coastal cottage on the water surrounded by vineyards and farm stands on the North Fork. Unwind in the backyard with a private view of the Goldsmith's Inlet where you can watch the sunrise, bird watch, and admire our local swans. A quick 5-minute walk to the Long Island Sound where you can sunbathe, swim, kayak, and watch the beautiful sunset. Conveniently located near Greenport, Orient, and Southold. *IMPORTANT* Kayaks and grill are only available from May 1st to October 31st.

Superhost

Home in Stonington

4.87 out of 5 average rating, 113 reviews

Waterfront Cottage with Dock

Arts and Crafts cottage on an ocean cove in Stonington with dock and close to the beaches. On same cove as Saltwater Farm Vineyard and nearby to Mystic Aquarium and Seaport, great restaurants, and Foxwoods and Mohegan Sun resorts. You’ll love the backyard and dock. I offer complimentary canoe, kayak and paddle board use so you can enjoy the water. Bring your own boat or rent one for 50% off at Stonington Marina. My place is good for couples, families with kids, and pets.

Guest favorite

A private campsite is surrounded by lush greenery with a view of the water. A safari-style tent and deck are positioned among trees, complemented by a seating area and a hammock. Sunlight filters through leaves, enhancing the natural setting.

Campsite in Lake Katrine

4.96 out of 5 average rating, 169 reviews

Private Waterfront Winter Camping Experience

**WATER IS NOW ON FOR THE 2025 SEASON! Owner operated private single campsite! This quaint little tent and private deck are nestled among the trees on the banks of the Esopus Creek in a great little neighborhood! A way to get back to nature without truly leaving it all behind. A one of a kind private waterfront escape with a fire pit & electric! WATER ACCESS AND KAYAKS NOW AVAILABLE! Enjoy a 2.5 mile stretch of the Esopus creek!