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

Cozy Cabin, Fireplace, Ski Nearby
Escape to Deer Ridge Cabin, a serene & cozy retreat designed to help you unwind. Relax by the warm glow of the fireplace or venture out to enjoy nearby skiing & tubing at Mohawk Mt. and Mt. Southington. Explore scenic hiking trails, indulge in local wineries, or visit Litchfield just 10 minutes away for fantastic dining & boutique shopping. Located only 2 hours from NYC, this peaceful cabin offers the perfect winter escape to nature while keeping you close to it all. Your perfect getaway awaits!

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan
Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.

Cozy Getaway | Pet Friendly | Litchfield Cty
Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

Waterfront, Dog & Family Friendly, Cozy Cottage
El Girasol, "The Sunflower," a sunny, family and pet friendly cottage on the Esopus Creek in the Catskill Mountains. Our home is fully furnished with global & vintage finds. This charming cottage has 2 beds, spacious living room with a big, comfy sleeper sofa and cozy electric fireplace & fully equipped kitchen combined with a dining room. Creek access, BBQ, fire pit, fenced in backyard, & 2 decks makes our home a great destination for a relaxing getaway with family, friends and pets.

Cozy cottage 5 minutes from UConn
Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a morning coffee or tea while enjoying the lake view from the bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.

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.

Harborfront Star
Hang up your car keys and your worries and come visit this beautiful, stylish, coastal gem. Everything that Port Jefferson Village has to offer -- the marina, Harborfront Park, restaurants, clubs, shops, galleries, skating rink, green market, Danfords -- is all within easy walking distance. So come enjoy being in the middle of the action -- and the cool breezes off Long Island Sound -- at the Harborfront Star. We are dog friendly and have a pet fee of $65 per dog (max of 3 dogs).

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Oceanfront Retreat with Hot Tub
Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

Twin Lakes Designer A-frame Stone Cottage
*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Historic Waterfront School House
Escape to a historic 1857 schoolhouse cottage on the Mystic River. This unique 1-bed, 1-bath waterfront retreat is perfect for couples or solo travelers. Enjoy stunning views of the Mystic Drawbridge and Seaport from your private patio. Just a 2-block walk to historic Downtown Mystic, this charming space combines authentic history with modern comfort for an unforgettable stay.
Popular amenities for kayak rentals in Long Island Sound
House rentals with a kayak

Newly Built Beach House Getaway

Creekside Cottage

Boulder Lake House Retreat

Unique Home with Panoramic Ocean and Pond Views

Luxe Bolton Lake

Mulberry Seaside Cottage

Stunning Waterfront Cottage with Big Yard & Dock!

Hang by the (Chel)SEA
Cottage rentals with a kayak

Private Lake House 1 Hour to NYC & Near Westpoint

Lake front cottage

Waterlily Lakehouse - Modern+Waterfront+Retreat

The Mountaintop Lakehouse that Time Forgot.

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Direct Waterfront Cottage on Moodus Reservoir.

Snowy Lake Views from Private Hot Tub

Lakefront peaceful getaway cottage
Cabin rentals with a kayak

Tranquil Lakefront Cabin!

Modern Nordic Designed Cabin

Riverfront Antique Cabin in the Heart of Madison

The Little Lake Cabin w/ Hot Tub, Firepit & Kayaks

Cozy Cabin with Pond on Six Acres

Rustic Pond Cabin: Nature, Stars & Serenity

Private Woodstock Getaway w Hot Tub

Lakeside Cottage: Boulder's Bluff
Destinations to explore
- Hotel rooms Long Island Sound
- Loft rentals Long Island Sound
- Fitness-friendly rentals Long Island Sound
- Rentals with an EV charger Long Island Sound
- Bungalow rentals Long Island Sound
- Waterfront rentals Long Island Sound
- Rentals with lake access Long Island Sound
- Villa rentals Long Island Sound
- Rentals with a sauna Long Island Sound
- Serviced apartment rentals Long Island Sound
- Barn rentals Long Island Sound
- Rentals with an accessible-height bed Long Island Sound
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- Holiday home rentals Long Island Sound
- Pet-friendly rentals Long Island Sound
- Rentals with a cinema Long Island Sound
- Bed and breakfasts Long Island Sound
- Guest house rentals Long Island Sound
- Rentals with a hot tub Long Island Sound
- Rentals with a patio Long Island Sound
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- Beachfront rentals Long Island Sound
- Rentals with pools Long Island Sound
- Rentals with a fireplace Long Island Sound
- Townhouse rentals Long Island Sound
- Rentals with breakfast Long Island Sound
- Motorhome rentals Long Island Sound
- Rentals with an accessible-height toilet Long Island Sound
- Apartment rentals Long Island Sound
- Boutique hotels Long Island Sound
- Rentals with a firepit Long Island Sound
- Luxury rentals Long Island Sound
- Tiny house rentals Long Island Sound
- Rentals with beach access Long Island Sound
- Rentals with a washing machine and dryer Long Island Sound
- Family-friendly rentals Long Island Sound
- Private suite rentals Long Island Sound
- Rentals with a kayak United States




