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

Total vacation rentals
Explore 20 vacation rentals in Westerly

Nightly prices starting at
Westerly vacation rentals start at €121 per night before taxes and fees

Verified guest reviews
Over 1,010 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Westerly vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Westerly rentals

4.9 Average rating
Westerly stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated kayak rentals in Westerly
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Estate with lake near beaches & Westerly
Let this be your home away from home. Large, open, & upscale, with a cozy mix of comfort & nostalgia. Enjoy time with family & friends in our spacious, welcoming home on 40 acres, surrounded by fields, orchards, woods, stone walls, & lake with canoe, kayaks & paddle boards. Great for family vacations, reunions, retreats, & celebrations. Weddings welcome - contact owner for details. Pet friendly. Close to beaches, Watch Hill, Foxwoods. 5 min to I-95. 35 min to Providence airport. 4 night min.

Waterfront Secluded Home with Dock
Nestled down a private road, enjoy a lovely waterfront home with sweeping 180 degree views of Potter’s Pond. Newly renovated and meticulously decorated. Unwind and relax on the back deck watching the extensive variety of birds and breathtaking sunsets. Spend your days exploring the pond in kayaks or try your hand at clamming, steps from the house. Located 1 mile from East Matunuck Beach, 1 mile from Tennis, Pickleball and Basketball courts. Walking distance to the renowned Matunuck Oyster Bar.

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.

Unique Home with Panoramic Ocean and Pond Views
A unique and tranquil getaway, described beautifully by client reviews. Situated on Matunuck Point with sweeping views of the Atlantic Ocean, beautiful Block Island, boats coming in and out of historic Galilee Breach Way or enjoy watching surfers at Deep Hole. Love the beach? We have private access to East Matunuck 100 steps away. If your preference is the pond, Potters Pond is right in the back yard with a new beautiful custom built dock, with paddle boarding, and kayaking equipment.

The Surf Shack - Ocean Views From Every Room
This home was featured in the June 2021 issue of SO RI magazine! Located on a quiet cul-de-sac this home has a welcoming front porch with ocean views, an open concept family room w/ fireplace, a spacious eat-in kitchen and a park-like backyard. Private beach connects to Scarborough State Beach. There are 3 king bedrooms and a separate kids room. Master bath has a jacuzzi tub and 2nd bath has a standing rain shower with sprawling marble sink. House has towels, beach chairs and bikes.

Waterfront cottage overhanging the water!
Come relax at this cute and cozy cottage overhanging a large and beautiful lake! Whether it's a family trip, a couple's getaway, or a best friends reunion, this place has something for everyone. From relaxing on the deck with a beautiful view, to kayaking and canoeing, or swimming in the summer, there is much fun and peaceful relaxation to do at the cottage. Also, it's just a 10 minute drive to Mystic, wineries, orchards, the shoreline, restaurants, and 5 minutes to Foxwoods casino.

Waterfront Cottage with Dock
Arts & Crafts cottage with dock on ocean cove and close to the beaches. You’ll love the backyard and waterfront fire pit. Canoe, kayak and paddle boards are complimentary. Bring your own boat or rent one for 50% off at Stonington Marina. On same cove as Saltwater Farm Vineyard, and nearby to Mystic Aquarium, Mystic Seaport, Foxwoods and Mohegan Sun resorts. My place is good for families with kids and pets. Cottage HVAC has been upgraded to an eco friendly central AC and heat pump.

Lake House w/Game Rm 5 Min From Foxwoods & Mohegan
Relax and enjoy the breathtaking views of this new contemporary lakefront home. Kayaks & paddleboards await you, 5 min from Foxwoods, 10 min from Mohegan Sun with multiple-choices of hiking, boating, shopping and dining. Stunning cathedral, ceilings, fully equipped kitchen, with granite countertops, tiled showers with full amenities and a game room/theater. You cannot get any closer to the water. This two bedroom 2 1/2 bath sleeps eight, 2200 square-foot house completed in 2024.

Private Peaceful Great Island Waterfront Cottage
Private, Quiet, Peaceful, Waterfront - Short Walk/bike ride to Galilee with restaurants, Shops, Block Island Ferry & Beaches - Kayak from house. TV Room 65" w/flat TV, 3 Bedrooms on Main Level w/TV's - New Kitchen, Dining Room & FR w/flat screen 75" Bedroom 1 KB Bedroom 2 QB Bedroom 3 -QB 2 Full Bathrooms & Outdoor Shower Central AC NEW - Bed Linens & Bath Towel Package Note: Pillows, Blankets & Beach Towels are available, they need to be WASHED & returned to the rooms.

The Perch
September is a beautiful time on the lake, encouraging quiet walks around the lake, visits to the local wineries and sitting on the quiet beaches of Rhode Island. The home is designed to be a sanctuary and a launch pad for outdoor adventures. Visit North Stonington, Stonington, Westerly and Mystic then return to your quiet spot. A short drive to store, casinos, wineries, and a walk to the forest for hikes.

Mystic Riverfront Captain's Home
Historic 1818 waterfront retreat on Mystic River, blending nautical charm with modern luxury. Enjoy stunning river & Drawbridge views from this pet-friendly home, perfect for families & groups up to 7. Walk to Downtown Mystic shops & dining. Features include a fully equipped kitchen, dedicated workspace, private patio, and kayaks. Experience coastal living with easy access to local attractions.

Waterfront Bliss Tiny Home
Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!
Popular amenities for Westerly kayak rentals
House rentals with a kayak

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan

Waterfront Retreat on the Mystic River

Crow's Nest Stonington Borough

Luxury Cottage on the Potowomut River 2bd/2b

Beauty and the Beach!

Cozy Cape on the Cove

Romantic Getaway at The Lake!

Awesome 3 bed vacation lake house. Great location!
Cottage rentals with a kayak

Beach Front Cottage in Bristol

Riverview beach cottage

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Waterfront Oasis minutes from Newport w/ hot tub!

Direct Waterfront Cottage on Moodus Reservoir.

Beautiful lakefront retreat just 15 mins to casino

3 Bedroom Cottage Gem

Cottage 29 - Waterfront Cottage - Close to Newport
Cabin rentals with a kayak

Ellis -Lakeside Cabin on Beach Pond with Sauna

Secluded Cabin on Golden Pond

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lakeside Landing

Little Haven on the Lake

Modern Cabin near the Beach

Lakeshore Cabin with boat dock

The Colchester Cottage
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- Rentals with a kayak Washington County
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- Rentals with a kayak United States
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Ocean Beach Park
- Bonnet Shores Beach
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Easton Beach
- Roger Williams Park Zoo
- University of Connecticut
- The Breakers
- University of Rhode Island
- Soundview Beach
- Second Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Wölffer Estate Vineyard
- Ocean Beach
- Easton's Beach
- Horseneck Beach
- Orient Beach State Park





