
Vacation rentals with a kayak in Westerly
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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 €122 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.
4.89 out of 5 average rating, 142 reviews
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.
4.99 out of 5 average rating, 188 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.
4.98 out of 5 average rating, 171 reviews
Ellis -Lakeside Cabin on Beach Pond with Sauna
Year round quintessential lakeside vacation! Ellis is a fully heated/winterized camp cottage just steps from beautiful Beach Pond. It has two bedrooms and sleeps 5. The detached bunkhouse has 3 single beds and is available for larger groups (summer only) Very peaceful lakeside location just 238 feet from Beach Pond. Walking distance to trails. Visit our 6 horses. Not a secluded space so make sure to look at the photos to see the layout of other nearby buildings. Please read all the details!
4.95 out of 5 average rating, 751 reviews
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.
4.99 out of 5 average rating, 119 reviews
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.
4.98 out of 5 average rating, 151 reviews
Stunning Waterfront Cottage with Big Yard & Dock!
Escape to the tranquil beauty of "A Summer Place," a charming 1,500 sq ft waterfront cottage nestled just steps from RI's stunning coastline and pristine beaches. Whether you're planning a family getaway or a retreat with friends, this idyllic home offers the perfect blend of rural charm and modern amenities, all in a prime location near local shops, bakeries, cafes, and top-rated restaurants. The expansive yard and private dock provide an unbeatable setting while you sit back and relax!
4.97 out of 5 average rating, 150 reviews
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.
4.9 out of 5 average rating, 144 reviews
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.
5.0 out of 5 average rating, 102 reviews
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.
4.96 out of 5 average rating, 152 reviews
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.
4.98 out of 5 average rating, 242 reviews
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!
4.96 out of 5 average rating, 183 reviewsPopular amenities for Westerly kayak rentals
House rentals with a kayak

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan
5.0 out of 5 average rating, 222 reviews
Crow's Nest Stonington Borough
4.95 out of 5 average rating, 109 reviews
Waterfront Retreat on the Mystic River
5.0 out of 5 average rating, 128 reviews
Luxury Cottage on the Potowomut River 2bd/2b
5.0 out of 5 average rating, 117 reviews
Beauty and the Beach!
4.89 out of 5 average rating, 175 reviews
Thames River Retreat · CT College+Casinos+USCGA
4.91 out of 5 average rating, 116 reviews
Cozy Cape on the Cove
4.88 out of 5 average rating, 112 reviews
Luxe Bolton Lake
4.99 out of 5 average rating, 186 reviewsCottage rentals with a kayak

Private Peaceful Great Island Waterfront Cottage
4.91 out of 5 average rating, 116 reviews
Waterfront cottage overhanging the water!
4.9 out of 5 average rating, 259 reviews
Beach Front Cottage in Bristol
4.96 out of 5 average rating, 227 reviews
Mystic, CT Pet-Friendly Cottage with Hiking Trails
4.93 out of 5 average rating, 139 reviews
Riverview beach cottage
4.94 out of 5 average rating, 302 reviews
Direct Waterfront Cottage on Moodus Reservoir.
4.89 out of 5 average rating, 178 reviews
Waterfront Oasis minutes from Newport w/ hot tub!
4.98 out of 5 average rating, 177 reviews
Cottage 29 - Waterfront Cottage - Close to Newport
4.99 out of 5 average rating, 145 reviewsCabin rentals with a kayak

Secluded Cabin on Golden Pond
4.84 out of 5 average rating, 208 reviews
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
4.89 out of 5 average rating, 197 reviews
Lakeside Landing
5.0 out of 5 average rating, 39 reviews
Little Haven on the Lake
4.94 out of 5 average rating, 18 reviews
Modern Cabin near the Beach
5.0 out of 5 average rating, 6 reviews
Lakeshore Cabin with boat dock
4.98 out of 5 average rating, 44 reviews
The Colchester Cottage
4.91 out of 5 average rating, 23 reviews
Secluded Lake House
4.97 out of 5 average rating, 59 reviewsDestinations to explore
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- Mohegan Sun
- Foxwoods Resort Casino
- East Matunuck State Beach
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