
Vacation rentals with a kayak in Westerly
Find and book unique kayak rentals on Airbnb
Top-rated accommodations with a kayak in Westerly
Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

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.

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.

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.

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!

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.

New Stonington Waterfront
Beautiful new five bedroom, four bath waterfront home on Wequetequock Cove in Stonington, built in 2021. Water views from the house and backyard patio, with outdoor dining area and fire pit. Sandy Point, Napatree Beach, East Beach Watch Hill and Dubois Beach are all accessible by car or boat. Paddle to Saltwater Farm Vineyard up the Cove, or explore Barn Island Nature Preserve. Just minutes from Stonington Borough, Downtown Mystic, Mystic Seaport, Mystic Aquarium, Westerly and Watch Hill.

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.

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!

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly
Good things definitely come in pet friendly, environmentally conscious, small packages. Solar upgrade makes this lake front cottage 100% energy efficient. Built with an open, thoughtful design offering private bath, washer/dryer, full kitchen, Hotel Suite Luxury bedding and Tempur-Pedic mattress, blazing fast wifi, 46"HDTV (w/ Netflix, Sling, Prime and Plex), private deck with nice lake view. Cozy, charming and stocked with everything you could want for a perfect vacation or staycation.

Luxury Cottage on the Potowomut River 2bd/2b
The Cottage at The Grange is located on the peaceful Potowomut River. It is a beautiful and newly renovated 2 bedroom (king, 2 twin beds) / 2 full bath home with all the modern amenities and conveniences expected from a luxury short-term rental while maintaining the historic charm of this colonial estate. Cook a gourmet meal in the stocked kitchen or BBQ on the deck. Situated on 11 pristine acres enjoy private tennis/pickleball courts, kayak access to Greenwich Bay and much more!

The Perch
Fall is in the air, encouraging lots of walks around the lake, visits to the local wineries and brisk walks on the beaches of Rhode Island. Nestled in the trees on a quiet lake this 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.

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 Westerly kayak rentals
House rentals with a kayak

Quonnie Beach House Walk to the beach

The Surf Shack - Ocean Views From Every Room

Coastal New England Waterfront Home-The Reed House

Cozy cottage 5 minutes from UConn

Lake House w/Game Rm 5 Min From Foxwoods & Mohegan

Year Round Beach House in Old Saybrook, CT.- Pets

Thames River Cottage · Near Casinos + USCGA

Beautiful Home on Connecticut Shore
Cottage rentals with a kayak

Lake front cottage

Waterfront cottage overhanging the water!

3 Bedroom Cottage Gem

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Beautiful lakefront retreat just 15 mins to casino

Lakefront peaceful getaway cottage

Waterfront, Dog-Friendly Cottage on the Cove

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

Mystic Area Waterfront Cabin #1

Casa Lago

Lakeside Landing

Mystic Area Waterfront Cabin # 2

Vinola-Lakeside Cabin on Beach Pond with Sauna

Lakefront - King - W&D - Fire Pit - Kayaks - Stand Up Paddleboards

Lakeshore Cabin with boat dock

Mystic Area Waterfront Cabin #5
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 $191 CAD per night before taxes and fees

Verified guest reviews
Over 960 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Westerly vacation rentals include wifi 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!
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- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Easton Beach
- Roger Williams Park Zoo
- Mohegan Sun
- Bonnet Shores Beach
- Second Beach
- East Matunuck State Beach
- The Breakers
- Hammonasset Beach State Park
- South Shore Beach
- Powder Ridge Mountain Park & Resort
- Mystic Seaport Museum
- Burlingame State Park
- Fort Adams State Park
- Orient Beach State Park
- East Hampton Main Beach
- Wölffer Estate Vineyard
- Narragansett Town Beach
- Easton's Beach




