
Holiday rentals with a kayak in Westerly
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Westerly

Total holiday rentals
Explore 20 holiday rentals in Westerly

Nightly prices starting at
Westerly holiday rentals start at €123 per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Westerly holiday 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!
Top-rated rentals with kayak in Westerly
Guests agree: these rentals with kayak 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.

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.

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.

Sunny Daze
This dreamy houseboat rests gently at a family-owned marina, where time seems to slow and nature leans in close. Surrounded by peaceful river views, tall grasses, and birdsong, it’s a floating haven for those seeking calm and creativity. Whether you’re sipping coffee on the deck at sunrise or watching the moon ripple across the water, this riverside retreat invites you to drift, dream, and just be. Enjoy a fire or jump on a paddle board or kayak f or an adventure down the river it has it all!

Crow's Nest Stonington Borough
Two floor private suite in antique quaint and cozy mansard. in your space is hot pot/teas, microwave, toaster, washer and dryer - shared refrigerator, ice. Fresh Coffee provided each am in a thermos. Airy upstairs bedroom with half bath, queen bed, full cable tv and water view. Downstairs private dining room/sitting area with queen sleep sofa, full bath. Stonington Borough is the quintessential charming seaside village - stroll and explore all breakfast/dinner options five minute walk away!

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.

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!

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.

The Perch
Spring is in the air, encouraging lots of walks around the lake, visits to the local wineries and lovely 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.

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)
Step into our beloved lakeside haven on Pasquiset Pond, a place where comfort meets tranquility. Whether you're in search of a peaceful retreat or a cozy spot to reconnect with family, our home offers a warm and inviting escape, perfect for any season. When you're ready to explore, you'll discover beautiful beaches just 10-15 minutes away, along with the unique charm and vibrant local culture that make this area special.

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 kayak rentals in Westerly
House rentals with a kayak

Historic Waterfront Oasis in Shelter Harbor

Boats & Toads | The Valentine Camp on Wyassup Lake

The Surf Shack - Ocean Views From Every Room

Cozy cottage 5 minutes from UConn

Luxe Bolton Lake

Waterfront Retreat on the Mystic River

Gorgeous Lake house retreat

Luxury Cottage on the Potowomut River 2bd/2b
Cottage rentals with a kayak

Kayaks and Glimpses of Westport Bay

Riverview beach cottage

Beach Front Cottage in Bristol

3 Bedroom Cottage Gem

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Direct Waterfront Cottage on Moodus Reservoir.

Beautiful lakefront retreat just 15 mins to casino

Waterfront, Dog-Friendly Cottage on the Cove
Cabin rentals with a kayak

Casa Lago

The Colchester Cottage

Maxwell Mays Lakefront Cottage

Secluded Lake House

Lakefront - King - W&D - Pets OK - Kayaks - SUPs

Modern Cabin near the Beach

Moon & Herb - 2 Bedroom Cabin

Secluded Cabin on Golden Pond
Destinations to explore
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- Rentals with beach access Westerly
- Rentals with a fireplace Westerly
- House rentals Westerly
- Beachfront rentals Westerly
- Cottage rentals Westerly
- Waterfront rentals Westerly
- Pet-friendly rentals Westerly
- Rentals with a hot tub Westerly
- Rentals with pools Westerly
- Flat rentals Westerly
- Fitness-friendly rentals Westerly
- Rentals with breakfast Westerly
- Family-friendly rentals Westerly
- Beach house rentals Westerly
- Rentals with a firepit Westerly
- Rentals with a patio Westerly
- Apartment rentals Westerly
- Rentals with outdoor seating Westerly
- Rentals with a washing machine and dryer Westerly
- Rentals with a kayak Washington County
- Rentals with a kayak Rhode Island
- Rentals with a kayak United States
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Ocean Beach Park
- Charlestown Beach
- Bonnet Shores Beach
- Southampton Beach
- Mystic Aquarium
- Easton Beach
- Roger Williams Park Zoo
- The Breakers
- Second Beach
- Hammonasset Beach State Park
- Soundview Beach
- Powder Ridge Mountain Park & Resort
- Easton's Beach
- Wölffer Estate Vineyard
- South Shore Beach
- Ocean Beach
- Horseneck Beach
- Orient Beach State Park
- Meschutt Beach
- Fort Adams State Park





