
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 ﺩ.ﺇ 514 per night before taxes and fees

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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.
Outdoor spacesLocationSleep quality

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.
ValueLocationWifi

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.
ValueLocationHospitality

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!
Outdoor spacesLocationHeating

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!
LocationOutdoor spacesQuiet

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!
Outdoor spacesLocationFamily

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.
LocationOutdoor spacesFamily

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.
ValueOutdoor spacesCondition

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!
ValueOutdoor spacesFamily

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)
Step into our beloved family lake house on Pasquiset Pond. It’s a quiet, cozy spot designed for unwinding and spending quality time with family, no matter the season. Catch sunrises right over the pond, gather by the fire pit for sunsets, and bring your dogs along for a cozy getaway! When you’re ready to get out and explore, beautiful ocean beaches are just 10 to 15 minutes away, alongside nearby nature reservations with great walking trails, local shops, and coastal spots to check out.
LocationOutdoor spacesComfort

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.
LocationOutdoor spacesCondition

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.
Outdoor spacesLocationAccess
Popular amenities for Westerly kayak rentals
House rentals with a kayak

The Surf Shack - Ocean Views From Every Room
Outdoor spacesLocationNearby

Cozy cottage 5 minutes from UConn
LocationValueWifi

Luxe Bolton Lake
ValueLocationHospitality

Waterfront Retreat on the Mystic River
LocationOutdoor spacesBiking

Gorgeous Lake house retreat
Outdoor spacesLocationComfort

The Perch
Outdoor spacesLocationAmenities

Luxury Cottage on the Potowomut River 2bd/2b
ValueOutdoor spacesAir conditioning

Come relax at Lakeside Landing
ValueOutdoor spacesLaundry
Cottage rentals with a kayak

Kayaks and Glimpses of Westport Bay
Outdoor spacesValueQuiet

Beach Front Cottage in Bristol
ValueLocationWalkability

3 Bedroom Cottage Gem
LocationOutdoor spacesWalkability

Mystic, CT Pet-Friendly Cottage with Hiking Trails
LocationValueKitchen

Direct Waterfront Cottage on Moodus Reservoir.
Outdoor spacesValueNearby

Go Jump in the Lake!
LocationOutdoor spacesNearby

Beautiful lakefront retreat just 15 mins to casino
ValueOutdoor spacesAccess

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

Casa Lago
LocationOutdoor spacesAccess

The Colchester Cottage
LocationOutdoor spacesParks

Maxwell Mays Lakefront Cottage
View

Secluded Lake House
Outdoor spacesLocationAccuracy

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

Vinola-Lakeside Cabin on Beach Pond with Sauna
LocationValueBathroom

Modern Cabin near the Beach
LocationAccuracyHospitality

Secluded Cabin on Golden Pond
Outdoor spacesValueCheck-in
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- Rentals with a kayak Washington County
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- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Ocean Beach Park
- Charlestown Beach
- Bonnet Shores Beach
- Mystic Aquarium
- Southampton Beach
- Easton Beach
- Roger Williams Park Zoo
- The Breakers
- Second Beach
- Hammonasset Beach State Park
- Soundview Beach
- Powder Ridge Mountain Park & Resort
- Ocean Beach
- Wölffer Estate Vineyard
- Easton's Beach
- Horseneck Beach
- South Shore Beach
- Orient Beach State Park
- Meschutt Beach
- Wesleyan University





