
Vacation rentals with a kayak in Westerly
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Top-rated kayak rentals in Westerly
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Wickford Waterfront 12 min to Newport & 15 min URI
Enjoy sweeping views of Narragansett Bay, including Jamestown, Fox Island, and the bridges to Jamestown and Newport. Wake to spectacular sunrises and the sounds of the water lapping at the shore. This two- bedroom open living apartment is two minutes to Wickford, 15 minutes to Jamestown, Newport, and 20 minutes to URI. The living room opens to a private deck for grilling, relaxing or watching the boat activity as the moon rises over the bay. On site kayaking swimming and other water activities.

HideAway UConn Coventry RockFarm BnB Breakfast A+
Welcome to “The Hide Away” on Rock Farm with Superhosts Jon & Jeri. A private, family-friendly 1000+ sq ft wooded retreat featuring two bedrooms, 500 Mbps WiFi, Roku TV, private deck, full kitchen, laundry, and DIY breakfast. Just 15 minutes to UConn and 2 minutes to Bolton Lakes for fishing and hiking. See our VIP Guest Book for local favorites. Clean, cozy, no-shoe secluded BnB — 5⭐️ guest favorite. Ask about “The GetAway” too! It’s our King Studio Suite, a private space, perfect for couples.

Waterfront Oasis minutes from Newport w/ hot tub!
Welcome to our charming waterfront Oasis! Located on Blue Bill Cove, our private cottage is steps away from Island Park beach, dining, & local attractions. Stroll down Park Ave to enjoy some ice cream and burgers at Schultzy's or a lobster roll from Flo's Clam Shack (seasonal) while you take in the ocean views. Head to Bristol or Newport, relax at one of the local vineyards and breweries, or enjoy a day on the golf course. Our cottage is also conveniently located near wedding venues & colleges.

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.

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!

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.

Private Peaceful Great Island Waterfront Cottage
Private - Quiet - Peaceful, Waterfront - Short Walk/bike ride to Galilee with restaurants, Shops, Block Island Ferry & Beaches - Launch a 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 AC NEW for 2025 There will be a Bed Linens & Bath Towel Package Pillows & Blankets will be available Blankets must be washed before leaving

Waterfront Cottage with Dock
Arts and Crafts cottage on an ocean cove in Stonington with dock and close to the beaches. On same cove as Saltwater Farm Vineyard and nearby to Mystic Aquarium and Seaport, great restaurants, and Foxwoods and Mohegan Sun resorts. You’ll love the backyard and dock. I offer complimentary canoe, kayak and paddle board use so you can enjoy the water. Bring your own boat or rent one for 50% off at Stonington Marina. My place is good for couples, families with kids, and pets.

Brand New Direct Lakefront - Panoramic Sunsets
Completely remodeled lakefront apartment with stunning views of Pattagansett Lake. Guests love the peaceful setting, spacious layout, and large deck overlooking the water—perfect for relaxing or gathering with family and friends. Spotlessly clean with comfortable queen memory-foam beds, fresh linens, UHD smart TVs, fast Wi-Fi, and in-unit laundry. Quiet, private, and scenic, yet minutes to beaches, restaurants, casinos, and area attractions.

Come to the woods and snuggle in front of the fire
Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.
Popular amenities for Westerly kayak rentals
House rentals with a kayak

Historic Waterfront Oasis in Shelter Harbor

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

Gorgeous Lake house retreat

Water Views | Kayaks & Bikes | EV Charger | Pets

Beauty and the Beach!
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

Direct Waterfront Cottage on Moodus Reservoir.

Vintage Bolton Lake

Go Jump in the Lake!

Beautiful lakefront retreat just 15 mins to casino
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 G$29,273 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

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!
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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
- Bonnet Shores Beach
- Mohegan Sun
- East Matunuck State Beach
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- The Breakers
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