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

Mystic, CT Pet-Friendly Cottage with Hiking Trails
Unwind at this peaceful, private Cottage with a fenced garden courtyard. Enjoy onsite hiking trails, EV chargers, an outdoor lounge, hammocks, firepit, lawn games, and a gas grill. Your stay includes organic breakfasts and eco-friendly amenities. Just 6 miles from Mystic, the Cottage is your dream escape. Book your stay now and create lasting memories with your pet! ❤️The Cottage books fast for weekends, holidays, & all of summer and fall. We recommend booking soon to guarantee your getaway.❤️

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.

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.

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.

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.

Hickory Hideaway (HH) - Lakeside Oasis
Enjoy lakeside views of Silver Spring Lake, North Kingstown, RI. Wake to spectacular sunrises and the sounds of the woodlands from this one-bedroom, open living garden level apartment. The living room and bedroom opens to a private outdoor area for relaxing and dining. At sunrise/sunset move your chair lakeside and take in the views. While the property is nestled in the woods, highway access is quick to Wickford Village, ocean/beaches, Newport and the Airport.

Lakefront Retreat Tiny House
Discover a tranquil lakeside escape in our cozy tiny house, nestled within a boutique RV Park in East Lyme, CT, just 15 minutes from Mystic. Perfect for couples seeking a romantic getaway or individuals looking for a serene retreat. Compact in size but loaded with all the comforts you need: a comfy queen bed, smart TV and fast WiFi, a fully-equipped kitchen, a bathroom with full sized shower and flushing toilet, inviting decor and an unbeatable lake view!

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.
Popular amenities for Charlestown kayak rentals
House rentals with a kayak

Serenity Ashford Lake

Quonnie Beach House Walk to the beach

Coastal New England Waterfront Home-The Reed House

Wickford Bungalow- mins to Newport/Beach/URI

Waterfront Retreat on the Mystic River

Thames River Cottage · Near Casinos + USCGA

Luxury waterfront retreat

Kayaks, Treefort, Zipline, Trampoline & Beaches!
Cottage rentals with a kayak

Lake front cottage

Go Jump in the Lake!

Beautiful lakefront retreat just 15 mins to casino

Waterfront, Dog-Friendly Cottage on the Cove

Lake Front "Windy Corner" Cottage

Peaceful Lakehouse | Thompson CT | Gorgeous Views

Cottage 29 - Waterfront Cottage - Close to Newport

Waterfront Oasis minutes from Newport w/ hot tub!
Cabin rentals with a kayak

Mystic Area Waterfront Cabin #3

Mystic Area Waterfront Cabin #1

Casa Lago

Lakeside Landing

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Vinola-Lakeside Cabin on Beach Pond with Sauna

Mystic Area Waterfront Cabin # 2

Mystic Area Waterfront Cabin #5
Quick stats about vacation rentals with a kayak in Charlestown

Total vacation rentals
Explore 20 vacation rentals in Charlestown

Nightly prices starting at
Charlestown vacation rentals start at G$45,993 GYD per night before taxes and fees

Verified guest reviews
Over 1,040 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Charlestown vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Charlestown rentals

4.9 Average rating
Charlestown stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Charlestown
- Rentals with a fire pit Charlestown
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- Rentals with a kayak Washington County
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- Rentals with a kayak United States
- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Ocean Beach Park
- Easton Beach
- Roger Williams Park Zoo
- Second Beach
- Mohegan Sun
- East Matunuck State Beach
- The Breakers
- Bonnet Shores Beach
- Hammonasset Beach State Park
- South Shore Beach
- Mystic Seaport Museum
- Burlingame State Park
- Fort Adams State Park
- Salty Brine State Beach
- Orient Beach State Park
- East Hampton Main Beach
- Narragansett Town Beach
- Easton's Beach
- Wölffer Estate Vineyard
- Ditch Plains Beach
- Bluff Point State Park




