
Holiday rentals with a kayak in Charlestown
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Top-rated Accommodation with a Kayak in Charlestown
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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.

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.

Waterfront, Dog-Friendly Cottage on the Cove
The cutest cottage on the cutest cove. Whether you’re into rosé & summer sun, hot chocolates in winter, a week off or a weekend away, Cove Cottage has water front views and a new dock to help you relax, unwind and enjoy the best of Aquidneck Island. One hour from Boston, and just 25 minutes to Newport, you have endless possibilities for what to do. Take out the kayaks or paddle board around the cove, dine in Newport or explore all Rhode Island has to offer!

Cute Little House in Town
Cute little guesthouse perfect for two people, but could also work for three with advance notice. There is a queen bed upstairs, and a couch downstairs, there are two fold out cots available upon request. The deck overlooks the huge backyard. The television has a Roku boxes so you can watch Netflix, Amazon Videos, etc. I have a friendly dog named Barney who is often outside on the property.

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.

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.

Modern Waterfront Tiny House
Welcome to Your Lakeside Wonderland! Tiny House, Huge Charm! Tiny in Size, Grand in Experience: Nestled on the serene shores of Pattagansett Lake, our brand-new tiny house offers a magical escape. Compact yet bursting with all the comforts of home, this little gem is a marvel of modern living in a cozy package.
Popular amenities for Charlestown kayak rentals
Holiday House Rentals with a Kayak

Serenity Ashford Lake

Coastal New England Waterfront Home-The Reed House

Cozy cottage 5 minutes from UConn

Gorgeous Lake house retreat

Waterfront Retreat on the Mystic River

Beautiful Home on Connecticut Shore

Beautiful house near Charlestown beaches

Kayaks, Treefort, Zipline, Trampoline & Beaches!
Cottages with a kayak

3 Bedroom Cottage Gem

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Go Jump in the Lake!

Beautiful lakefront retreat just 15 mins to casino

Cottage 29 - Waterfront Cottage - Close to Newport

Peaceful Lakehouse | Thompson CT | Gorgeous Views

Waterfront Oasis minutes from Newport w/ hot tub!

Private Peaceful Great Island Waterfront Cottage
Cabin rentals with a kayak

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

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

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

Total holiday rentals
Explore 20 holiday rentals in Charlestown

Nightly prices starting at
Charlestown holiday rentals start at $316 AUD per night before taxes and fees

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

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Charlestown holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- 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
- The Breakers
- Mohegan Sun
- South Shore Beach
- Bonnet Shores Beach
- Hammonasset Beach State Park
- Mystic Seaport Museum
- East Matunuck State Beach
- Fort Adams State Park
- Burlingame State Park
- Salty Brine State Beach
- Orient Beach State Park
- Narragansett Town Beach
- East Hampton Main Beach
- Easton's Beach
- Wölffer Estate Vineyard
- Bluff Point State Park
- Ditch Plains Beach




