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

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.

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.

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!

Vinola-Lakeside Cabin on Beach Pond with Sauna
Vinola is the "Cabin in the Woods" you've been looking for! Enjoy an idyllic escape from the city year-round. Activities include swimming, fishing, hiking, kayaking or just a cozy snooze with a book on the couch. Top off your stay by trying our traditional wood-fired Finnish sauna. Relax tired muscles and rejuvenate the soul. Private beach and lake access on Beach Pond just 335 feet from the cabin. Check our photos and reviews! Our guests consistently remark that one night isn't enough.

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.

Kayaks and Glimpses of Westport Bay
Stay in a lovely and comfortable cottage with partial views of the bay. The water is just a short walk away past our neighbor with shared access to the water. Enjoy swimming, fishing, or relaxing on the float and soak up the sun. You can also explore the Horseneck Beach, wander the trails, taste the local farms and restaurants, and more. If you want to unwind at the cottage, watch shows on the 65" Samsung Smart TV, fast Wi-Fi, sit on the deck, and flip some burgers on the gas grill.

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.

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.

Cottage 29 - Waterfront Cottage - Close to Newport
Welcome to our luxury waterfront Cottage 29 My family & I have been Renovating & Restoring forgotten homes around the world. Recently we have settled in our gorgeous little new find 'Tiverton, Rhode Island'! We love restoring old homes with a sustainable mindset. Cottage 29 was a forgotten little gem now newly restored & renovated, come join & give Cottage 29 new life & see the images from start to finish!

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

Historic Waterfront Oasis in Shelter Harbor

Quonnie Beach House Walk to the beach

The Surf Shack - Ocean Views From Every Room

Cozy cottage 5 minutes from UConn

The Schooner Coastal Cottage

Beautiful house near Charlestown beaches

Waterfront home with dock, kayaks & paddleboard

Luxury Waterfront Home | Private Dock & Hot Tub
Cottage rentals with a kayak

Lake front cottage

Waterfront cottage overhanging the water!

3 Bedroom Cottage Gem

Montauk Waterfront Cottage

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Go Jump in the Lake!

Beautiful lakefront retreat just 15 mins to casino

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

Casa Lago

Secluded Lake House

The Camp

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

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

Mystic Area Waterfront Cabin # 2

Secluded cabin w/ Finnish Sauna & Forest Baths

Moon & Herb - 2 Bedroom Cabin
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$35,553 GYD per night before taxes and fees

Verified guest reviews
Over 990 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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- Rentals with a kayak Washington County
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- Beach
- Brown University
- Charlestown Beach
- East Matunuck State Beach
- Mohegan Sun
- Ocean Beach Park
- Bonnet Shores Beach
- Easton Beach
- Foxwoods Resort Casino
- Roger Williams Park Zoo
- Mystic Seaport Museum
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- Wölffer Estate Vineyard
- University of Connecticut
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