
Holiday rentals with a kayak in Charlestown
Find and book unique kayak rentals on Airbnb
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 £172 per night before taxes and fees

Verified guest reviews
Over 1,050 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Wifi availability
20 of Charlestown holiday rentals include wifi access

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

4.8 Average rating
Charlestown stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with kayak in Charlestown
Guests agree: these rentals with kayak 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.

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.

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!

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!

Luxury Cottage on the Potowomut River 2bd/2b
The Cottage at The Grange is located on the peaceful Potowomut River. It is a beautiful and newly renovated 2 bedroom (king, 2 twin beds) / 2 full bath home with all the modern amenities and conveniences expected from a luxury short-term rental while maintaining the historic charm of this colonial estate. Cook a gourmet meal in the stocked kitchen or BBQ on the deck. Situated on 11 pristine acres enjoy private tennis/pickleball courts, kayak access to Greenwich Bay and much more!

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

Riverview beach cottage
A cozy recently updated beach cottage across from Narrow River in the Middlebridge area of South Kingstown. You can watch the boats go by in summertime on the front porch. Nice quiet neighborhood, take the 3-minute walk to the neighborhood river access and launch the kayak and paddleboard available for our guests to use. Picturesque Narrow River divides Narragansett and South Kingstown. You can take a paddle about 2 miles to the mouth of the river at Narragansett beach.

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)
Step into our beloved lakeside haven on Pasquiset Pond, a place where comfort meets tranquility. Whether you're in search of a peaceful retreat or a cozy spot to reconnect with family, our home offers a warm and inviting escape, perfect for any season. When you're ready to explore, you'll discover beautiful beaches just 10-15 minutes away, along with the unique charm and vibrant local culture that make this area special.

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 kayak rentals in Charlestown
House rentals with a kayak

The Surf Shack - Ocean Views From Every Room

Cozy cottage 5 minutes from UConn

Narrow RiverTIME in Sept Kayaks SUPs canoes bikes!

Waterfront Retreat on the Mystic River

Gorgeous Lake house retreat

Thames River Cottage · Near Casinos + USCGA

The Perch

Crow's Nest Stonington Borough
Cottage rentals with a kayak

Lake front cottage

Kayaks and Glimpses of Westport Bay

Beach Front Cottage in Bristol

Go Jump in the Lake!

Beautiful lakefront retreat just 15 mins to casino

Welcome to EvenTide

Charming Rhode Island Beach House (w/SK BeachPass)

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

Mystic Area Waterfront Cabin #1

Casa Lago

Maxwell Mays Lakefront Cottage

Secluded Lake House

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

Mystic Area Waterfront Cabin # 2

Vinola-Lakeside Cabin on Beach Pond with Sauna

Secluded Cabin on Golden Pond
Destinations to explore
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- York County Holiday rentals
- Rentals with beach access Charlestown
- Rentals with lake access Charlestown
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- Beach house rentals Charlestown
- Beachfront rentals Charlestown
- House rentals Charlestown
- Pet-friendly rentals Charlestown
- Waterfront rentals Charlestown
- Rentals with a washing machine and dryer Charlestown
- Rentals with a patio Charlestown
- Family-friendly rentals Charlestown
- Rentals with outdoor seating Charlestown
- Flat rentals Charlestown
- Rentals with a firepit Charlestown
- Rentals with a kayak Washington County
- Rentals with a kayak Rhode Island
- Rentals with a kayak United States
- Brown University
- Mohegan Sun
- Foxwoods Resort Casino
- East Matunuck State Beach
- Ocean Beach Park
- Charlestown Beach
- Bonnet Shores Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Easton Beach
- Roger Williams Park Zoo
- Point Judith Lighthouse
- Narragansett Town Beach
- Second Beach
- The Breakers
- Hammonasset Beach State Park
- University of Connecticut
- University of Rhode Island
- Soundview Beach
- Wölffer Estate Vineyard
- Easton's Beach
- South Shore Beach
- Ocean Beach
- Orient Beach State Park





