
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 Roun 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.

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.

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.

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!

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 School House, Mystic River Cottage
Once a local schoolhouse relocated in 1857, this 1-bedroom, 1-bath cottage now offers a peaceful retreat on the Mystic River. Enjoy a private entrance, full kitchen, cozy family room, and patio with stunning river and drawbridge views. Perfect for couples or solo travelers seeking historic charm and waterfront tranquility, just a short walk from Downtown Mystic and the Seaport.

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.

Simply a Sanctuary at Watchaug
Simply a sanctuary at Watchaug Pond. A newly constructed house decorated in a beach theme. A short walk to the fresh water Pond and minutes away from many Southern RI beaches and golf courses. Easy access to Watchaug pond’s boat ramp for kayaking, paddle boards, canoeing, boating, fishing, swimming and relaxing.

Lakeside cottage with beautiful views up the lake!
Perfect cottage for a family, a couple, or friends. Relax by the serenity of the lake, and enjoy our kayaks, canoe, 2 fire pits, games, and more. Foxwoods, Mystic, and other attractions are only 10 minutes away. There is a lot of nature to see, as well as attractions in town and great restaurants in the area.
Popular amenities for Charlestown kayak rentals
Holiday 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

Lake House w/Game Rm 5 Min From Foxwoods & Mohegan

Gorgeous Lake house retreat

Luxury Cottage on the Potowomut River 2bd/2b

Stylish Farmhouse in North Fork
Cottages with a kayak

Shelter Island Waterfront Getaway

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

Waterfront, Dog-Friendly Cottage on the Cove

Cottage 29 - Waterfront Cottage - Close to Newport

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

Mystic Area Waterfront Cabin #1

Casa Lago

Lakeside Landing

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

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Vinola-Lakeside Cabin on Beach Pond with Sauna

Mystic Area Waterfront Cabin # 2

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 $362 NZD 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 lake access Charlestown
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- Pet-friendly rentals Charlestown
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- Family-friendly rentals Charlestown
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- Rentals with a fire pit Charlestown
- Apartment rentals Charlestown
- Rentals with a fireplace Charlestown
- Rentals with a kayak Washington County
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- Rentals with a kayak United States
- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Point Judith Country Club
- Ocean Beach Park
- Easton Beach
- Blue Shutters Beach
- Groton Long Point Main Beach
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- Horseneck Beach State Reservation
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- Amagansett Beach
- Sandy Beach
- The Breakers
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- Island Park Beach
- Clinton Beach
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- South Shore Beach
- Goddard Memorial State Park
- Pawtucket Country Club
- Grove Beach




