
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
"Ellis" is a fully heated/winterized camp cottage built in the 1960's by the students of Ellis Tech. 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. Enjoy the quintessential lakeside vacation! This is 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.

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!

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.

Charming Historic Schoolhouse on Mystic River
Enjoy stunning Mystic River views from this newly renovated 1BR/1Bath historic schoolhouse. Originally built in 1857 as a one-room school and later relocated, this charming retreat blends historic charm with modern comfort. Thoughtfully furnished to honor its past, it offers a cozy, inviting space for families or couples, to relax and explore Mystic’s rich history, scenic beauty, and waterfront attractions. Perfect for a memorable getaway in a storied New England setting.

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.

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.

Peak Foliage is almost here!
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.
Popular amenities for Charlestown kayak rentals
Holiday House Rentals with a Kayak

Coastal New England Waterfront Home-The Reed House

Wickford Bungalow- mins to Newport/Beach/URI

Narrow River Open this wkend! Fall GET-AWAY kayaks

Waterfront Retreat on the Mystic River

Luxury waterfront retreat

Luxury Cottage on the Potowomut River 2bd/2b

Kayaks, Treefort, Zipline, Trampoline & Beaches!

Beauty and the Beach!
Cottages with a kayak

Lake front 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

Cottage 29 - Waterfront Cottage - Close to Newport

Waterfront Oasis minutes from Newport w/ hot tub!

Private Peaceful Great Island Waterfront Cottage
Cabin rentals with a kayak

Mystic Area Waterfront Cabin #3

Mystic Area Waterfront Cabin #1

Casa Lago

Lakeside Landing

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 $364 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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- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Point Judith Country Club
- Ocean Beach Park
- Easton Beach
- Blue Shutters Beach
- Oakland Beach
- Groton Long Point Main Beach
- Napeague Beach
- Roger Williams Park Zoo
- Horseneck Beach State Reservation
- Second Beach
- Sandy Beach
- Ninigret Beach
- Island Park Beach
- Amagansett Beach
- The Breakers
- Groton Long Point South Beach
- Goddard Memorial State Park
- South Shore Beach
- Mystic Seaport Museum
- Clinton Beach
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