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Vacation rentals with a kayak in Charlestown

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Charlestown

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Guest favorite
An inviting entrance is framed by a dark archway and a decorative gate. Lush greenery and blooming flowers line the path, which is paved with bricks. Soft colors from the garden create a serene atmosphere, inviting visitors to explore the landscaped area beyond.
Apartment in North Kingstown
4.96 out of 5 average rating, 170 reviews

Wickford Waterfront 12 min to Newport & 15 min URI

Enjoy sweeping views of Narragansett Bay, including Jamestown, Fox Island, and the bridges to Jamestown and Newport. Wake to spectacular sunrises and the sounds of the water lapping at the shore. This two- bedroom open living apartment is two minutes to Wickford, 15 minutes to Jamestown, Newport, and 20 minutes to URI. The living room opens to a private deck for grilling, relaxing or watching the boat activity as the moon rises over the bay. On site kayaking swimming and other water activities.

Top guest favorite
Two Adirondack chairs are positioned near the water's edge, facing a tranquil pond. Sunlight reflects off the water surface, with a small table placed between the chairs. Lush greenery and a tree provide a serene backdrop.
Home in South Kingstown
4.99 out of 5 average rating, 160 reviews

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.

Top guest favorite
A camp cottage exterior is shown, featuring a wooden facade with a red trim. Two rocking chairs are situated on the porch, inviting relaxation. Multiple windows allow natural light to enter, and a pathway leads to the entrance among the surrounding trees.
Cabin in Voluntown
4.94 out of 5 average rating, 698 reviews

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!

Top guest favorite
A spacious front porch features contemporary outdoor seating with scenic views of the ocean. The deck is surrounded by a low railing and includes a table, inviting relaxation while enjoying the coastal surroundings. Lush greenery and a pathway are visible beyond the porch.
Home in Narragansett
4.98 out of 5 average rating, 130 reviews

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.

Top guest favorite
An open-concept living space is illuminated by natural light, featuring a modern kitchen with a large marble island and bar seating. A cozy seating area is positioned nearby, with a view of a decorative sign reading 'Relax.' A spiral staircase leads to the upper loft.
Home in Preston
5 out of 5 average rating, 197 reviews

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.

Top guest favorite
A tranquil outdoor scene features four white lounge chairs arranged under a striped umbrella by the water's edge. A wooden dock extends into the calm water, surrounded by lush greenery and a scenic sunset sky filled with soft clouds.
Home in South Kingstown
4.97 out of 5 average rating, 114 reviews

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!

Top guest favorite
A bright living area showcases a comfortable leather sofa paired with a colorful accent chair. Large windows allow natural light to fill the space, while a small globe and decorative items add a touch of character. Wooden floors complement the cozy atmosphere.
Cottage in Groton
4.96 out of 5 average rating, 332 reviews

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.

Guest favorite
The living area features a large sectional sofa with a throw pillow, a dark coffee table, and a dining area with a wood table. Sliding glass doors open to a scenic view of the Thames River and the outdoor deck.
Home in Montville
4.9 out of 5 average rating, 158 reviews

Thames River Cottage · Near Casinos + USCGA

4 MILES from MOHEGAN SUN! FREE EV LVL-2 Charging! Come relax at the cottage on the Thames River w/ direct river view and access, free Kayaks on site for use, spacious patio, firepit, gas grill, privet boat launch/dock. 10 min from CT College & USCGA, 20-25 min drive to Foxwoods, Mystic, Stonington, Vineyards, local breweries, New London Navy Base, Pfizer, GD (EB) & Mitchell. Cottage is located at the end of Point Breeze (Horton Cove side) with direct river access.

Top guest favorite
A cozy sleeping area features warm wood accents and a spacious bed with earthy-toned bedding. Large windows provide ample natural light and showcase a serene lake view framed by lush trees. Built-in shelves are adorned with decorative items, enhancing the inviting decor.
Tiny home in East Lyme
4.95 out of 5 average rating, 127 reviews

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!

Top guest favorite
A serene lake scene captures a modern gray house surrounded by vibrant autumn foliage. The water reflects the house and trees, creating a harmonious composition. A wooden deck is visible, leading toward the tranquil lake, enhancing the peaceful atmosphere of the setting.
Home in North Stonington
4.96 out of 5 average rating, 135 reviews

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.

Top guest favorite
A light-filled living area features a cozy couch and an armchair, with a wooden coffee table displaying magazines and a remote. A television with a streaming box is present, and indoor plants add a touch of greenery. Large windows provide views of the deck outside.
Guesthouse in South Kingstown
4.96 out of 5 average rating, 248 reviews

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.

Top guest favorite
A charming cabin with a red exterior sits surrounded by colorful autumn foliage, reflecting on the calm surface of a pond. A spacious deck is visible, featuring a patio chair and table, while a kayak rests nearby on the grassy shore.
Cabin in North Stonington
4.96 out of 5 average rating, 235 reviews

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.

Popular amenities for Charlestown kayak rentals

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$43,860 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,040 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!