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Vacation rentals with a kayak in Westerly

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Westerly

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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

4.97 out of 5 average rating, 166 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

A private deck is furnished with two comfortable chairs and a small table, offering a view of the serene cove and surrounding greenery. The space is set against a backdrop of trees and open water, creating a peaceful outdoor retreat.

Guesthouse in North Kingstown

4.99 out of 5 average rating, 280 reviews

The Boathouse61

Recently built studio above "The Boathouse". Feel pampered in this airy studio space w/ kitchenette, bath, king bed, & sitting area. Relax on private 2nd story deck overlooking the cove. Kayak to Historic Wickford, paddle around Rabbit Island, the various marinas, or out Narragansett Bay! Enjoy spectacular views, a breathtaking sunrise & fabulous restaurants. 15 mins to TF Green Airport, <30 mins to Providence, Newport, & Narragansett, 20 mins to URI, & less than a mile to Wickford Village.

Top guest favorite

A waterfront home with a modern design is set against a lush green lawn. The property features large windows reflecting the colorful surroundings and includes a dock leading to the water. Two kayaks are visible on the grass, complementing the serene outdoor atmosphere.

Home in South Kingstown

4.99 out of 5 average rating, 150 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.

Cabin in Voluntown

4.94 out of 5 average rating, 684 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, 125 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

Home in Stonington

4.99 out of 5 average rating, 106 reviews

New Stonington Waterfront

Beautiful new five bedroom, four bath waterfront home on Wequetequock Cove in Stonington, built in 2021. Water views from the house and backyard patio, with outdoor dining area and fire pit. Sandy Point, Napatree Beach, East Beach Watch Hill and Dubois Beach are all accessible by car or boat. Paddle to Saltwater Farm Vineyard up the Cove, or explore Barn Island Nature Preserve. Just minutes from Stonington Borough, Downtown Mystic, Mystic Seaport, Mystic Aquarium, Westerly and Watch Hill.

Top guest favorite

The view showcases a serene lake setting, with shoreline trees providing natural framing. A wooden deck extends outward, leading down to the water. Kayaks and a paddle boat are visible on the lake, inviting potential activities for guests.

Home in Preston

5 out of 5 average rating, 193 reviews

New Lake Front Home w/ Game Room & Stunning Views

Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 7 min. from Foxwoods, 15 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 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, 328 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.

A scenic view from a wooden deck showcasing a serene river, with a dock extending into the water. A boat is anchored at the dock, surrounded by lush greenery and clear blue skies, creating a peaceful outdoor atmosphere.

Home in Montville

4.9 out of 5 average rating, 146 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

The cottage is depicted from across the tranquil river, showcasing its large glass windows reflecting the warm glow of the interior lights. The surrounding greenery and outdoor dining area create a serene atmosphere, enhancing the peaceful riverside setting.

4.98 out of 5 average rating, 281 reviews

“The Answer” Your Unique, Tidal, Riverfront Escape

“The Answer” is listed in “Only In Your State” 2024 - titled “This Riverfront Retreat Will Be Your New Favorite Destination” and Travellers Worldwide 2022 and 2023 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil tidal water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.

Colorful kayaks are stored securely on racks beside a grassy area, with a tranquil lake visible in the background. A wooden railing surrounds the space, and a small storage unit is positioned near the kayaks, providing easy access for watercraft activities.

Tiny home in East Lyme

4.96 out of 5 average rating, 102 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 calm pond reflects the surrounding woods, with two kayaks resting on the shore. The lush greenery is complemented by a rustic cabin in the background, partially obscured by trees. A serene atmosphere is created by the harmonious blend of nature and the cozy setting.

Cabin in North Stonington

4.97 out of 5 average rating, 225 reviews

Summer’s in full swing. Get to the cabin!

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.

Vacation rentals for every style

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Popular amenities for Westerly kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

A sunset view over Jordan Cove is captured, showcasing vibrant pink and orange hues blending into the evening sky. The American flag gently flutters in the foreground, while the calm water reflects the colorful display, creating a serene atmosphere.

Home in Waterford

4.95 out of 5 average rating, 118 reviews

Coastal New England Waterfront Home-The Reed House

Top guest favorite

An aerial view showcases a coastal home surrounded by lush green lawn with the Atlantic Ocean visible in the distance. The shoreline curves gently along the property, while neighboring homes are positioned nearby. A serene atmosphere characteristic of the Matunuck Point area is presented.

Home in South Kingstown

5 out of 5 average rating, 97 reviews

Unique Home with Panoramic Ocean and Pond Views

Top guest favorite

A spacious covered deck is highlighted by comfortable seating, including wicker chairs and a red sectional sofa. The deck overlooks a serene lake, with clear skies and distant hills visible in the background. A dining table is present, perfect for outdoor meals.

Home in Preston

5 out of 5 average rating, 62 reviews

New Lake House w/Game Room&Views

A two-story, brown wooden house is situated near the water, featuring multiple balconies and large windows. A wooden staircase leads down to the stone-studded shoreline. Lush greenery surrounds the property, with a hammock visible among the trees and a dock extending into the lake.

Home in East Hampton

4.98 out of 5 average rating, 107 reviews

Classic Lake House~4 Steps to water_FirePit_kayaks

Top guest favorite

A spacious grassy area displays a kayak rack holding two colorful kayaks. A single green kayak rests on the ground nearby. Lush greenery surrounds the area, providing a natural and serene backdrop.

Home in East Greenwich

5 out of 5 average rating, 85 reviews

Luxury Cottage on the Potowomut River 2bd/2b

A spacious deck overlooks a serene lake, featuring a patterned outdoor rug and a table with seating. An umbrella provides shade, while a grill stands ready for use. Vibrant flowers add color, complementing the clear blue sky and peaceful surroundings.

4.97 out of 5 average rating, 137 reviews

Come relax at Lakeside Landing

A dining area is set with a light wooden table and white chairs, positioned beneath a modern chandelier. Large windows frame scenic views of Ninigret Pond, with a private dock visible outside, surrounded by greenery and blue skies.

Home in Charlestown

4.96 out of 5 average rating, 49 reviews

Waterfront home with dock, kayaks & paddleboard

A charming blue house features large glass windows and a covered porch. The structure is surrounded by trees with budding leaves. A white railing extends across the front, providing a welcoming appearance to the entryway.

Home in Westerly

4.79 out of 5 average rating, 14 reviews

Riverfront property on 6+ acres with private dock

Cottage rentals with a kayak

A charming cottage is set against a backdrop of lush greenery, with two decks extending toward the lake. Kayaks sit peacefully on the water's edge, inviting relaxation and adventure. Large blue doors and smooth wooden railings create a welcoming entrance to this tranquil retreat.

Cottage in Ledyard

4.89 out of 5 average rating, 215 reviews

Waterfront cottage overhanging the water!

The image showcases a peaceful lakeside setting with a cottage and a screened gazebo near the water. The area features lush trees and a well-maintained lawn leading to the private beach area on the lake. A clear blue sky is visible overhead.

Cottage in Killingly

4.94 out of 5 average rating, 449 reviews

Lake front cottage

Top guest favorite

A traditional New England-style house features a front porch supported by white columns. Two white chairs and a small table are arranged on the porch, complemented by a dark front door. Large windows allow natural light to fill the space, surrounded by green landscaped areas.

Cottage in Shelter Island

4.96 out of 5 average rating, 112 reviews

3 Bedroom Cottage Gem

Top guest favorite

A cozy sleeping area features a spacious bed with plaid bedding and decorative pillows. A wicker chair sits beside the bed, and soft lighting is provided by two bedside lamps. A sliding door opens to a private outdoor space, adorned with patio furniture.

Cottage in Ledyard

4.91 out of 5 average rating, 116 reviews

Mystic, CT Pet-Friendly Cottage with Hiking Trails

A backyard patio area is shown, featuring a seating arrangement of several chairs and a table. A fire pit is positioned on a stone surface, surrounded by grass and landscaping. The view overlooks the lake, with boats visible in the background and lush trees framing the scene.

Cottage in East Haddam

4.91 out of 5 average rating, 138 reviews

Direct Waterfront Cottage on Moodus Reservoir.

Cottage in Vernon

4.97 out of 5 average rating, 117 reviews

Vintage Bolton Lake

A spacious living area is featured, with large windows offering unobstructed views of the lake. Comfortable seating includes a sectional sofa and accent chairs, complemented by warm wood tones. The kitchen area is visible, showcasing a large island and wooden cabinetry.

Cottage in Montville

4.95 out of 5 average rating, 110 reviews

Beautiful lakefront retreat just 15 mins to casino

Top guest favorite

The newly renovated house is set against a backdrop of trees, featuring a charming exterior with grey siding and a brick chimney. A small porch is visible, and colorful autumn leaves are scattered across the front yard, enhancing the welcoming appearance.

Cottage in Colchester

4.97 out of 5 average rating, 179 reviews

Lakefront peaceful getaway cottage

Cabin rentals with a kayak

The exterior of a rustic cabin is presented, featuring a red wooden façade with a welcoming porch. A ramp leads to the front door adorned with a decorative window. Lush greenery surrounds the cabin, enhancing its natural setting.

Cabin in Lebanon

4.83 out of 5 average rating, 23 reviews

Casa Lago

A well-maintained grassy area leads to a serene lake with clear blue water. Two chairs and a fire pit are arranged on the lawn, providing a space to relax. Lush green trees surround the scene, enhancing the natural beauty.

Cabin in North Stonington

4.93 out of 5 average rating, 60 reviews

Lakeside Landing

Several colorful canoes and kayaks are neatly arranged near the edge of a tranquil pond, surrounded by lush greenery. A wooden dock extends towards the water, with a comfortable seating area visible in the background, adding to the serene outdoor setting.

Cabin in Foster

4.95 out of 5 average rating, 44 reviews

Secluded Lake House

The cabin is positioned near Lake Chaffee, featuring a deck area with seating for outdoor relaxation. Surrounding trees add a natural backdrop, while the sunset casts warm light over the landscape. The tranquil lake reflects the colors of the evening sky.

Cabin in Ashford

4.87 out of 5 average rating, 95 reviews

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

A marina cabin with a light blue exterior is visible, positioned near the water. Kayaks of various colors are neatly stored on racks, while one red kayak is launched at the water's edge. Accessible pathways lead to the cabin entrance.

Cabin in Stonington

4.75 out of 5 average rating, 8 reviews

Mystic Area Waterfront Cabin # 2

Top guest favorite

Cabin in Voluntown

4.95 out of 5 average rating, 747 reviews

Vinola-Lakeside Cabin on Beach Pond with Sauna

The blue exterior of the cottage is complemented by a row of colorful paddles displayed against the wall. Lush greenery and flowers frame the base of the house, with a view of the lake visible to the side through the trees.

Cabin in Coventry

4.89 out of 5 average rating, 141 reviews

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

Top guest favorite

A spacious outdoor area features a private dock along the lake, with multiple lounge chairs positioned for relaxation. Lush greenery surrounds the well-maintained yard, and a series of steps leads to the cabin. Soft lighting enhances the serene environment at dusk.

Cabin in East Haddam

5 out of 5 average rating, 26 reviews

Lakeshore Cabin with boat dock

Quick stats about vacation rentals with a kayak in Westerly

Total rentals
20 properties
Nightly prices starting at
$140 before taxes and fees
Total number of reviews
800 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

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