Vacation rentals with a kayak in Westerly

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Top-rated kayak rentals in Westerly

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Top guest favorite

A vibrant kayak is positioned on a rack beside a lush green tree, with a sandy path leading toward a tranquil cove. Surrounding vegetation includes tall grasses and shrubs, providing a natural backdrop to the serene landscape.

Guesthouse in North Kingstown

4.99 out of 5 average rating, 291 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.

Guest favorite

A lakeside cabin is framed by vibrant autumn foliage, showcasing a rich red exterior. The structure is positioned on a grassy area with steps leading to the water. The serene lake can be seen in the background, reflecting the clear blue sky.

Home in East Haddam

4.93 out of 5 average rating, 246 reviews

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

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, 156 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.

Guest favorite

Cabin in Voluntown

4.94 out of 5 average rating, 692 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

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, 196 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.

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, 110 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 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

4.96 out of 5 average rating, 113 reviews

Beautiful lakefront retreat just 15 mins to casino

Beautiful waterfront home with unobstructed views of Oxoboxo Lake! Quiet area yet just 30 minutes to Mystic. Upper level has 2 cozy bedrooms – one with a queen bed and one with 2 twin beds, a spacious living area with direct lake views, and a full bathroom. Lower level has a second mini kitchen with fridge, sink, microwave and table, large living room, bathroom, and doors leading directly onto the lakeside patio. Lower level has a twin size bed in living area for extra sleeping space.

Top guest favorite

Cottage in Narragansett

5 out of 5 average rating, 239 reviews

♥CozyGetaway-Narragansett-15min to Newport-HotTub♛

Your ideal beach, kayaking, surfing, hiking, vacation awaits! Come stay at this comfy home equipped with an outdoor shower, hot tub, laundry, WiFi, AC, 2 private rooms. Located just walking distance to Narrow River and a neighborhood beach, this home is minutes from RI's most popular beaches, the Block Island Ferry, and Newport RI. Explore nearby award-winning restaurants and landmarks. Whether it's history, adventure, good food, or island-time aspirations, we've got you covered.

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, 330 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.

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, 132 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

4.95 out of 5 average rating, 244 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.

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

4.96 out of 5 average rating, 231 reviews

The nicest time of year is at our doorstep!

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.