Vacation rentals with a kayak in Bristol County

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Top-rated kayak rentals in Bristol County

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Guest favorite

The exterior of a seaside home is illuminated during twilight, showcasing large windows that reflect the shimmering water below. Soft lights outline the porch and surrounding area, creating a welcoming ambiance. The peaceful shoreline is visible in the foreground, enhancing the serene atmosphere.

Home in Bristol

4.92 out of 5 average rating, 102 reviews

Bristol by the Bay, Waterfront Retreat, Sleeps 10!

New in 2025: updated bedrooms, refreshed kitchen, and a sunroom with panoramic water views! This spacious, waterfront home in scenic Bristol, RI has 5 large bedrooms, sleeps 10 comfortably, and can stretch to 12 with small children. Enjoy stunning views of sparkling Mt. Hope Bay from nearly every room. Relax on the deck or patio, or cozy up indoors. Located on a quiet coastal street near shops, dining, and harbor walks. Ideal for family trips, weekend escapes, or romantic getaways. 1 pet welcome

Guest favorite

An outdoor dining area overlooks the tranquil cove. The table is surrounded by six wicker chairs, set against a backdrop of calm blue water and a clear sky dotted with fluffy white clouds.

Cottage in Portsmouth

4.97 out of 5 average rating, 128 reviews

Waterfront Oasis minutes from Newport w/ hot tub!

Welcome to our charming waterfront Oasis! Located on Blue Bill Cove, our private cottage is steps away from Island Park beach, dining, & local attractions. Stroll down Park Ave to enjoy some ice cream and burgers at Schultzy's or a lobster roll from Flo's Clam Shack (seasonal) while you take in the ocean views. Head to Bristol or Newport, relax at one of the local vineyards and breweries, or enjoy a day on the golf course. Our cottage is also conveniently located near wedding venues & colleges.

Guest favorite

The exterior of a charming blue cottage is visible, surrounded by neatly landscaped gardens featuring gravel pathways and lush greenery. A spacious patio with a dining table and chairs is situated to the side, inviting outdoor gatherings.

Townhouse in Jamestown

4.92 out of 5 average rating, 101 reviews

Cottage in the heart of Jamestown village

Welcome to your cozy getaway in historic and beautiful Jamestown! Our cottage is steps away from the village: grocery, liquor store, playground, restaurants, shops & ferry to Newport w/ in walking distance. 10 min walk to Mackerel cove beach. You will have the front townhouse to yourself, separate entrance, front yard and 2-3 driveway spots. Relax on the patio, grill & entertain! Come get your Second Wind! Note: Upstairs has low ceilings. Mssg if you can’t find the dates you are looking for!

Top guest favorite

An outdoor deck features a dining table surrounded by cushioned chairs, offering a serene view of the lake. A patterned area rug is placed underneath, adding texture. Lush greenery and the water's reflection can be seen in the background, contributing to a tranquil atmosphere.

Cottage in Taunton

5 out of 5 average rating, 50 reviews

Lakefront Cottage w/Private Beach

Come stay in our cozy lakefront cottage. Outdoor deck w/dining table that leads to a fully fenced in backyard w/outdoor shower and private beach. 2 Single Kayaks available to use! Centrally located but quiet. Located down a dead end street on Lake Sabbatia. 10 Miles to Xfinity Center 17 Miles to Patriot Place&Gillette 29 Miles to Providence 39 Miles to Boston Currently set up as a 1 bedroom w/an office. Second “bed” is an extra thick futon in the sunroom. Follow us @sabbatiacottage

Top guest favorite

An aerial view of a lakeside property surrounded by trees, featuring a spacious outdoor area with docks and decks. The house presents a blend of outdoor seating and recreational spaces, including a small beach area. The tranquil Waters of Woods Pond are visible in the foreground.

Home in Middleborough

5 out of 5 average rating, 34 reviews

Pelicans Bog on Woods Pond in Middleboro

Centrally located in Middleboro, this 3 bedroom house on Woods Pond is in a private community. Enjoy the massively spacious out door space while you fish directly off your private dock in the water. Kayak the pond with 2 tandem kayaks provided. Enjoy breezy dinners on the elevated deck overlooking the pond. There is an Air Hockey table located just off the basement bonus room or the foosball table inside. A dedicated large office space fully equipped and minutes to MBTA 1 hour to Boston.

Guest favorite

Two colorful kayaks are positioned on a concrete dock, with the calm waters of the bay extending into the distance. The sky above is clear with some soft clouds, reflecting a tranquil outdoor setting.

Cottage in Westport

4.89 out of 5 average rating, 110 reviews

Kayaks and Glimpses of Westport Bay

Stay in a lovely and comfortable cottage with partial views of the bay. The water is just a short walk away past our neighbor with shared access to the water. Enjoy swimming, fishing, or relaxing on the float and soak up the sun. You can also explore the Horseneck Beach, wander the trails, taste the local farms and restaurants, and more. If you want to unwind at the cottage, watch shows on the 65" Samsung Smart TV, fast Wi-Fi, sit on the deck, and flip some burgers on the gas grill.

Top guest favorite

The exterior of a welcoming home is shown, featuring a porch with elegant front doors. Soft lighting illuminates the entryway, while lush greenery and colorful flowers enhance the landscape, providing a warm and inviting entrance.

Apartment in Pembroke

4.99 out of 5 average rating, 132 reviews

Beautiful Lakeside Apt between Boston and Cape Cod

Beautiful apartment, with extraordinary lake views, located on a quiet street and midway between Boston and Cape Cod. Access to the lake is just feet from your back door. Enjoy grilling, swimming and the use of kayaks, canoe and standup paddle boards. 1 bed, 1 bath, can sleep 5 with a pull out queen and twin couches. Full kitchen, laundry, internet, cable. Your own access with keypad and off street parking is an added bonus. NO SMOKING OF ANY KIND IN OR OUTSIDE-NO EXCEPTIONS.

Guest favorite

The exterior of a modern two-story home is shown, featuring light gray siding and a covered entryway. Lush greenery and a circular driveway lead to the waterfront, providing a clear view of the serene surroundings.

Home in Somerset

4.95 out of 5 average rating, 42 reviews

Whole Waterfront house

Welcome to A Piece of Haven. A serene waterfront retreat that's perfect for the gathering of friends and family to relax. With ample space for everyone to unwind and create memories. Great waterview and water access. You can take a stroll to the parking nearby or drive a short distance to the Battleship Cove, Mt. Hope Bridge, Braga Bridge, and the ocean. You can fish right on the back of the house for scups, stripe bass and blue fish. Book to enjoy your getaway stay.

Top guest favorite

A wooden dock extends over calm waters, reflecting lights from nearby shorelines. Fireworks burst in vibrant colors above the water, illuminated against a cloudy evening sky. Soft lights from distant buildings create a serene atmosphere, enhancing the tranquil setting of the cove.

Cottage in Portsmouth

4.96 out of 5 average rating, 132 reviews

Waterfront, Dog-Friendly Cottage on the Cove

The cutest cottage on the cutest cove. Whether you’re into rosé & summer sun, hot chocolates in winter, a week off or a weekend away, Cove Cottage has water front views and a new dock to help you relax, unwind and enjoy the best of Aquidneck Island. One hour from Boston, and just 25 minutes to Newport, you have endless possibilities for what to do. Take out the kayaks or paddle board around the cove, dine in Newport or explore all Rhode Island has to offer!

Top guest favorite

An expansive deck features a serene gazebo, surrounded by seating options. A stunning sunset casts vibrant hues across the sky and reflects on the water, with the coastline visible in the distance.

Home in Fairhaven

5 out of 5 average rating, 30 reviews

Stunning Luxury House with Sunset & Private Beach

Luxury rental with unobstructed, breathtaking SUNSETS from the expansive deck that overlooks Buzzards Bay. Enjoy a Cape Cod experience without any of the traffic. Perfect for families, the private beach and fire pit area provide a relaxing place to splash, play and make memories. This oceanfront home is a few minutes from charming towns, such as Mattapoisett, Fairhaven, New Bedford, top-notch restaurants and the ferry to Martha's Vineyard and Nantucket.

Top guest favorite

An aerial view captures the charming guest house amid lush greenery, set against a vibrant sunset sky. The well-maintained landscape includes varied trees and neatly arranged bushes, while the inviting entrance displays welcoming steps leading to the front door.

Guest suite in Middletown

5 out of 5 average rating, 189 reviews

Hilltop - Coastal Getaway near beaches and Newport

Welcome to "Hilltop", our beautiful 3 room guest house is tastefully decorated with the seashore in mind. Hilltop is the perfect place for your short or extended stay on Aquidneck Island. Situated only a mile from the area's best beaches, and 2 miles to downtown Newport, Hilltop is close to everything the area has to offer, yet far enough away to provide a peaceful retreat so you can sit back and relax. - Hilltop is handicap accessible.

Top guest favorite

A bright dining area is illuminated by natural light, featuring a round table surrounded by four upholstered chairs. Large windows provide views of the outdoors, while a potted plant and a decorative bowl add warmth. The space is complemented by a woven rug and modern ceiling fan.

Cottage in Portsmouth

5 out of 5 average rating, 10 reviews

Welcome to EvenTide

EvenTide is a newly remodeled 1930's Kingston Cottage with modern conveniences and a splash of coastal inspiration. Ferry over to a hidden retreat to relax, unwind and enjoy all Prudence Island has to offer with miles of hiking trails, beautiful beaches, kayaking, biking, stunning views and even digging your own clams for a fresh Sea to Table meal. A secluded Island getaway in the middle of Narragansett Bay!