Holiday rentals with a kayak in Block Island Sound

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Top-rated rentals with kayak in Block Island Sound

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

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Top guest favourite
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
4.93 out of 5 average rating, 134 reviews

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Unwind at this peaceful, private Cottage with a fenced garden courtyard. Enjoy onsite hiking trails, EV chargers, an outdoor lounge, hammocks, firepit, lawn games, and a gas grill. Your stay includes organic breakfasts and eco-friendly amenities. Just 6 miles from Mystic, the Cottage is your dream escape. Book your stay now and create lasting memories with your pet! ❤️The Cottage books fast for weekends, holidays, & all of summer and fall. We recommend booking soon to guarantee your getaway.❤️

Top guest favourite
A calm pond is depicted, surrounded by lush greenery and trees. Sunlight reflects off the water, creating a shimmering effect. Lily pads are visible on the surface, with a rustic stone pier in the foreground, adding a natural touch to the serene landscape.
Cabin in Thompson
4.98 out of 5 average rating, 178 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

A secluded, romantic, rustic, cabin alongside the French River - Frog Hollow is a perfect place to get away and experience the luxury of a wood fired sauna and forest baths. Located in the Quiet Corner of CT, relax as you watch the ducks, herons, turtles, and beavers along the river. Cook a delicious meal in the porch-enclosed kitchen, cozy up next to the woodstove fireplace, work remotely with a water view, or go for a paddle on the river. Ideal for a couple or solo traveler wanting to unwind.

Top guest favourite
A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.
Home in East Haddam
4.93 out of 5 average rating, 337 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 favourite
A cozy houseboat is seen floating on the water, featuring a welcoming porch with two light blue chairs. The reflection of the boat and surrounding trees is visible in the calm river, highlighting the serene atmosphere of the setting.
Boat in Old Lyme
5 out of 5 average rating, 103 reviews

Sunny Daze

This dreamy houseboat rests gently at a family-owned marina, where time seems to slow and nature leans in close. Surrounded by peaceful river views, tall grasses, and birdsong, it’s a floating haven for those seeking calm and creativity. Whether you’re sipping coffee on the deck at sunrise or watching the moon ripple across the water, this riverside retreat invites you to drift, dream, and just be. Enjoy a fire or jump on a paddle board or kayak f or an adventure down the river it has it all!

Top guest favourite
A warmly colored dining area features a round wooden table surrounded by six chairs. A large vase rests at the center of the table, with soft lighting provided by a nearby lamp. A Persian rug accents the wooden floor, and natural light filters through the windows.
Home in Stonington
4.95 out of 5 average rating, 105 reviews

Crow's Nest Stonington Borough

Two floor private suite in antique quaint and cozy mansard. in your space is hot pot/teas, microwave, toaster, washer and dryer - shared refrigerator, ice. Fresh Coffee provided each am in a thermos. Airy upstairs bedroom with half bath, queen bed, full cable tv and water view. Downstairs private dining room/sitting area with queen sleep sofa, full bath. Stonington Borough is the quintessential charming seaside village - stroll and explore all breakfast/dinner options five minute walk away!

Top guest favourite
Home in South Kingstown
4.98 out of 5 average rating, 141 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 favourite
The cottage features a welcoming exterior with a front porch and an American flag displayed. Lush landscaping with green grass and carefully arranged plants surrounds the gravel pathway leading up to the entrance, illuminated by soft evening light.
Home in East Greenwich
5 out of 5 average rating, 114 reviews

Luxury Cottage on the Potowomut River 2bd/2b

The Cottage at The Grange is located on the peaceful Potowomut River. It is a beautiful and newly renovated 2 bedroom (king, 2 twin beds) / 2 full bath home with all the modern amenities and conveniences expected from a luxury short-term rental while maintaining the historic charm of this colonial estate. Cook a gourmet meal in the stocked kitchen or BBQ on the deck. Situated on 11 pristine acres enjoy private tennis/pickleball courts, kayak access to Greenwich Bay and much more!

Top guest favourite
A two-story cottage features a spacious deck with railings, accessible from the ground level. Outdoor dining furniture is arranged upon the wooden deck, surrounded by green grass and foliage. Large windows provide natural light to the structure, enhancing the inviting atmosphere of the home.
Home in Stonington
4.89 out of 5 average rating, 135 reviews

Waterfront Cottage with Dock

Arts & Crafts cottage with dock on ocean cove and close to the beaches. You’ll love the backyard and waterfront fire pit. Canoe, kayak and paddle boards are complimentary. Bring your own boat or rent one for 50% off at Stonington Marina. On same cove as Saltwater Farm Vineyard, and nearby to Mystic Aquarium, Mystic Seaport, Foxwoods and Mohegan Sun resorts. My place is good for families with kids and pets. Cottage HVAC has been upgraded to an eco friendly central AC and heat pump.

Top guest favourite
A bright blue kayak is positioned at the edge of a calm cove, with tranquil water reflecting soft pastel hues of twilight. Lush greenery lines the shore, and a wooded landscape extends into the distance, creating a serene setting for kayaking.
Home in Montville
4.87 out of 5 average rating, 103 reviews

Cozy Cape on the Cove

Our two-bedroom cape on the cove is a paradise for any birdwatcher, fisherman, or kayak enthusiast. We are located near any destination you may want (i.e. casinos), yet far enough off the beaten path to enjoy some peace and quiet. Listen to the birds and crickets by the firepit or take out our rentable kayaks for a morning paddle. Dogs welcome too! Pet fee is $50 per stay. Maximum 2 dogs. Maximum of 3 guests. Any unauthorized guest will be charged at $50/each.

Top guest favourite
Home in Charlestown
4.99 out of 5 average rating, 102 reviews

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)

Step into our beloved lakeside haven on Pasquiset Pond, a place where comfort meets tranquility. Whether you're in search of a peaceful retreat or a cozy spot to reconnect with family, our home offers a warm and inviting escape, perfect for any season. When you're ready to explore, you'll discover beautiful beaches just 10-15 minutes away, along with the unique charm and vibrant local culture that make this area special.

Guest favourite
Tiny home in East Lyme
4.99 out of 5 average rating, 157 reviews

Waterfront Bliss Tiny Home

Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

Top guest favourite
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, 254 reviews

Come to the woods and snuggle in front of the fire

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 kayak rentals in Block Island Sound