Holiday rentals with a kayak in Plymouth County

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Plymouth County

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

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Guest favourite

The cottage exterior features a welcoming wrap-around deck adorned with colorful potted flowers. Bright blue shutters frame the windows, and natural greenery surrounds the property, enhancing the serene setting. An attached covered area adds a shaded retreat for relaxation.

Cottage in Plymouth

4.94 out of 5 average rating, 65 reviews

Cozy 2-bedroom Cottage by the Pond

Situated at the north end of Great Herring Pond this charming cottage is a great vacation spot! Guests have beach access to the lake to enjoy swimming, fishing, or boating or venture out! Check out the gorgeous beaches of Cape Cod or travel 20 minutes north to the historic Plymouth waterfront. Take a day trip to Boston or grab the ferry to Martha's Vineyard. Don't want to drive? Kick off your shoes and relax at this cozy cottage by the lake. Grill, swim, read, play and let your stress melt away!

LocationOutdoor spacesIndoor spaces

Guest favourite

A spacious living room is depicted, featuring a large sectional sofa with blue upholstery and accent pillows. A wooden coffee table is centered on a light area rug, while a flat-screen television and a cozy fireplace are installed on the opposite wall. Natural light fills the room through large windows.

Home in Plymouth

4.95 out of 5 average rating, 97 reviews

Freshwater Cottage - 1 min walk to private beach

Welcome to Freshwater Cottage, our home is designed with comfort and relaxation in mind, offering a perfect blend of modern amenities and rustic charm. Whether you're looking to escape the hustle and bustle of daily life, enjoy quality time with your family and explore the beauty of the surrounding landscape. Our retreat is located in a quiet neighborhood 3 houses from Sandy Beach and Wall Pond and 4 minutes to fully recreational Big Sandy Pond with private association beaches and boat landing.

Outdoor spacesLocationKitchen

Superhost

A calm waterway reflects soft pastel colors during sunrise, with silhouettes of boats anchored in the distance. Gentle grasses line the foreground, and the tranquil landscape is framed by hills on the horizon, offering a serene morning view.

Guest suite in Pocasset Bourne

4.79 out of 5 average rating, 215 reviews

Rustic Beach Cottage

The salty air will instantly wash all your cares away. This rustic charming Cape get away is steps away from a quaint quiet picturesque beach. Simply relax in the comfortable surrounds in this fully furnished 1 bedroom Cottage apartment with all of your basic needs including WiFi, Smart TV, A/C, and a deck complete with gas grill and outdoor furniture offering you plenty of living space inside and out. Close to the bike paths, Cape Cod Canal, great restaurants, hiking, ferry and much much more!

Outdoor spacesLocationGetting around

Top Guest favourite

The cottage exterior is illuminated by warm lights, showcasing a spacious deck with inviting seating. Lush greenery surrounds the property, with a vibrant purple flowering bush nearby. The serene atmosphere is enhanced by the evening sky, providing a cozy and welcoming retreat.

Cottage in Marion

5 out of 5 average rating, 228 reviews

Little Boho Retreat by the Beach

Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.

LocationValueParks

Top Guest favourite

A stunning sunset paints the sky with vibrant colors reflected in the calm water of Woods Pond. The outdoor deck features seating arrangements, while two fishing poles stand ready for use by the private dock. Trees frame the serene view, adding a natural touch.

Home in Middleborough

5 out of 5 average rating, 49 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.

LocationOutdoor spacesLaundry

Guest favourite

A private bedroom is viewed through large glass windows, offering a serene lake vista surrounded by trees. A small table with two stools is positioned near the window, while a bedside with a decorative plant enhances the space.

Cottage in Carver

4.87 out of 5 average rating, 46 reviews

Adorable Lake Front Cottage

Take a break and unwind at this peaceful oasis. Enjoy the outstanding morning sunrises and the light from the moon shining over the lake from your private glassed in bedroom. Enjoy your morning coffee on the open deck overlooking the calm waters of the lake. There are two kayaks and a paddle boat if you would like to take an adventure. Just 10 minutes to Plymouth Center and 25 minutes to either Cape Cod bridges. Easy drive to all major highways. sorry but no children or pets allowed.

Outdoor spacesLocationDecor

Top Guest favourite

A furnished deck overlooks a serene bay, featuring a large table surrounded by six turquoise chairs. An umbrella provides shade over the seating area, while lanterns add subtle lighting. The peaceful landscape includes lush greenery and a tranquil water view in the background.

Home in Bourne

5 out of 5 average rating, 26 reviews

Gorgeous waterfront home

Hi! Thanks for checking out our page. We are Rachel & Justin. We are new to hosting but this Buttermilk Bungalow is not! Having had 3 previously very successful years helping families such as you make amazing lifetime memories on gorgeous Buzzards Bay, we hope to keep the tradition alive. This exceptional cape house is our home away from home, and we hope that you love it as much as we do. Minutes to local beaches, Cape Cod Canal, & a short drive to Plymouth, Falmouth and other Cape towns.

LocationOutdoor spacesView

Guest favourite

A view from a window showcases vibrant pink and white flowers in window boxes, framing a serene lake scene. Beyond the flowers, the calm water reflects the gentle colors of the sky, while white Adirondack chairs are positioned on a deck that extends over the pond.

Guesthouse in Plymouth

4.94 out of 5 average rating, 142 reviews

Charming Pond-Front Boathouse

Charming antique boat house located directly on Long Pond. Quiet, peaceful accommodations with 180 views. Watch the American Bald Eagles and Osprey search for fish at dusk from your private deck that reaches out over the pond. Long Pond is full recreation, two kayaks and a canoe are available. Hiking, bicycling, golfing, fishing, swimming, boating, snorkeling, sunbathing, and napping are just a few of the activities that can be enjoyed in the quaint, semi-private, pond-front accommodation.

Outdoor spacesValueIndoor spaces

Superhost

A serene waterfront view showcases a calm pond surrounded by trees in autumn colors. An inviting sandy beach area features bright blue adirondack chairs and a kayak resting on the shore, reflecting a peaceful outdoor setting.

Condo in Plymouth

4.77 out of 5 average rating, 163 reviews

Clear Pond Pet Friendly Retreat

Welcome to our beautifully renovated pondfront retreat —Private Residence on a Pondfront Estate. The perfect peaceful getaway experience near Plymouth that comfortably sleeps six! This pet-friendly escape offers the best of relaxation and outdoor adventure all in one place. Enjoy kayaking, boating, and fishing right from your private beachfront along the pond. Spend your mornings walking the scenic trails with your dogs, and your evenings gathered around the fire pit under the stars.

LocationValueWalkability

Guest favourite

A tranquil waterfront scene is illuminated by twilight, showcasing a calm body of water reflecting the deep blue and orange hues of the sky. A small boat rests gently near the shore, surrounded by grasses, while trees outline the distant horizon.

Home in Wareham

5 out of 5 average rating, 10 reviews

Waterfront, 10 minutes to Cape Cod & Mass Maritime

Relax with family and friends at this waterfront glass-front beach cottage—your new favorite hideaway. Enjoy 2 bedrooms with new Sealy queen beds, a queen Lazy Boy sleeper sofa in the living room, vaulted ceilings, a full kitchen with coffee bar, and a washer and dryer. Take in views of Crab Cove with 2 kayaks and a canoe, or unwind under the power awning and a comfortable table for 6. Includes fire table, Adirondack chairs, and more. Just 8 miles from Cape Cod—your perfect getaway awaits!

LocationOutdoor spacesDecor

Superhost

A wooden staircase leads down through lush greenery to a sandy beach, where the gentle waves meet the shore. The clear blue water stretches into the horizon under a bright sky, inviting visitors to enjoy the coastal atmosphere.

Cottage in Plymouth

4.92 out of 5 average rating, 89 reviews

Cozy Private Beach Getaway

Welcome to this charming cozy cottage. Situated a block and half from a beautiful sandy private beach on the east coast. An hour south of Boston, from Gillette Stadium, cape cod and the historic town of Plymouth, Ma. Spring, Summer, Fall or Winter the beach never disappoints! Three bed Rooms, bedroom#1 a queen bed, #2 twin with a pull out trundle and #3 bedroom offers an oversized twin. Enjoy Grilling, lounging in the hammock, beach strolls, evening fire and so much s’more😁

ValueLocationSleep quality

Top Guest favourite

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, 141 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.

LocationOutdoor spacesBarbecue