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Vacation rentals with a kayak in Plymouth

Find and book unique kayak rentals on Airbnb

Quick stats about vacation rentals with a kayak in Plymouth

  • Total vacation rentals

    Explore 50 vacation rentals in Plymouth

  • Nightly prices starting at

    Plymouth vacation rentals start at G$23,006 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,740 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Plymouth vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Plymouth rentals

  • 4.9 Average rating

    Plymouth stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated kayak rentals in Plymouth

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

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Guest favorite
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

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.

ValueOutdoor spacesLong stay

4.95 out of 5 average rating, 111 reviews
Top guest favorite
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

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.

Outdoor spacesValueAccuracy

5.0 out of 5 average rating, 245 reviews
Top guest favorite
The Victorian farmhouse features a wraparound porch with an American flag, providing a welcoming outdoor seating area. The light gray exterior is complemented by white trim and large windows that offer views of the surrounding greenery and spacious lawn.
Home in Buzzards Bay

Waterfront Cape Cod Family Home in Buzzards Bay

8 ACRES ON QUEEN SEWELL POND: Victorian Farm House & 400 ft. of private shoreline. Pond is spring fed/sandy bottom pond with shade trees & fishing. 2 Kayaks and 2 SUP provided. Across the pond is a sandy public beach. Enjoy the wrap around porch with rocking chairs and a wicker seating area. Plenty of space for everyone! Gourmet kitchen seats 10. Large rooms with spectacular pond views. Minutes to Cape Cod Canal, beaches, short drive to Plymouth, Falmouth other cape towns. 1 hour to Boston.

ValueLocationGetting around

4.86 out of 5 average rating, 162 reviews
Top guest favorite
Home in Sandwich

"Cape Escape" luxury home w/pool & beach access.

Welcome to the Cape Escape! Enjoy views of Spectacle Pond from the 70 ft. deck of this recently renovated 5 bed/3 bath spacious home meeting all your needs! Relax by the in-ground pool in the private enclosed yard. Enjoy nights around the fire-pit. Directly across the driveway you can enjoy kayaking, sunbathing & swimming at the neighborhood beach. Within 6 miles of the home you will find the historic Sandwich boardwalk, Ocean beaches, Cape Cod Canal and more! Perfect for family gatherings!

ValueOutdoor spacesTV

4.99 out of 5 average rating, 102 reviews
Top guest favorite
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

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.

LocationValueNearby

4.94 out of 5 average rating, 150 reviews
Guest favorite
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

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.

LocationValueSleep quality

4.77 out of 5 average rating, 166 reviews
Top guest favorite
A charming waterfront studio cottage is situated amidst greenery, featuring a white porch with steps leading to the entrance. The exterior is accented by large windows and a peaked roof, surrounded by landscaped paths and flowering plants under clear blue skies.
Guesthouse in Pocasset

Waterfront Cottage / Your Cape Escape

Welcome to our fabulous, waterfront, studio cottage! Come relax and recharge at our beautiful property on Pocasset River, just five miles from the Bourne Bridge. Warm water beaches, bike paths, scrumptious restaurants and fun night spots are abundant and close by :) A lovely village awaits at your doorstep; walking distance to everything you’d ever need! Your accommodating hosts, Mary Ellen & Dan respect your privacy, but are most delighted to help in anyway to make for your perfect stay!

LocationOutdoor spacesSleep quality

4.99 out of 5 average rating, 101 reviews
Guest favorite
A serene view of a clear, spring-fed pond is visible, edged by lush greenery. A wooden dock extends into the water, inviting activities such as swimming or kayaking. Gentle waves ripple on the surface, reflecting the surrounding trees under a clear blue sky.
Cottage in Wareham

Cozy Cottage on a Private Pond

This cozy cottage is located on a private 42 acre, spring fed, crystal clear private pond. Enjoy kayaking, swimming or fishing from the dock or just relax on the deck overlooking the pond. Sleeps 5 in 2 bedrooms and trundle bed in the 4 season room. There is good fishing and canal cruises, cafes and restaurants close by and a summer concert series in park. Many of our guests with children have visited Edaville Railroad and "Thomasville" It is about 15 miles from the cottage

ValueLocationTV

4.85 out of 5 average rating, 285 reviews
Top guest favorite
The exterior of the yurt showcases a circular wooden structure with large, rounded windows, complemented by a metal roof. A private yard features lush greenery, colorful flora, and outdoor seating arrangements, creating an inviting space for relaxation and outdoor activities.
Home in Oak Bluffs

The Luxury Vineyard Yurt

Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!

Outdoor spacesLocationBathroom

4.93 out of 5 average rating, 322 reviews
Top guest favorite
A spacious wrap-around porch is shown with comfortable seating, offering panoramic views of the waterfront. The warm glow of sunrise reflects on the water, and a distant bridge is visible under a clear sky. The setting invites relaxation and enjoyment of the serene environment.
Home in Somerset

Beachfront W/ HotTub, Sauna, Pool & Panoramic view

Welcome to the Heart of Somerset! Read our reviews & stay a while! Nestled at the very tip of Somerset on a private dead-end road, this coastal waterfront home is the perfect place for a family retreat, romantic getaway or friends seeking adventure Marvel at the panoramic views and dramatic colors from Sunrise to Sunset. Grab a kayak, or sit back and relax and let the gentle sea breeze wash your worries away!

LocationValueHospitality

4.99 out of 5 average rating, 192 reviews
Top guest favorite
A serene sunset over a calm body of water reflects vibrant orange and soft blue hues. Lush green grass borders the shore, while silhouettes of distant trees frame the scene. A dock is visible on the left, offering a peaceful spot to enjoy the view.
Home in Wareham

Sunset Cove Beach

This ocean view cottage is perfect for you and your family to relax, unwind and adore the wonderful scenery it has to offer. This charming cottage is on a quiet dead-end street, suitable for a small family or a couple, seeking to appreciate the neighborhood and beaches without the hassle of cape traffic. Come and enjoy the warm water, beautiful sunrises, breathtaking sunsets, and much more.

LocationValueTV

4.99 out of 5 average rating, 117 reviews
Top guest favorite
A bright living area features wooden beams across the ceiling and light walls. A comfortable couch with decorative pillows faces a coffee table stacked with magazines. Two lamps provide ambient lighting, while sunlight enters through multiple windows, creating a welcoming environment.
Cottage in East Falmouth

“Cozy Cottage” on Great Bay

Our Cozy waterfront cottage is located 120ft from great bay. Our closest beach is 2.5 miles and we are 4 miles from the center of town. Equipped with gas heat and Central A/C. We also have a gas fired fireplace to keep you cozy. Outside shower for days at the beach. We have one single kayak, two double Kayaks, a rowboat and a canoe for a scenic view of Great Bay. Quiet spot.

Outdoor spacesLocationComfort

4.94 out of 5 average rating, 229 reviews

Popular amenities for Plymouth kayak rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

Guest favorite
Home in Wareham

Edgewater Retreat | Oceanfront Home | Heated Pool

LocationValueAccuracy

4.91 out of 5 average rating, 104 reviews
Top guest favorite
A private waterfront deck offers a serene view of Flax Pond, surrounded by lush greenery. Adirondack chairs are positioned for relaxation, providing a perfect spot to enjoy the tranquil waters and natural surroundings.
Home in Dennis

Stunning Waterfront with Serene Sunrise Views!

ValueLocationPool

4.99 out of 5 average rating, 335 reviews
Top guest favorite
The exterior of a contemporary two-story home is shown at dusk, featuring large glass windows and a wooden deck. Soft lighting emanates from the inside, highlighting the airy design. Leaf-strewn landscaping surrounds the house, enhancing its serene setting.
Home in Scituate

Stella Maris, 6 bedroom coastal home, water views

Outdoor spacesValueView

5.0 out of 5 average rating, 106 reviews
Top guest favorite
A serene coastal view showcases calm waters meeting a rocky shoreline, with gently lapping waves in the distance. Lush greenery and coastal plants frame the foreground, creating a natural border to the beach scene under a clear blue sky.
Home in Fairhaven

Fair Heaven, your West Island beachfront home

LocationValueLayout

5.0 out of 5 average rating, 101 reviews
Top guest favorite
A wooden deck extends from the house, featuring a seated area with an Adirondack chair. Expansive views of the ocean and shoreline are visible, framed by low coastal vegetation and a wooden fence. A clear sky with scattered clouds creates a serene backdrop.
Home in Plymouth

Oceanfront Home on Cape Cod Bay with Beach Access

LocationValueKitchen

4.97 out of 5 average rating, 39 reviews
Top guest favorite
A landscaped yard features a white picket fence and a stone pathway leading to the house. Steps ascend from the yard to the deck above, surrounded by greenery and framed by trees. The calm waters of Fresh Pond are visible in the background under a clear sky.
Home in Plymouth

Secluded Waterfront, Lake View, With Private Dock

LocationValueComfort

4.98 out of 5 average rating, 57 reviews
Top guest favorite
A wooden boardwalk extends towards the calm ocean, framed by a sandy beach and gentle blue waves. Smooth rocks accompany the path, and the sky is clear with wispy clouds, creating a serene coastal scene.
Home in Plymouth

The Quarterdeck | Oceanfront Fun for All Ages

Outdoor spacesLocationWalkability

5.0 out of 5 average rating, 61 reviews
Top guest favorite
Home in Plymouth

Paradise View Getaway | 4BR2BA | Stunning Lakeview

LocationOutdoor spacesFamily

5.0 out of 5 average rating, 10 reviews

Cottage rentals with a kayak

Top guest favorite
Cottage in Marshfield

Ocean View Humarock Beach Cottage

ValueLocationFamily

4.97 out of 5 average rating, 119 reviews
Guest favorite
Cottage in Harwich Port

2BR Directly on Pleasant Beach – 30 Steps to Ocean

LocationOutdoor spacesIndoor spaces

4.83 out of 5 average rating, 128 reviews
Top guest favorite
Two kayaks are stored beside a shed in a natural setting, surrounded by tall grass. A view of the calm water reflects the greenery of the area, while a cozy indoor space showcases a gas fireplace and comfortable furnishings.
Cottage in South Dennis

Local Beach+ Fireplace + Hot Tub Under the *Stars*

LocationValueGrill

4.96 out of 5 average rating, 167 reviews
Top guest favorite
A bright bedroom features a spacious bed with colorful blankets and decorative pillows. A variety of sun hats are displayed on the wall, providing a cheerful accent. Natural light enters through the window, illuminating the cozy interior.
Cottage in Dennis

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Outdoor spacesLocationNearby

4.98 out of 5 average rating, 245 reviews
Top guest favorite
Row of charming cottages lined along a sandy beach, with white lounge chairs positioned for relaxation. The tranquil bay is visible in the foreground, while the skyline is seen in the distance, under a bright blue sky dotted with soft clouds.
Cottage in Truro

Private Beachfront, AC, EV, Kayaks, Renovated!

ValueLocationBeach

4.98 out of 5 average rating, 116 reviews
Superhost
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

Huge Cottage with Glimpses of Westport Bay

ValueOutdoor spacesQuiet

4.87 out of 5 average rating, 135 reviews
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

Waterfront, Dog-Friendly Cottage on the Cove

LocationValueAccuracy

4.97 out of 5 average rating, 153 reviews
Guest favorite
Large floor-to-ceiling windows frame a view of the lake, inviting natural light into the space. The open-concept living area features a comfortable seating arrangement, a dining table, and decorative elements such as floral centerpieces. Wooden beams highlight the high ceilings, enhancing the spacious feel.
Cottage in Falmouth

Spectacular Beach- front home, includes linen

ValueLocationIndoor spaces

4.87 out of 5 average rating, 115 reviews

Other vacation rentals with a kayak

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

Beautiful Lakeside Apt between Boston and Cape Cod

Outdoor spacesLocationWifi

4.99 out of 5 average rating, 144 reviews
Guest favorite
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

Cozy 2-bedroom Cottage by the Pond

Outdoor spacesValueBiking

4.95 out of 5 average rating, 73 reviews
Top guest favorite
A panoramic view of a sandy beach extends towards the ocean, with gentle waves lapping at the shore. A pathway leads from the foreground to the water, bordered by stone steps. The sky is partly cloudy, creating a serene coastal atmosphere.
Home in Hull

The Beach House, Crescent Beach

LocationOutdoor spacesFamily

4.98 out of 5 average rating, 51 reviews
Superhost
The dining area features a round wooden table surrounded by four black and natural chairs, with a tasteful floral arrangement at the center. Large glass doors provide a view of the ocean, and a cozy living space with a gas fireplace is visible in the background.
Home in Pocasset

Pocasset Private Beach Family Retreat/firepit

Outdoor spacesLocationHospitality

4.78 out of 5 average rating, 41 reviews
Top guest favorite
A modern living area features two teal sofas arranged around a circular coffee table on a soft area rug. Natural light filters in through partially draped windows, and a spiral staircase leads to an upper level. Decorative plants add a touch of greenery to the space.
Home in Plymouth

Private Lakefront home w bunk house and beach

Outdoor spacesLocationHospitality

5.0 out of 5 average rating, 66 reviews
Top guest favorite
A saltwater pool is set within a stone patio area, surrounded by lush greenery. Lounge chairs and a shaded table with a red umbrella offer comfortable seating options. The serene view of Morey Pond is visible beyond the pool, framed by trees under a clear blue sky.
Home in Plymouth

Our families slice of heaven

Outdoor spacesLocationView

4.97 out of 5 average rating, 73 reviews
Superhost
Home in Duxbury

Powder Point Bay View Escape

ValueLocationBeach

4.6 out of 5 average rating, 10 reviews
Top guest favorite
The exterior of the cottage is framed by lush greenery and blooming hydrangeas. A neatly trimmed grass area is visible, with stepping stones leading up to the entrance. The property is bordered by a white fence, contributing to a peaceful garden setting.
Home in Plymouth

Cozy Pond Cottage | Kayaks + Fire Pit

LocationOutdoor spacesBathroom

5.0 out of 5 average rating, 49 reviews

When is the best time to visit Plymouth?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$52,914 GYDG$47,058 GYDG$49,359 GYDG$56,679 GYDG$52,914 GYDG$61,280 GYDG$70,692 GYDG$69,646 GYDG$62,117 GYDG$57,515 GYDG$57,725 GYDG$56,888 GYD
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