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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$23,012 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.

4.95 out of 5 average rating, 113 reviews
Guest favorite
Cottage in Harwich Port

2BR Directly on Pleasant Beach – 30 Steps to Ocean

You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.

4.82 out of 5 average rating, 129 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.

5.0 out of 5 average rating, 251 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.

4.87 out of 5 average rating, 165 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!

4.99 out of 5 average rating, 103 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.

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.

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!

4.99 out of 5 average rating, 104 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

4.85 out of 5 average rating, 286 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!

4.93 out of 5 average rating, 327 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!

10% off Weeklong Off-Season bookings! Welcome to Larkspur Cottage, part of the "Days' Cottages," one of the 22 white and teal cottages located right before Provincetown, complete with its own private beach, portable AC unit and convenient located next door to an EV charging station! Enjoy majestic views and romantic sunsets. This newly updated cottage is carefully decorated to ensure a comfortable, relaxing, and memorable stay.

4.98 out of 5 average rating, 118 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.

4.99 out of 5 average rating, 120 reviews

Popular amenities for Plymouth kayak rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

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!

4.99 out of 5 average rating, 338 reviews
Guest favorite
A wooden basket filled with neatly rolled towels is placed on a table. An outdoor deck is visible with white chairs, surrounded by greenery. A dining table is set with dishes and utensils, while a scenic view of a salt marsh and blue skies is showcased in the background.
Home in Wareham

The Light House - on the water, secluded, kayaks

4.89 out of 5 average rating, 284 reviews
Top guest favorite
Home in Yarmouth Port

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

4.99 out of 5 average rating, 133 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

5.0 out of 5 average rating, 107 reviews
Top guest favorite
A wooden outdoor table and benches are positioned on a stone patio, overlooking a serene pond. Lush greenery lines the water's edge, and white flowers in a planter enhance the natural setting. The calm water reflects the surrounding trees and sky.
Home in West Yarmouth

gorgeous waterfront cottage w/4kayaks and 2 SUPs

5.0 out of 5 average rating, 368 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

4.99 out of 5 average rating, 197 reviews
Top guest favorite
A wooden outdoor dining table, equipped with blue-cushioned chairs, is positioned on a deck overlooking Mount Hope Bay. Lush green grass and shrubs frame the space, while a few trees provide gentle shade. The calm waters and clear skies enhance the serene waterfront view.
Home in Bristol

Restful escape on Mount Hope Bay

4.97 out of 5 average rating, 100 reviews
Top guest favorite
A game area features a colorful 'Roll and Score' arcade game highlighted by vibrant blue lighting. The background displays a large Boston Red Sox-themed mural, enhancing the playful atmosphere. Beside the arcade game, a shuffleboard table contributes to the entertainment options available.
Home in Harwich

* Game Room, Linens, Quiet St, Central AC/Heat

4.98 out of 5 average rating, 178 reviews

Cottage rentals with a kayak

Top guest favorite
A wooden deck extends over the water, featuring a reclining lounge chair positioned to enjoy the view. Sunlight reflects on the surface of the water, creating a serene atmosphere with clear blue skies and distant greenery visible across the water.
Cottage in Tiverton

Cottage 29 - Waterfront Cottage - Close to Newport

4.99 out of 5 average rating, 145 reviews
Guest favorite
Cottage in Marshfield

Ocean View Humarock Beach Cottage

4.93 out of 5 average rating, 125 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 ★

4.98 out of 5 average rating, 250 reviews
Top 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

Waterfront Oasis minutes from Newport w/ hot tub!

4.98 out of 5 average rating, 178 reviews
Top guest favorite
A serene waterfront view showcases a tranquil pond surrounded by lush greenery. Two kayaks are visible on the grassy area, while the deck features a wooden table with white chairs, inviting relaxation and outdoor dining.
Cottage in Yarmouth

SerenityViews | Waterfront | Kayaks SUP | King Bed

4.99 out of 5 average rating, 261 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*

4.96 out of 5 average rating, 170 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

4.97 out of 5 average rating, 153 reviews
Guest favorite
A cozy living area is highlighted by a navy blue sofa adorned with decorative pillows. The light wood floor complements the bright blue walls, while a flat-screen TV and a coffee table with remote sit within the space. Natural light filters through large glass doors, overlooking a private patio.
Cottage in Yarmouth

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

4.92 out of 5 average rating, 545 reviews

Other vacation rentals with a kayak

Guest favorite
The kitchen and dining area feature natural wood accents and large windows that provide views of the surrounding greenery. A wooden dining table with woven chairs is positioned near the window, and modern appliances are neatly integrated into the cabinetry, contributing to a bright and airy feel.
Cottage in Plymouth

Modern cottage on Long Pond at Cornish Point

5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Plymouth

Wampanoag Waters | Kayak, Firepit & Grill

4.94 out of 5 average rating, 68 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

4.95 out of 5 average rating, 74 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

4.79 out of 5 average rating, 43 reviews
Top guest favorite
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

Pelicans Bog on Woods Pond in Middleboro

5.0 out of 5 average rating, 64 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

5.0 out of 5 average rating, 67 reviews
Top guest favorite
Home in Plymouth

Cape and Lake Escape

5.0 out of 5 average rating, 32 reviews
Top guest favorite
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 Buzzards Bay

Gorgeous waterfront home

5.0 out of 5 average rating, 35 reviews

When is the best time to visit Plymouth?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$52,927 GYDG$47,070 GYDG$49,371 GYDG$56,693 GYDG$52,927 GYDG$61,295 GYDG$70,709 GYDG$69,663 GYDG$62,132 GYDG$57,530 GYDG$57,739 GYDG$56,902 GYD
Avg. temp-3°C-2°C2°C8°C14°C19°C22°C22°C18°C11°C6°C0°C

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