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Vacation rentals with a kayak in Orleans

Find and book unique kayak rentals on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Orleans kayak rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a kayak

Superhost
Home in Yarmouth Port
4.88 out of 5 average rating, 153 reviews

* Walk to the beach - Swiss Beach House! *

Guest favorite
Home in Falmouth
5 out of 5 average rating, 6 reviews

Waterfront paradise in Falmouth

Top guest favorite
The outdoor patio area features white Adirondack chairs arranged on a brick pathway, with a view of Morey Pond in the background. Tall trees frame the scene, casting gentle shadows on the water's surface, creating a serene atmosphere.
Home in Plymouth
4.96 out of 5 average rating, 55 reviews

Our families slice of heaven

Guest favorite
A sandy area by the water features a circle of seating around a fire pit, including white and black chairs. Kayaks are visible on a dock amid lush greenery, with the calm water reflecting the surrounding trees and homes in the background.
Home in Plymouth
4.93 out of 5 average rating, 81 reviews

Waterfront New Cottage Private Beach

Top guest favorite
Home in Yarmouth
4.95 out of 5 average rating, 151 reviews

Cape Cod Life is Good Rentals

Superhost
An outdoor seating area is furnished with a mix of chairs and sofas, covered by a large umbrella. A table sits at the center, while a grill is positioned nearby. Lush greenery surrounds the space, providing a serene environment for relaxation.
Home in Centerville
4.86 out of 5 average rating, 7 reviews

Capecod pond and beach house

Guest favorite
Two kayaks are positioned on the grass, one with a blue top and the other in a natural finish. Nearby, two red bicycles and various outdoor items, including beach chairs and umbrellas, are arranged. The area features a fence in the background with some greenery.
Home in Yarmouth
4.87 out of 5 average rating, 38 reviews

Bright Home W/En-suite/Yarmouth!

Top guest favorite
A spacious deck features wooden flooring and a sturdy railing, overlooking calm waters. Several comfortable Adirondack chairs are positioned for relaxation. Lush trees and greenery surround the area, providing a natural backdrop for enjoying the scenic view.
Home in Centerville
4.95 out of 5 average rating, 21 reviews

Waterfront Home in Centerville

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Cottage rentals with a kayak

Guest favorite
A spacious wooden deck features a single folding chair, providing a comfortable spot to relax. In the background, a scenic view of the tranquil lake is visible, surrounded by green trees under a clear blue sky.
Cottage in Falmouth
4.86 out of 5 average rating, 106 reviews

Spectacular Beach- front home, includes linen

Top guest favorite
The interior space features warm wood paneling with vaulted ceilings and exposed beams. A cozy living area showcases a kitchen bar with seating, while two bedrooms are visible in the background. Natural light streams in through skylights and windows, creating a bright atmosphere.
Cottage in Dennis
4.94 out of 5 average rating, 113 reviews

Compass Rose Cottage ★ Steps to Flax Pond & Trails

Guest favorite
A grassy area is shown alongside the cottage, featuring two bright orange kayaks resting against the house. A round item covered with a protective cover is positioned in the center of the yard, with a white picket fence visible in the background and lush greenery surrounding the space.
Cottage in Plymouth
4.94 out of 5 average rating, 51 reviews

Cozy 2-bedroom Cottage by the Pond

Superhost
A charming Cape cottage is framed by lush greenery, with sections of neatly mulched garden beds featuring flowering plants. An American flag hangs at the entrance, complemented by a stone walkway leading to the front door. The property is bathed in natural sunlight.
Cottage in Dennis Port
4.92 out of 5 average rating, 127 reviews

Cape Escape-The Perfect Getaway

Superhost
The exterior of the condo duplex is showcased, featuring a shingle-style façade, a welcoming porch with a white door, and large windows. Lush greenery, including shrubs and a small tree, surrounds the entrance, enhancing the inviting appearance of the property.
Cottage in Brewster
4.82 out of 5 average rating, 11 reviews

Cottage near bay beach- 1 Bd/1Ba

Superhost
An aerial view of a tranquil bay reveals sandy shores lined with small boats gently anchored. The expansive green landscape surrounds the water, while a winding road curves along the coastline, leading to serene beach areas and residential homes nestled among the trees.
Cottage in Pocasset
4.81 out of 5 average rating, 110 reviews

* Rustic Cape Cod Captain's Quarters Cottage

Guest favorite
A serene view of a wooden dock extending over calm waters, framed by lush greenery. Two Adirondack chairs sit invitingly at the dock's end, offering a tranquil spot to take in the surrounding natural beauty.
Cottage in Eastham
4.95 out of 5 average rating, 233 reviews

The Breeze Overlooking Minister's Pond

Top guest favorite
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
4.97 out of 5 average rating, 72 reviews

Plymouth Cozy Cottage Hot Tub Private Beach

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Quick stats about vacation rentals with a kayak in Orleans

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$35,558 GYD before taxes and fees

  • Total number of reviews

    730 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore