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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
An inviting exterior view of the home features a well-maintained façade with light gray siding. A charming window with divided panes allows natural light to illuminate the interior, while a wooden fence surrounds a landscaped area with shrubs and flowering plants.
Home in South Dennis
4.6 out of 5 average rating, 35 reviews

Comfy Family Oasis ~ Games, Backyard, BBQ

Guest favorite
Home in Yarmouth Port
4.88 out of 5 average rating, 168 reviews

* Walk to the beach - Swiss Beach House! *

Top guest favorite
A calm lakeside scene is presented, featuring clear water meeting a sandy shoreline. A pedal boat is docked at the water's edge, with gentle ripples reflecting sunlight. Sparse trees frame the background, adding a serene touch to the landscape.
Home in Centerville
5 out of 5 average rating, 45 reviews

Lake charm

Guest favorite
The classic residence features a sandy-colored exterior with a peaked roof and prominent chimney. A well-maintained lawn surrounds the entrance, which includes a porch with seating. Two garages are visible, and an American flag adds a touch of character to the welcoming facade.
Home in Harwich
4.97 out of 5 average rating, 35 reviews

Large Family Home on Long Pond - Harwich

Top guest favorite
Home in Barnstable
4.98 out of 5 average rating, 51 reviews

Private Lake Beach | Spectacular Views & Amenities

Top guest favorite
Home in South Yarmouth
5 out of 5 average rating, 16 reviews

Spacious Mid-Cape Home, 5 Bedroom, 3 Bath, A/C

Top guest favorite
Home in Plymouth
4.97 out of 5 average rating, 31 reviews

Oceanfront Home on Cape Cod Bay with Beach Access

Guest favorite
A charming entrance is framed by lush greenery, featuring a red archway that leads to a quaint home partially visible in the background. The surrounding trees and bushes create a natural, serene environment, under a bright blue sky.
Home in Vineyard Haven
4.93 out of 5 average rating, 151 reviews

Vineyard Haven Walk to Ferry

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, 111 reviews

Spectacular Beach- front home, includes linen

Superhost
Cottage in Wellfleet
4.71 out of 5 average rating, 17 reviews

Waterfront Cape Cottage by Wellfleet’s TOP Beaches

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, 123 reviews

Compass Rose Cottage ★ Steps to Flax Pond & Trails

Top guest favorite
A well-maintained pathway leads to a serene cottage entrance, flanked by lush greenery and landscaped beds. A stone water feature creates a calming ambiance, while lounge chairs are positioned nearby for relaxation. Sunlight filters through the trees, enhancing the tranquil outdoor setting.
Cottage in North Eastham
5 out of 5 average rating, 52 reviews

Cape Cottage Escape

Guest favorite
A circular seating area contains five Adirondack chairs in various colors, arranged around a firepit. The space is surrounded by trees, with a view of the lake visible in the background, providing a serene outdoor spot for relaxation.
Cottage in Harwich
4.88 out of 5 average rating, 33 reviews

Lakeside Waterfront House in Harwich: 4+beds, 3bth

Guest favorite
Cottage in North Truro
4.98 out of 5 average rating, 95 reviews

Beachfront at Days' Cottages! Renovated, Kayaks!

Superhost
A serene waterfront scene captures the tranquil water reflecting a gradient of colors from sunset. Soft hues of orange and pink blend into deep blue, while silhouettes of distant trees line the horizon, enhancing the peaceful atmosphere.
Cottage in Pocasset
4.81 out of 5 average rating, 126 reviews

* Rustic Cape Cod Captain's Quarters Cottage

Guest favorite
The cottage exterior is showcased, featuring a charming purple façade with black shutters. A landscaped yard with a gravel pathway leads to a private deck area. Surrounding greenery includes trees and shrubs, creating a tranquil outdoor setting.
Cottage in Brewster
4.94 out of 5 average rating, 16 reviews

Modern Cottage on 6 Acres -Walk to Beach and 6A!

Other vacation rentals with a kayak

Top guest favorite
Home in South Yarmouth
5 out of 5 average rating, 71 reviews

Sunburst Cottage on Long Pond

Top guest favorite
Two kayaks, one red and one blue, are positioned on a grassy area next to the water. A serene view of the lake and a clear blue sky is visible in the background, accentuated by scattered clouds. A wooden lounge chair is placed nearby.
Home in Buzzards Bay
4.97 out of 5 average rating, 67 reviews

Oceanfront | Firepit | Gameroom | Pets | Kayaks

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
4.85 out of 5 average rating, 13 reviews

Cottage near bay beach- 1 Bd/1Ba

Guest favorite
Home in Falmouth
5 out of 5 average rating, 73 reviews

Waterfront-Kayaks & SUPs-Firepit-Pet OK-Kingbed

Guest favorite
A view from inside the boathouse through a window, capturing two white adirondack chairs positioned on a wooden deck that extends over the calm water of Long Pond. Lush greenery and a clear blue sky are visible in the background.
Guesthouse in Plymouth
4.93 out of 5 average rating, 138 reviews

Charming Pond-Front Boathouse

Top guest favorite
An open living area features large glass doors that provide views of the golf course. A comfortable seating arrangement includes a recliner and a sectional sofa. A spiral staircase leads to the loft above, and a mounted television is positioned above a modern fireplace.
Condo in Brewster
5 out of 5 average rating, 85 reviews

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

Top guest favorite
A serene view of a freshwater pond is captured, with gentle ripples reflecting the clear blue sky. Leafless trees frame the scene, adding a touch of nature's beauty. Lush greenery can be seen in the distance, showcasing the peaceful surroundings.
Home in North Eastham
4.97 out of 5 average rating, 37 reviews

Cozy Cape Stay! bike path, beaches, water view!

Guest favorite
A sunlit living area features large windows that provide views of the surrounding trees and nearby pond. A cozy circular chair invites relaxation, while a small dining table with black chairs offers a spot for meals. Green plants add a natural touch to the decor.
Home in South Dennis
4.95 out of 5 average rating, 22 reviews

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

Quick stats about vacation rentals with a kayak in Orleans

  • Total rentals

    30 properties

  • Nightly prices starting at

    € 145 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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