
Vacation rentals with a kayak in Shelter Island
Find and book unique kayak rentals on Airbnb
Top-rated accommodations with a kayak in Shelter Island
Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Shelter Island kayak rentals
House rentals with a kayak

House on Napeague Harbor, Amagansett

Waterfront with private dock & bocce court

Renovated Southampton Shores pool, tennis, beach

Breezy Waterfront Home With private Dock

Coastal Cottage on the Water

Sprawling Hampton Estate w/ Hot Tub +Heated Pool

Cozy home. Comfy living

Waterfront Greenport Boathouse
Cottage rentals with a kayak

Lovely North Fork Beach Cottage (2 BR/2 bath)!

Pumpkins & Sunflowers! Cozy Cottage in the Fall!

Caroline Beach Escape

Stunning waterfront modern farmhouse with dock.

The Bay Breeze

Secluded Soundfront 1910 Rustic Getaway

Cozy Cottage with Water Views Steps to the Sand

Prime village location, walk to Main St, prvt yard
Quick stats about vacation rentals with a kayak in Shelter Island
Total rentals
10 properties
Nightly prices starting at
$205 CAD before taxes and fees
Total number of reviews
320 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- The Hamptons Vacation rentals
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- Rentals with outdoor seating Shelter Island
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- Rentals with a firepit Shelter Island
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- Beachfront rentals Shelter Island
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- Beach
- Charlestown Beach
- Fairfield Beach
- Yale University
- Southampton Beach
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- TPC River Highlands
- Ocean Beach Park
- Shinnecock Hills Golf Club
- Walnut Public Beach
- Woodmont Beach
- Jennings Beach
- Blue Shutters Beach
- Ninigret Beach
- Silver Sands Beach
- Amagansett Beach
- Groton Long Point Main Beach
- Sunken Meadow State Park
- Seaside Beach
- South Jamesport Beach
- Sandy Beach
- Brownstone Adventure Sports Park