
House vacation rentals in Shelter Island Heights
Find and book unique houses on Airbnb
Top-rated house rentals in Shelter Island Heights
Guests agree: these houses 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 Heights house rentals
House rentals with a pool

Hamptons Home w/ Salt Water Pool

Spectacular Southampton Retreat!

Modern East Hampton Home w/ Heated Saltwater Pool

Classic Southampton Village Home w/ Pool

North Fork Farmhouse with Saltwater Pool

1800 Historical EH Home, 1 Mile to Town, Hot Tub!

Newly Renovated w/ Pool, Hot tub & Fireplace

Curated Artist Home with New Pool
Weekly house rentals

Greenport Getaway - North Fork Rental

Peaceful and Private 3 bedroom home in the woods

Gorgeous home with saltwater pool. Steps to beach!

The Sandy Shack - Coastal Escape

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

Beautiful Home on Shelter Island

Sunny, walk to beach, large pool

Mulberry Seaside Cottage
Private house rentals

Elegant Greenport Victorian -Winter Harbor House-

Modern Farmhouse Oasis in GP Village

Perfect Beach Home in Sag Harbor

Monthly Specials - 5 Bed Village Cottage Retreat

Cedar Hot Tub, Suana, Heated Pool walk to water

Luxury Beach House | Pool & Hot Tub | Sag Harbor

Chic & Spacious Designer Home, Heated Pool/Spa

5BR/4BA: Sag Harbor, Pool, Fireplace, Near to town
Quick stats about house rentals in Shelter Island Heights
Total rentals
280 properties
Nightly prices starting at
€ 103 before taxes and fees
Total number of reviews
8.8K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
100 properties have a pool
Destinations to explore
- Plainview Vacation rentals
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- Apartment rentals Shelter Island Heights
- Rentals with beach access Shelter Island Heights
- Cottage rentals Shelter Island Heights
- Rentals with a patio Shelter Island Heights
- Family-friendly rentals Shelter Island Heights
- Pet-friendly rentals Shelter Island Heights
- Boutique hotel rentals Shelter Island Heights
- Rentals with outdoor seating Shelter Island Heights
- Rentals with a hot tub Shelter Island Heights
- Rentals with a fire pit Shelter Island Heights
- Beachfront rentals Shelter Island Heights
- Rentals with a fireplace Shelter Island Heights
- Rentals with breakfast Shelter Island Heights
- Waterfront rentals Shelter Island Heights
- Rentals with pools Shelter Island Heights
- Fitness-friendly rentals Shelter Island Heights
- Rentals with a kayak Shelter Island Heights
- Condo rentals Shelter Island Heights
- Rentals with a washer and dryer Shelter Island Heights
- House rentals Suffolk County
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- House rentals United States
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Walnut Public Beach
- Blue Shutters Beach
- Shinnecock Hills Golf Club
- Napeague Beach
- Cedar Beach
- Groton Long Point Main Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Sandy Beach
- Jennings Beach
- Wildemere Beach
- Ninigret Beach
- Mystic Seaport Museum
- Outer Beach at Smith Point County Park