
Cottage holiday rentals in Shelter Island Heights
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Top-rated cottage rentals in Shelter Island Heights
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Shelter Island Heights
Cottage rentals with a hot tub

Walk/Bike to East Hampton Village & Ocean Beaches

4 Br Beach House; Short Walk to Beach!

Renovated Historic Cottage w/ Pool Bellport Vllage

Calf Creek Cottage (Water Mill/Bridgehampton)

3 bedroom Hamptons cottage 5 mins from beach

Lovely 2 BR Beach House No. Shore

Bellport Inn, Charming Cottage in the Village!

Private Beach Cottage
Pet-friendly cottage rentals

Waterfront Beach Home & Garden —AC, BBQ, Kayaks!

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

Beach Cottage 3 | New Suffolk | Northfork

Montauk Cottage Escape

Waterfront Cottage With Unforgettable Views

walk to bay, woods cottage

Adorable cottage

1920’s charming dollhouse near South Cove
Private cottage rentals

Waterfront beach cottage

The Beach Nest-Lux Cottage Steps to the Beach

The Melody Too

1870's Schoolhouse Converted to Cozy Cottage

Cozy Seaside Cottage

Stunning waterfront modern farmhouse with dock.

Greenport village cottage w/ 4 bedrooms

Chic Coastal Retreat with Short Walk to Beach
Quick stats about cottage rentals in Shelter Island Heights
Total rentals
20 properties
Nightly prices starting at
£156 before taxes and fees
Total number of reviews
860 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
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Rentals with outdoor seating Shelter Island Heights
- Waterfront rentals Shelter Island Heights
- Beachfront rentals Shelter Island Heights
- House rentals Shelter Island Heights
- Apartment rentals Shelter Island Heights
- Rentals with a firepit Shelter Island Heights
- Rentals with a hot tub Shelter Island Heights
- Rentals with a kayak Shelter Island Heights
- Fitness-friendly rentals Shelter Island Heights
- Rentals with pools Shelter Island Heights
- Rentals with breakfast Shelter Island Heights
- Pet-friendly rentals Shelter Island Heights
- Rentals with a fireplace Shelter Island Heights
- Family-friendly rentals Shelter Island Heights
- Rentals with a patio Shelter Island Heights
- Boutique hotel rentals Shelter Island Heights
- Flat rentals Shelter Island Heights
- Rentals with beach access Shelter Island Heights
- Rentals with a washing machine and dryer Shelter Island Heights
- Cottage rentals Suffolk County
- Cottage rentals New York
- Cottage rentals United States
- Yale University
- Charlestown Beach
- Fairfield Beach
- Foxwoods Resort Casino
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Mystic Seaport Museum
- Walnut Public Beach
- Blue Shutters Beach
- Shinnecock Hills Golf Club
- Napeague Beach
- TPC River Highlands
- Groton Long Point Main Beach
- Brownstone Adventure Sports Park
- Cedar Beach
- Woodmont Beach
- Silver Sands Beach
- Jennings Beach
- Sandy Beach
- Ninigret Beach
- Sunken Meadow State Park
- Wildemere Beach
- Outer Beach at Smith Point County Park