
House holiday rentals in Shelter Island Heights
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Top-rated house rentals in Shelter Island Heights
Guests agree: these houses 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 house rentals in Shelter Island Heights
House rentals with a pool

Private completely fenced in property. Near beach.

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Modern East Hampton Home w/ Heated Saltwater Pool

Stunning Central E. Hampton Home w/ gunite pool.

Long Island home w/ large pool

POOL in APRIL! Waterview, Free For Dogs! Kayaks

Gorgeous Waterfront and Indoor Pool Family Oasis!

Private East Hampton Estate
Weekly house rentals

Amagansett, Waterfront retreat

Nofo Bungalow-In The Heart of Greenport Village

The Greenport Bungalow

Montauk beach house!

Beachfront Paradise

3 bedroom cottage rental

Year-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens

Cheerful 3 bed-3bath beach cottage home with pool
Private house rentals

Peaceful and Private 3 bedroom home in the woods

Restored farmhouse, walk to Carissa's, beach, town

The Perfect North Fork Escape

Sag village, 4 en-suite BRs, hot tub, beach 5 mins

Welcome To Piper's Rest

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

Year Round Beach House in Old Saybrook, CT.- Pets

Private Beach access along the Wine Trail
Quick stats about house rentals in Shelter Island Heights
Total rentals
270 properties
Nightly prices starting at
$157 SGD before taxes and fees
Total number of reviews
8.5K reviews
Family-friendly rentals
250 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
100 properties have a pool
Destinations to explore
- The Hamptons Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Hudson Valley Holiday rentals
- Boston Holiday rentals
- Cape Cod Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey Holiday rentals
- Philadelphia Holiday rentals
- Rentals with outdoor seating Shelter Island Heights
- Beachfront rentals Shelter Island Heights
- Flat 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
- Waterfront rentals Shelter Island Heights
- Family-friendly rentals Shelter Island Heights
- Rentals with a kayak Shelter Island Heights
- Pet-friendly rentals Shelter Island Heights
- Fitness-friendly rentals Shelter Island Heights
- Apartment rentals Shelter Island Heights
- Rentals with pools Shelter Island Heights
- Rentals with a hot tub Shelter Island Heights
- Rentals with a firepit Shelter Island Heights
- Rentals with a fireplace Shelter Island Heights
- Rentals with breakfast Shelter Island Heights
- Boutique hotel rentals Shelter Island Heights
- Rentals with a washing machine and dryer Shelter Island Heights
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Giants Neck Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Clinton Town Beach
- Walnut Public Beach
- TPC River Highlands
- Amagansett Beach
- Blue Shutters Beach
- Jennings Beach
- Seaside Beach
- Shennecossett Beach
- Connetquot River State Park Preserve
- Long Island Aquarium
- Attawan Beach
- Groton Long Point Main Beach
- Bushnell Park
- Sunken Meadow State Park
- Burwells Beach