
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 Shelter Island Heights house rentals
House rentals with a pool

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

Southampton Escape, Heated Pool, hot tub, 3 bed,

Stunning Central E. Hampton Home w/ gunite pool.

The Hideaway

Long Island home w/ large pool

Perfect Hamptons Summer Rental with Pool

Gorgeous Waterfront and Indoor Pool Family Oasis!

Private East Hampton Estate
Weekly house rentals

Beach Barn w/ Sauna and Heated Pool - Dog Friendly

The Greenport Bungalow

Montauk beach house!

Family Friendly Oasis Steps to Water - Heated Pool

Maritime Village Getaway with Backyard

Beachfront Paradise

Historic Beachside Glamour

The Sea Breeze Ocean Beach House: 6 Queen
Private house rentals

Peaceful and Private 3 bedroom home in the woods

The Perfect North Fork Escape

Sag Harbor House for rent.

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

MTK Designer House with huge fireplaces!

Private Beach access along the Wine Trail

Heated pool, games room, near beach, kid-friendly

The Raffle Beach House
Quick stats about house rentals in Shelter Island Heights
Total rentals
190 properties
Nightly prices starting at
$161 NZD before taxes and fees
Total number of reviews
5.9K reviews
Family-friendly rentals
180 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
70 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
- Apartment rentals Shelter Island Heights
- Rentals with beach access Shelter Island Heights
- Cottage rentals Shelter Island Heights
- Rentals with outdoor seating Shelter Island Heights
- Rentals with a patio Shelter Island Heights
- Kid-friendly rentals Shelter Island Heights
- Waterfront rentals Shelter Island Heights
- Condo rentals Shelter Island Heights
- Fitness-friendly rentals Shelter Island Heights
- Boutique hotel rentals Shelter Island Heights
- Rentals with breakfast Shelter Island Heights
- Rentals with a kayak Shelter Island Heights
- Rentals with a washing machine and dryer Shelter Island Heights
- Rentals with a fireplace Shelter Island Heights
- Pet-friendly rentals Shelter Island Heights
- Beachfront rentals Shelter Island Heights
- Family-friendly rentals Shelter Island Heights
- Rentals with a fire pit Shelter Island Heights
- Rentals with a hot tub Shelter Island Heights
- Rentals with pools Shelter Island Heights
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Clinton Town Beach
- Shennecossett Beach
- Cooper's Beach, Southampton
- Woodmont Beach
- Horton Lane Beach
- Mystic Seaport Museum
- South Pine Creek Beach
- Connetquot River State Park Preserve
- Wildemere Beach
- Sasco Hill Beach
- Morningside Beach
- Anchor Beach
- Fenway Beach
- East Beach
- Monhegan Bluffs Beach
- Sunken Meadow State Park
- Overlook Beach
- Heckscher State Park