Shelter Island Heights house rentals
We found 345 house rentals — enter your dates for availability
Explore Shelter Island Heights house rentals
Shelter Island Retreat With Pool, Home Theater, Close To Beach & Pet Friendly
Sleeps 9 · 3 bedrooms · 2 bathrooms
NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE!
Sleeps 6 · 3 bedrooms · 2 bathrooms
Charming updated home with pool on quiet street. Near Silver Beach
Sleeps 8 · 3 bedrooms · 2 bathrooms
Relax and Enjoy!
Sleeps 10 · 4 bedrooms · 4 bathrooms
Relaxing Private Retreat Near Preserve. Pets Welcome!
Sleeps 6 · 3 bedrooms · 2 bathrooms
This large Estate on Shelter Island w Heated Pool is the Perfect Summer Rental!
Sleeps 16 · 7 bedrooms · 6+ bathrooms
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value