Search Vacation Homes in Shelter Island
Check availability on Vacation Homes in Shelter Island
Compare 1658 Vacation Homes in Shelter Island with updated reviews, rates, and availability.
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!
8.0 out of 10, Very Good, 1 review
North Fork Escape Near Wineries, Beaches And Hamptons
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, 18 reviews
Patchogue River Retreat, 8 minute walk to West Beach
Patchogue River Retreat, 8 minute walk to West Beach
10.0 out of 10, Exceptional, 6 reviews
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Unobstructed Ocean Views ! A Beautiful Montauk Getaway
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
10.0 out of 10, Exceptional, 34 reviews
Lovely Westbrook Home w/ Patio - Walk to Beach!
Lovely Westbrook Home w/ Patio - Walk to Beach!
10.0 out of 10, Exceptional, 1 review
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, 49 reviews
Summer in the Hamptons! Beautiful home with pool, hot tub, pirate ship and more!
Summer in the Hamptons! Beautiful home with pool, hot tub, pirate ship and more!
10.0 out of 10, Exceptional, 68 reviews
The Hampton Sack a cheerful relaxing beach cottage
The Hampton Sack a cheerful relaxing beach cottage
7.4 out of 10, Good, 12 reviews
Spacious, beautiful home. 5-min walk to beach. 1 min to Water's Edge Resort!
Spacious, beautiful home. 5-min walk to beach. 1 min to Water's Edge Resort!
10.0 out of 10, Exceptional, 42 reviews
Unique Modern Barn House in Sag Harbor
Unique Modern Barn House in Sag Harbor
10.0 out of 10, Exceptional, 10 reviews
Charming Hampton Bays Home 5 Mi to Cooper’s Beach
Charming Hampton Bays Home 5 Mi to Cooper’s Beach
9.6 out of 10, Exceptional, 9 reviews
Niantic Cottage Minutes from Beach | Play & Relax
Niantic Cottage Minutes from Beach | Play & Relax
10.0 out of 10, Exceptional, 4 reviews
Beautiful Family Home Nestled In The Heart Of Sagaponack
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, 25 reviews
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, 73 reviews
Gorgeous private Hamptons house with pool and volleyball court
Gorgeous private Hamptons house with pool and volleyball court
7.8 out of 10, Good, 7 reviews
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
10.0 out of 10, Exceptional, 23 reviews
HAMPTON BAYS HOME MINUTES FROM SOUTHAMPTON VILLAGE, SHINNECOCK BAY, OCEAN...
HAMPTON BAYS HOME MINUTES FROM SOUTHAMPTON VILLAGE, SHINNECOCK BAY, OCEAN...
10.0 out of 10, Exceptional, 1 review
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other property types in Shelter Island
Montauk Manor
Montauk Manor
9.2 out of 10, Wonderful, 1,023 reviews
The price is $299
$361 total
includes taxes & fees
Jun 6 - Jun 7
Windward Shores Ocean Resort
Windward Shores Ocean Resort
8.8 out of 10, Excellent, 238 reviews
The price is $242
$297 total
includes taxes & fees
Jun 9 - Jun 10
The Surf Club
The Surf Club
8.4 out of 10, Very Good, 222 reviews
The price is $249
$338 total
includes taxes & fees
Jun 13 - Jun 14
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Shelter Island Vacation Homes information
Number of reviews | 419 |
---|---|
Accommodation | 1658 Vacation Homes |
Lowest Price | |
Highest Price |
Recent reviews of Shelter Island hotelsExpedia verified reviews
5/5 Excellent
"I love the location "
A verified traveler stayed at Beachcomber Resort at Montauk
Posted 17 hours ago
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More Accommodation Types in Shelter Island
- Cottages in Shelter Island (186)
- Apartments in Shelter Island (104)
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- Guest Houses in Shelter Island (20)
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- Condo Resorts in Shelter Island (1)
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