Shelter Island Vacation Rentals
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Vacation Rentals in Shelter Island
Aqua Vista
Greenport, NY
With a stay at this vacation home in Greenport (Pipes Cove), you'll be steps from Railroad Museum of Long Island and 3 minutes by foot from East End Seaport Maritime Museum.
Kitchen
Washer
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Hampton Bays NY
With a stay at this vacation home in Hampton Bays, you'll be on the beach, within a 5-minute drive of The Hamptons Beaches and Meschutt Beach.
Hot Tub
Kitchen
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Montauk NY
With a stay at this vacation home in Montauk, you'll be on the beach, within a 5-minute drive of The Hamptons Beaches and Second House Museum.
Pool
Hot Tub
Beachfront Bliss-July 19th Fireworks -Spectacular Views of Niantic Bay
East Lyme CT
When you stay at this vacation home in Niantic, you'll be on the beach, within a 10-minute walk of Attawan Beach and McCook Point Beach.
Kitchen
Washer
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
Montauk NY
When you stay at this vacation home in Montauk, you'll be on the beach, just steps from The Hamptons Beaches and 10 minutes by foot from Second House Museum.
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️
Southampton NY
With a stay at this vacation home in Southampton, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Southampton Historical Museum.
Kitchen
Washer
2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS
East Lyme CT
Located in Niantic, this vacation home is on the waterfront, within a 10-minute drive of Tumbleweeds and Amtrak Beach.
Kitchen
Washer
Gorgeous private Hamptons house with pool and volleyball court
Hampton bays NY
With a stay at this vacation home in Hampton Bays, you'll be within a 5-minute drive of The Hamptons Beaches and Good Ground Park.
Pool
Kitchen
NEW VICTORIAN GEM IN GREENPORT
Greenport NY
With a stay at this vacation home in Greenport, you'll be a 5-minute walk from Kontokosta Winery and 10 minutes by foot from 67 Steps Beach.
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Riverhead NY
Located in Riverhead, this vacation home is a 2-minute drive from Roanoke Vineyards and 6 minutes from Long Island National Golf Club.
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 Rentals essential information
Accommodation | 1793 Vacation Rentals |
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Lowest Price | |
Highest Price | |
Popular accommodation | Aqua Vista , Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!, Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready, Beachfront Bliss-July 19th Fireworks -Spectacular Views of Niantic Bay, Unobstructed Ocean Views ! A Beautiful Montauk Getaway , Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️, 2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS, Gorgeous private Hamptons house with pool and volleyball court, NEW VICTORIAN GEM IN GREENPORT, Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons, Hamptons Modern Retreat NEW CONS, Charming Waterfront Getaway — South Cove, Old Saybrook |