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Compare 1350 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)
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, (48)
Enjoy the North Fork of Long Island at Our Lovely Home
Enjoy the North Fork of Long Island at Our Lovely Home
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North Fork Escape Near Wineries, Beaches And Hamptons
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, (83)
The price is SAR 3,563
SAR 4,928 total
includes taxes & fees
28 Jum. I - 29 Jum. I
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, (22)
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, (41)
Waterfront Beach House
Waterfront Beach House
9.6 out of 10, Exceptional, (33)
The SandPiper
The SandPiper
9.4 out of 10, Exceptional, (3)
Beach Cottage, > .5 walk to beach, quaint, Beach community
Beach Cottage, > .5 walk to beach, quaint, Beach community
10.0 out of 10, Exceptional, (1)
The price is SAR 649
SAR 1,277 total
includes taxes & fees
28 Jum. I - 29 Jum. I
Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (27)
Airstream Art Studio Sculpture/Nature Preserve
Airstream Art Studio Sculpture/Nature Preserve
10.0 out of 10, Exceptional, (1)
The price is SAR 563
SAR 896 total
includes taxes & fees
28 Jum. I - 29 Jum. I
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
10.0 out of 10, Exceptional, (33)
Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️
Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️
10.0 out of 10, Exceptional, (21)
Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches
Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches
10.0 out of 10, Exceptional, (162)
July month or weekly still available. Hampton 5br, pool, hot tub, private beach.
July month or weekly still available. Hampton 5br, pool, hot tub, private beach.
10.0 out of 10, Exceptional, (67)
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
10.0 out of 10, Exceptional, (10)
The Hampton Sack a cheerful relaxing beach cottage
The Hampton Sack a cheerful relaxing beach cottage
7.2 out of 10, Good, (11)
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
9.8 out of 10, Exceptional, (16)
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, (1021)
The price is SAR 630
SAR 792 total
includes taxes & fees
28 Jum. I - 29 Jum. I
Montauk Oceanside Suites
Montauk Oceanside Suites
8.4 out of 10, Very Good, (296)
The price is SAR 634
SAR 761 total
includes taxes & fees
12 Jum. II - 13 Jum. II
The Surf Club
The Surf Club
8.4 out of 10, Very Good, (220)
The price is SAR 605
SAR 894 total
includes taxes & fees
28 Jum. I - 29 Jum. I
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.
Recent reviews of Shelter Island hotelsExpedia verified reviews
5/5 Excellent
"Great time beautiful property"
A verified traveler stayed at Gurney's Montauk Resort & Seawater Spa
Posted 3 days ago
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More Accommodation Types in Shelter Island
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- Hotels (4,799)