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Compare 224 Cottages in Shelter Island with updated reviews, rates, and availability.

Beachside Twinhome: 2 Private Sides + Sunroom Escape for Friends & Family
Beachside Twinhome: 2 Private Sides + Sunroom Escape for Friends & Family
10.0 out of 10, Exceptional, (14)

1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets
9.2 out of 10, Wonderful, (23)
The price is AED 327
AED 639 total
includes taxes & fees
31 Mar - 1 Apr

Charming Westbrook Cottage, Steps to Private Beach
Charming Westbrook Cottage, Steps to Private Beach
10.0 out of 10, Exceptional, (2)

Charming Old Lyme Cottage, Steps to Private Beach!
Charming Old Lyme Cottage, Steps to Private Beach!
8.6 out of 10, Excellent, (7)

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
10.0 out of 10, Exceptional, (25)

'The Gate House'on Beach front Estate with Dockage. Walk to Village .
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
9.8 out of 10, Exceptional, (91)

Location and views! Located directly on Shinnecock Bay!
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (23)

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
9.8 out of 10, Exceptional, (107)
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.
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Other property types in Shelter Island

Montauk Manor
Montauk Manor
9.2 out of 10, Wonderful, (1144)
The price is AED 481
AED 621 total
includes taxes & fees
25 Mar - 26 Mar

Montauk Oceanside Suites
Montauk Oceanside Suites
8.6 out of 10, Excellent, (366)
The price is AED 500
AED 611 total
includes taxes & fees
27 Mar - 28 Mar

Windward Shores Ocean Resort
Windward Shores Ocean Resort
8.8 out of 10, Excellent, (275)
The price is AED 484
AED 633 total
includes taxes & fees
25 Mar - 26 Mar
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 hotels
Recent reviews of Shelter Island hotels

Montauk Manor
5/5 Excellent
"Great place! "
A verified traveler stayed at Montauk Manor
Posted 3 days ago
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