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Search Resorts in Shelter Island

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Compare 14 Resorts in Shelter Island with updated reviews, rates, and availability.

Gurney's Montauk Resort & Seawater Spa
Room
Gurney's Montauk Resort & Seawater Spa
4.0 star property
8.2 out of 10, Very Good, (570)
"Great time beautiful property"
The price is AED 1,967
AED 2,671 total
includes taxes & fees
11 Jun - 12 Jun
Gurney's Montauk Resort & Seawater Spa
Water's Edge Resort & Spa
Exterior
Water's Edge Resort & Spa
3.5 star property
8.6 out of 10, Excellent, (1000)
"Hot tub area and sauna could use some updating, the pillows in the room were extremely uncomfortable. Everything else was good. "
The price is AED 1,062
AED 1,231 total
includes taxes & fees
9 Jun - 10 Jun
Water's Edge Resort & Spa
Brand New Waterfront - Chic & Sophisticated Unit # 703
Terrace/patio
Brand New Waterfront - Chic & Sophisticated Unit # 703
Brand New Waterfront - Chic & Sophisticated Unit # 703
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Brand New Waterfront - Chic & Sophisticated
Bathroom
Brand New Waterfront - Chic & Sophisticated
10.0 out of 10, Exceptional, (1)
"This condo was perfect for our Labor Day vacation. Great location. Easy access to beaches and restaurants. Clean and perfect size for our family of 4. We will certainly return. Steve the host was extremely responsive and answered all my questions."
Brand New Waterfront - Chic & Sophisticated
Brand New Waterfront - Chic & Sophisticated Unit # 702
Living area
Brand New Waterfront - Chic & Sophisticated Unit # 702
Brand New Waterfront - Chic & Sophisticated Unit # 702
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Pool
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Available July 21-28, 2023
Pool
Available July 21-28, 2023
8.8 out of 10, Excellent, (3)
"This rental was absolutely perfect. Room was exactly as described and very clean and well maintained. Very short walk to beach and pool. Water’s Edge staff was extremely courteous and attentive. The grounds are gorgeous and well maintained. The pool and beach combo was perfect for a family with kids. The owner of this rental was very easy to communicate with and responded quickly. We have zero complaints. We will absolutely be back again!"
Available July 21-28, 2023
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Pool
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
8.0 out of 10, Very Good, (1)
"Comfortable space for a small family. We liked the flexibility of having a small beach on property and our own kitchen. The owner was easy to contact too."
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Brand New Waterfront - Chic & Sophisticated
Living area
Brand New Waterfront - Chic & Sophisticated
Brand New Waterfront - Chic & Sophisticated
Brand New Waterfront - Chic & Sophisticated Unit # 704
Living area
Brand New Waterfront - Chic & Sophisticated Unit # 704
Brand New Waterfront - Chic & Sophisticated Unit # 704
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Pool
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Pool
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
10.0 out of 10, Exceptional, (1)
"Had a great stay for a long weekend getaway! The unit was in great shape, and we really enjoyed ourselves!"
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4
Pool
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4
Water's Edge Resort & Spa (May 17, 2024 - May 24, 2024)
Pool
Water's Edge Resort & Spa (May 17, 2024 - May 24, 2024)
Water's Edge Resort & Spa (May 17, 2024 - May 24, 2024)
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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
Exterior
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1024)
"Best affordable hotel in Montauk"
The price is AED 1,098
AED 1,325 total
includes taxes & fees
9 Jun - 10 Jun
Montauk Manor
Windward Shores Ocean Resort
Property grounds
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (238)
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
The price is AED 887
AED 1,092 total
includes taxes & fees
9 Jun - 10 Jun
Windward Shores Ocean Resort
The Surf Club
Exterior
The Surf Club
3.5 star property
8.4 out of 10, Very Good, (222)
"Very nice location and nice condo"
The price is AED 946
AED 1,279 total
includes taxes & fees
24 Jun - 25 Jun
The Surf 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.

Frequently asked questions

What is Shelter Island like for a resort vacation?
Longing for a relaxing getaway? Treat yourself to the comforts and luxuries of a resort, where you can find everything you want for your trip from tasty food and drink options to activities and shopping. Browse the resort options in the area and discover the right one for you, whether you picture yourself sitting down to fine dining or hitting the golf course for an afternoon game.
What can I do in Shelter Island?
Check out the interesting exhibits at Havens House, or get some time by the water at Sunset Beach. For more to see in the area, you can spend time at Crescent Beach or Shell Beach.
What's the weather like in Shelter Island?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.
What's the best way to get to and around Shelter Island?
Fly into East Hampton, NY (HTO), which is located 8.8 mi (14.2 km) away from the city center. You can also search for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.1 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.

Recent reviews of Shelter Island hotels
Expedia verified reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

5/5 Excellent
"Most of these reviews give less than 5 stars because it’s outdated, which it is, but other than that I love my stay. I had no issues. Front desk staff were super friendly. Coffee machine in the room which was nice. Great area and location too, a lot of restaurants in walking distance. They are in the middle of renovations so keep that in mind but I’m excited to come back when it’s completed!! "
A verified traveler stayed at Pier Blue Inn Old Saybrook - Essex
Posted 3 days ago
Pier Blue Inn Old Saybrook - Essex