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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 140 Apartments in Shelter Island with updated reviews, rates, and availability.

Newly Renovated Montauk Condo with Ocean Views!
Beach nearby, sun loungers, beach towels

Newly Renovated Montauk Condo with Ocean Views!

9.8 out of 10, Exceptional, (81)
"Super clean, beautiful water views and great location. Would definitely recommend and would stay again."
Newly Renovated Montauk Condo with Ocean Views!
Charming Montauk Getaway centrally located
Beach nearby

Charming Montauk Getaway centrally located

9.6 out of 10, Exceptional, (43)
"The property was perfect for two people who want a cozy space, perfect location, and a wonderful and helpful owner. Would definitely return."
Charming Montauk Getaway centrally located
Harbor Heights
Beach

Harbor Heights

9.8 out of 10, Exceptional, (8)
"The host communicated very well. The place was clean, and comfortable. Would definitely stay there again"
Harbor Heights
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Interior

MONTAUK MANOR-DELUXE STUDIO APARTMENT

10.0 out of 10, Exceptional, (67)
"We had such an amazing time at Montauk Manor! The studio had everything we needed to cook a couple meals and to unplug and relax together! Best valentine's day weekend! Thank you Robert!"
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Hamptons apartment getaway
Interior

Hamptons apartment getaway

10.0 out of 10, Exceptional, (1)
"The room was a lot more spacious than I anticipated and everything was very clean. There was some music playing upstairs but it was quiet by nighttime. Check in and check out was very straightforward. Turning into the driveway was a bit difficult when the highway was crowded but was otherwise easy to find "
The price is AED 459
AED 953 total
includes taxes & fees
13 Jun - 14 Jun
Hamptons apartment getaway
Bright Apartment - 1/2 Mi to Greenport Harbor!
Miscellaneous

Bright Apartment - 1/2 Mi to Greenport Harbor!

10.0 out of 10, Exceptional, (77)
"Great stay in Greenport. The hosts, accommodations are location are wonderful. Look forward to another visit."
Bright Apartment - 1/2 Mi to Greenport Harbor!
Freeboard at Soundview · Beach+Ocean+Sunrise
On the beach

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is AED 265
AED 698 total
includes taxes & fees
9 Jun - 10 Jun
Freeboard at Soundview · Beach+Ocean+Sunrise
The Bridge at Soundview · Beach+OceanView+Sunrise
On the beach

The Bridge at Soundview · Beach+OceanView+Sunrise

2.0 star property
The price is AED 620
AED 1,976 total
includes taxes & fees
10 Jun - 11 Jun
The Bridge at Soundview · Beach+OceanView+Sunrise
Private, 1 bed/1.5 bath apt close to local beaches
Exterior

Private, 1 bed/1.5 bath apt close to local beaches

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay very much. Everything is as described. Vacation was perfect - we will def be back!"
Private, 1 bed/1.5 bath apt close to local beaches
Charming Greenport Gem 1, 1 Mile to Ferry!
Exterior

Charming Greenport Gem 1, 1 Mile to Ferry!

10.0 out of 10, Exceptional, (16)
"Wonderful place for a girls weekend. Host communicated all details and was super accommodating. "
Charming Greenport Gem 1, 1 Mile to Ferry!
Ocean Dunes at Amagansett
Lobby

Ocean Dunes at Amagansett

2.5 star property
8.6 out of 10, Excellent, (8)
"Ocean Dunes is a perfect place where the beach meets the village."
Ocean Dunes at Amagansett
Water &Sunset views POOL mint studio Balcony SLEEP 5 walk2 beach harbor dock
Outdoor dining

Water &Sunset views POOL mint studio Balcony SLEEP 5 walk2 beach harbor dock

Water &Sunset views POOL mint studio Balcony SLEEP 5 walk2 beach harbor dock
The Mast at Soundview · Beach+Ocean+Sunrise
On the beach

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect spot for my stay! I loved being able to walk down to the beach and enjoyed the quiet neighborhood. Check in directions were straightforward and I had no issues getting into my room or finding the place. Host was very responsive! "
The price is AED 331
AED 785 total
includes taxes & fees
9 Jun - 10 Jun
The Mast at Soundview · Beach+Ocean+Sunrise
The Stern at Soundview · Beach+Ocean+Sunrise
On the beach

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is AED 317
AED 765 total
includes taxes & fees
9 Jun - 10 Jun
The Stern at Soundview · Beach+Ocean+Sunrise
MATTITUCK, #1 Winery and Beach Town !
Fridge, microwave, oven, stovetop

MATTITUCK, #1 Winery and Beach Town !

10.0 out of 10, Exceptional, (104)
"Excellent location for exploring the North Fork. Short drives to all the best places and access to 2 private beaches. Manny and Amal are very friendly, hospitable and helpful."
MATTITUCK, #1 Winery and Beach Town !
Hatch at Soundview · Beach+OceanView+Sunrise
On the beach

Hatch at Soundview · Beach+OceanView+Sunrise

2.0 star property
4.0 out of 10, (1)
"Upon our arrival we were given a numerical code to get into the rental. It did not work! We tried a number of times as to no avail! There was a couple that told us this has happened to them and showed us a back entrance jacked open by a brick! That’s how we got in! Secondly , we had a difficult time with the a/c. It barely cooled the unit! Finally, after spending a day at the beach, I went to take a shower. The shower handle was stuck and could not turn on the shower!! We had plans to go to a...
The price is AED 601
AED 1,127 total
includes taxes & fees
29 Jun - 30 Jun
Hatch at Soundview · Beach+OceanView+Sunrise
Beautiful 2bedroom w Pool close to the beach and Southampton Village
Outdoor pool

Beautiful 2bedroom w Pool close to the beach and Southampton Village

9.6 out of 10, Exceptional, (5)
"We were 5 adult women and had a wonderful time. The 2 fire pits by the pool were wonderful and the owners were very attentive to our requests and needs, friendly too. Good location next to Shinnecock Bay Beach, walking distance. Would stay here again!"
The price is AED 2,167
AED 3,550 total
includes taxes & fees
22 Jun - 23 Jun
Beautiful 2bedroom w Pool close to the beach and Southampton Village
Long Island Sound Studio
Exterior

Long Island Sound Studio

10.0 out of 10, Exceptional, (10)
"Quiet place great view nice family. Birds to watch. Great location. "
Long Island Sound Studio
Coastal Waterford Getaway, Steps to the Water!
Fridge, microwave, stovetop, dishwasher

Coastal Waterford Getaway, Steps to the Water!

10.0 out of 10, Exceptional, (12)
"We stayed here while visiting our son. The place looks brand new, right on the water, super quiet (I don't think we heard a noise the whole weekend). Nice community/area, would definitely stay here again. Ned was super nice and gave us two great recommendations for dinner. "
Coastal Waterford Getaway, Steps to the Water!
Inviting Beachfront Apartment in Hawk's Nest Beach
Fridge, microwave, stovetop, coffee/tea maker

Inviting Beachfront Apartment in Hawk's Nest Beach

3.0 star property
9.6 out of 10, Exceptional, (7)
"There was a complete misunderstanding about the houses. The listing doesn’t say upstairs or downstairs so we were in the wrong part of the house and the second building wasn’t one of the places to stay in so someone had to leave for no reason for the miscommunication cause we had the wrong part of the house. There needs to be more in the listing stating upstairs and down stairs. We got the place for 8 and the bedrooms couldn’t sleep 8 without guys doubling up in beds. It wasn’t intentional to be...
Inviting Beachfront Apartment in Hawk's Nest Beach
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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Frequently asked questions

What's it like to stay at an apartment in Shelter Island?
You’ll find plenty of places to stay in Shelter Island with 96 accommodations. Though there aren’t many apartments, we can help you search for accommodations that are similar. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can even filter by similar properties such as condos, vacation homes, or cottages.
Why should you consider apartments instead of traditional hotels?
Often more spacious than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel.
What's a favorite apartment for my stay in Shelter Island?
Below are some of the top apartments in the area: Newly Renovated Montauk Condo with Ocean Views!: Located in Montauk, 19.8 mi/31.9 km from the heart of Shelter Island. Includes free WiFi, private balconies, and Smart TVs. Onsite laundry facilities and an outdoor pool are on site. Charming Montauk Getaway centrally located: Located 19.9 mi/32.1 km away in Montauk. Amenities include Smart TVs. Harbor Heights: 2.6 mi/4.2 km away in Greenport. MONTAUK MANOR-DELUXE STUDIO APARTMENT: Located in Montauk, 20.2 mi/32.5 km from Shelter Island. Includes free WiFi, fireplaces, and sofa beds. A fitness center and onsite laundry facilities are on site.
What will the weather be like when I travel to Shelter Island?
Though weather is just one factor, it can really affect your travel plans, especially when you are planning a longer stay 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 should I see in Shelter Island?
Sunset Beach and Crescent Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Shelter Island Whale’s Tail. While here, Gardiner’s Bay Country Club and Shelter Island Historical Society are other places worth a visit.
What's the best way to get to and around Shelter Island?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into East Hampton, NY (HTO), which is located 8.8 mi (14.2 km) away from the city center. Otherwise, you can search for flights to 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 a rental car for your journey.