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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

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, (76)
"Super clean, beautiful water views and great location. Would definitely recommend and would stay again."
Newly Renovated Montauk Condo with Ocean Views!
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Interior

MONTAUK MANOR-DELUXE STUDIO APARTMENT

10.0 out of 10, Exceptional, (66)
"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 932 total
includes taxes & fees
3 Apr - 4 Apr
Hamptons apartment getaway
Charming Greenport Gem 1, 1 Mile to Ferry!
Exterior

Charming Greenport Gem 1, 1 Mile to Ferry!

10.0 out of 10, Exceptional, (16)
"Beautiful property is in a safe walkable area near restaurants and shops. Off street parking was easy to find. Lovely garden path leads you to the front door. Interior flight of curved/circular stairs takes you up one flight to door. Maybe tricky for someone with mobility issues. Bedrooms and one bath were clean, nicely decorated and well stocked with the essentials including soaps, hair dryer and tissues. Kitchen was bright. Please note there is minimal counter space but well stocked...
Charming Greenport Gem 1, 1 Mile to Ferry!
Bright Apartment - 1/2 Mi to Greenport Harbor!
Miscellaneous

Bright Apartment - 1/2 Mi to Greenport Harbor!

10.0 out of 10, Exceptional, (75)
"We loved this quiet and cozy apartment! It was very clean, updated, and easy to access. John was in communication and even provided dining recommendations. We walked into Greenport center every day and it was the perfect location. We hope to be back again!"
Bright Apartment - 1/2 Mi to Greenport Harbor!
Harbor Heights
Beach

Harbor Heights

9.6 out of 10, Exceptional, (4)
"The host communicated very well. The place was clean, and comfortable. Would definitely stay there again"
Harbor Heights
Hamptons Haven: Sunny 1-bedroom oasis with modern comforts near the bay!
Miscellaneous

Hamptons Haven: Sunny 1-bedroom oasis with modern comforts near the bay!

9.6 out of 10, Exceptional, (5)
"Great place great price nice people. This is an apartment in someone’s house, they were welcoming and helpful. Definitely would stay here again."
Hamptons Haven: Sunny 1-bedroom oasis with modern comforts near the bay!
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
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
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
A heated pool

A Touch of Ocean Studio, 1 BTH & Balcony Apt!

10.0 out of 10, Exceptional, (5)
"Being literally on the beach with resident access to chairs towels umbrellas and snacks is really awesome."
The price is AED 621
AED 1,568 total
includes taxes & fees
3 Apr - 4 Apr
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
Sag Harbor Suite by the Beach
1 bedroom, WiFi, bed sheets

Sag Harbor Suite by the Beach

8.8 out of 10, Excellent, (10)
"Trvis and Alice are great host and the property was a great place to stay close to the beach and downtown Sag Harbor."
Sag Harbor Suite by the Beach
The Mast at Soundview · Beach+Ocean+Sunrise
On the beach

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is AED 413
AED 882 total
includes taxes & fees
3 Apr - 4 Apr
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 413
AED 882 total
includes taxes & fees
3 Apr - 4 Apr
The Stern at Soundview · Beach+Ocean+Sunrise
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
Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.
Terrace/patio

Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.

10.0 out of 10, Exceptional, (147)
"Maritza and John were very friendly hosts and we even met their lovely dog Sara! Central location to Greenport. You have access to the top floor of the house where it is both homely and inviting. Would stay here again"
Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.
Coastal Waterford Getaway, Steps to the Water!
Fridge, microwave, stovetop, dishwasher

Coastal Waterford Getaway, Steps to the Water!

10.0 out of 10, Exceptional, (13)
"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!
Charming Montauk Getaway centrally located
Beach nearby

Charming Montauk Getaway centrally located

9.6 out of 10, Exceptional, (42)
"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
MATTITUCK, #1 Winery and Beach Town !
Fridge, microwave, oven, stovetop

MATTITUCK, #1 Winery and Beach Town !

10.0 out of 10, Exceptional, (104)
"We meet Manny when we arrived at the property and he showed us around and gave us great tips on things to do and beaches to visit, his wife found out it was my wife's birthday and she made her a special dessert. It was a great time. "
MATTITUCK, #1 Winery and Beach Town !
Modern Studio Apt w/ Balcony & Pool View | 1 BTH
A heated pool

Modern Studio Apt w/ Balcony & Pool View | 1 BTH

The price is AED 621
AED 1,568 total
includes taxes & fees
3 Apr - 4 Apr
Modern Studio Apt w/ Balcony & Pool View | 1 BTH
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
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1142)
"the location is great and price is reasonable. "
The price is AED 617
AED 777 total
includes taxes & fees
3 Apr - 4 Apr
Montauk Manor
Montauk Oceanside Suites
Apartment | Private kitchen | Fridge, microwave, stovetop

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (367)
"Had a great stay here . Staff was friendly and check in and out was a breeze . Was very clean and comfortable. Only complaint was I couldn’t get a hot shower . Otherwise place is excellent. Shops , restaurants and bars are all a short walk . "
The price is AED 500
AED 611 total
includes taxes & fees
9 Apr - 10 Apr
Montauk Oceanside Suites
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (275)
"2nd loft bedroom/bath was especially nice"
The price is AED 484
AED 633 total
includes taxes & fees
3 Apr - 4 Apr
Windward Shores Ocean Resort
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's it like to stay at an apartment in Shelter Island?
You’ll find plenty of places to stay in Shelter Island with 91 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 more popular apartments in the area: MONTAUK MANOR-DELUXE STUDIO APARTMENT: Located in Montauk, 20.2 mi/32.5 km from the heart of Shelter Island. Includes free WiFi, fireplaces, and sofa beds. A fitness center and an outdoor pool are on site. Hamptons Haven: Sunny 1-bedroom oasis with modern comforts near the bay!: It’s situated in Hampton Bays, 15.6 mi/25 km away. Includes free WiFi and Smart TVs. Newly Renovated Montauk Condo with Ocean Views!: Located 19.8 mi/31.9 km away in Montauk. Free WiFi, private balconies, and Smart TVs are included. Access to an outdoor pool is available on site. Harbor Heights: It’s situated in Greenport, 2.6 mi/4.2 km from Shelter Island.
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.