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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Apartments in Shelter Island

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, (82)
"Super clean, beautiful water views and great location. Would definitely recommend and would stay again."
Newly Renovated Montauk Condo with Ocean Views!
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
Exterior

Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn

10.0 out of 10, Exceptional, (27)
"Very much enjoyed our stay!"
The price is SAR 1,317
SAR 1,694 total
includes taxes & fees
21 Jul - 22 Jul
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
Charming Montauk Getaway centrally located
Beach nearby

Charming Montauk Getaway centrally located

9.6 out of 10, Exceptional, (46)
"Great space in a very convenient location. Will definitely look to stay here again in the future!"
Charming Montauk Getaway centrally located
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 "
Hamptons apartment getaway
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 !
CHARMING APARTMENT WITH SEPARATE ENTRANCE
Living area

CHARMING APARTMENT WITH SEPARATE ENTRANCE

CHARMING APARTMENT WITH SEPARATE ENTRANCE
The Stern at Soundview · Beach+Ocean+Sunrise
On the beach

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (2)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
The price is SAR 372
SAR 844 total
includes taxes & fees
20 Jul - 21 Jul
The Stern at Soundview · Beach+Ocean+Sunrise
The Anchor at Soundview · Beach+Ocean+Sunrise
On the beach

The Anchor at Soundview · Beach+Ocean+Sunrise

2.0 star property
8.0 out of 10, Very Good, (1)
"Great stay. Clean, all amenities provided, located short walk from beach. I wouldn’t call it an apartment or studio, though. It’s the size of a bedroom and includes only a bed, dresser, fridge and microwave. Not even a chair. Description made me expect a bit more but if you know the size going in, it’s a marvelous place to stay. "
The price is SAR 290
SAR 738 total
includes taxes & fees
30 Jul - 31 Jul
The Anchor at Soundview · Beach+Ocean+Sunrise
The Mast at Soundview · Beach+Ocean+Sunrise
On the beach

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.0 out of 10, Wonderful, (2)
"Nice place, little smaller than I was expecting, but location was close to the beach, info regarding access to the property was clear and easy to follow! Parking was assigned but other occupants decided not to utilize their assigned space and took ours. Be prepared to clean the studio before you leave to include dishes and take out the trash. Was surprised by the cleaning request. Overall great weekend!"
The price is SAR 396
SAR 871 total
includes taxes & fees
23 Jul - 24 Jul
The Mast at Soundview · Beach+Ocean+Sunrise
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Exterior

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

9.8 out of 10, Exceptional, (62)
"Very nice, clean and convienent place to stay. Very comfortable."
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Freeboard at Soundview · Beach+Ocean+Sunrise
On the beach

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
"I love everything about this property. Excellent response from host. Excellent cleanliness of place. OVERALL TOP EXPERIENCE. 1000 PERCENT will be back."
The price is SAR 435
SAR 927 total
includes taxes & fees
13 Aug - 14 Aug
Freeboard at Soundview · Beach+Ocean+Sunrise
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
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Interior

MONTAUK MANOR-DELUXE STUDIO APARTMENT

10.0 out of 10, Exceptional, (67)
"Beautiful home and convenient to everything in Montauk."
MONTAUK MANOR-DELUXE STUDIO APARTMENT
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
Unit 1022 - Ocean Colony Beach and Tennis Club
A heated pool

Unit 1022 - Ocean Colony Beach and Tennis Club

6.0 out of 10, (1)
Unit 1022 - Ocean Colony Beach and Tennis Club
Bright Apartment - 1/2 Mi to Greenport Harbor!
Fridge, microwave, stovetop, dishwasher

Bright Apartment - 1/2 Mi to Greenport Harbor!

10.0 out of 10, Exceptional, (78)
"Great stay in Greenport. The hosts, accommodations are location are wonderful. Look forward to another visit."
Bright Apartment - 1/2 Mi to Greenport Harbor!
Downtown Essex Apartment - Steps to River!
Interior

Downtown Essex Apartment - Steps to River!

10.0 out of 10, Exceptional, (19)
"Loved this place"
Downtown Essex Apartment - Steps to River!
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 Bridge at Soundview · Beach+OceanView+Sunrise
On the beach

The Bridge at Soundview · Beach+OceanView+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (1)
"The space was much larger than expected and was perfect for a group of 4 adults and 3 kids under 3! We had a great time, being a 5 minute walk from the beach and having a comfortable space to come back to. We'll definitely be coming back."
The price is SAR 1,175
SAR 2,724 total
includes taxes & fees
24 Jul - 25 Jul
The Bridge at Soundview · Beach+OceanView+Sunrise
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Terrace/patio

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

The price is SAR 843
SAR 1,101 total
includes taxes & fees
22 Jul - 23 Jul
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
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. Sag Harbor Suite by the Beach: Located 6 mi/9.6 km away in Sag Harbor. The Stern at Soundview · Beach+Ocean+Sunrise: It's situated in Old Lyme, 15.4 mi/24.8 km away. Includes free WiFi and Smart TVs. Hamptons apartment getaway: 20.1 mi/32.4 km away in East Quogue. Free WiFi and Smart TVs are included. Charming Montauk Getaway centrally located: It's located in Montauk, 19.9 mi/32.1 km from Shelter Island. Includes fireplaces and Smart TVs.
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, Shelter Island Historical Society and Wades Beach 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.