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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Apartments in Shelter Island

Charming Montauk Getaway centrally located
Fridge, microwave, oven, stovetop

Charming Montauk Getaway centrally located

9.6 out of 10, Exceptional, (43)
"Quiet, private, well-appointed spot with everything you need for a getaway. Conveniently located within walking distance to town, it has its own outdoor area perfect for lounging and cooking out. We loved it!"
Charming Montauk Getaway centrally located
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, (61)
"Very nice, clean and convienent place to stay. Very comfortable."
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Newly Renovated Montauk Condo with Ocean Views!
Fridge, microwave, oven, stovetop

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!
Freeboard at Soundview · Beach+Ocean+Sunrise
1 bedroom, desk, iron/ironing board, travel crib

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is SAR 271
SAR 713 total
includes taxes & fees
19 Jun - 20 Jun
Freeboard at Soundview · Beach+Ocean+Sunrise
The Anchor at Soundview · Beach+Ocean+Sunrise
1 bedroom, iron/ironing board, free WiFi, bed sheets

The Anchor at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is SAR 348
SAR 809 total
includes taxes & fees
19 Jun - 20 Jun
The Anchor at Soundview · Beach+Ocean+Sunrise
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, (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!
The Mast at Soundview · Beach+Ocean+Sunrise
1 bedroom, desk, iron/ironing board, travel crib

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 SAR 358
SAR 824 total
includes taxes & fees
18 Jun - 19 Jun
The Mast at Soundview · Beach+Ocean+Sunrise
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
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 SAR 469
SAR 969 total
includes taxes & fees
19 Jun - 20 Jun
Hamptons apartment getaway
Harbor Heights
Property grounds

Harbor Heights

9.8 out of 10, Exceptional, (9)
"perfect for visit to town and liked everything about our stay. "
Harbor Heights
Charming 1-bedroom apartment with AC, 3 minute walk to beach, and new hot tub
Smart TV

Charming 1-bedroom apartment with AC, 3 minute walk to beach, and new hot tub

Charming 1-bedroom apartment with AC, 3 minute walk to beach, and new hot tub
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
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 Stern at Soundview · Beach+Ocean+Sunrise
1 bedroom, desk, iron/ironing board, free WiFi

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is SAR 440
SAR 929 total
includes taxes & fees
19 Jun - 20 Jun
The Stern at Soundview · Beach+Ocean+Sunrise
The Bridge at Soundview · Beach+OceanView+Sunrise
Interior

The Bridge at Soundview · Beach+OceanView+Sunrise

2.0 star property
The price is SAR 1,742
SAR 3,423 total
includes taxes & fees
17 Jul - 18 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

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
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 !
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 SAR 2,215
SAR 3,628 total
includes taxes & fees
16 Jul - 17 Jul
Beautiful 2bedroom w Pool close to the beach and Southampton Village
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 95 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: Charming Montauk Getaway centrally located: Situated in Montauk, 19.9 mi/32.1 km from the heart of Shelter Island. Includes fireplaces 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. Onsite laundry facilities and an outdoor pool are on site. Freeboard at Soundview · Beach+Ocean+Sunrise: It’s situated in Old Lyme, 15.4 mi/24.8 km away. Includes free WiFi and Smart TVs. Sag Harbor Suite by the Beach: 6 mi/9.6 km away in Sag Harbor. The Mast at Soundview · Beach+Ocean+Sunrise: It’s located in Old Lyme, 15.4 mi/24.8 km from Shelter Island. Includes free WiFi 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, 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.