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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Shelter Island apartments

Beach nearby

Apartment in Old Lyme

The Stern at Soundview · Beach+Ocean+Sunrise
10.0 out of 10, Exceptional, (3 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is CA $123
CA $287 total
includes taxes & fees
Feb 26 - Feb 27
The Stern at Soundview · Beach+Ocean+Sunrise
Beach nearby

Apartment in Old Lyme

The Anchor at Soundview · Beach+Ocean+Sunrise
8.0 out of 10, Very good, (2 reviews)
"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "
United States
October P.
The price is CA $141
CA $310 total
includes taxes & fees
Mar 4 - Mar 5
The Anchor at Soundview · Beach+Ocean+Sunrise
1 bedroom, desk, iron/ironing board, travel crib

Apartment in Westbrook Center

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
The price is CA $138
CA $403 total
includes taxes & fees
Feb 26 - Feb 27
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Beach nearby

Apartment in Old Lyme

Quarterdeck at Soundview · Beach+Ocean+Sunrise
The price is CA $143
CA $412 total
includes taxes & fees
Feb 26 - Feb 27
Quarterdeck at Soundview · Beach+Ocean+Sunrise
2 bedrooms, desk, iron/ironing board, travel crib

Apartment in Westbrook Center

1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
The price is CA $185
CA $527 total
includes taxes & fees
Feb 26 - Feb 27
1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near 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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Top Shelter Island Hotel Reviews

The Sagaponack

The Sagaponack

10/10 Excellent
"Enjoyed our stay. Clean room , temperature in room was cozy, bed was comfortable and snack bar in main house was a nice touch."
Susan 1-night trip
Posted 19 hours ago
The Sagaponack

Find out more about Shelter Island

Shelter Island Apartments information

Number of reviews
5
Accommodation
150 Apartments
Lowest Price
CA $287
Highest Price
CA $412

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 99 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: Harbor Heights: Situated in Greenport, 2.6 mi/4.2 km from the heart of Shelter Island. Charming Montauk Getaway centrally located: Located 19.9 mi/32.1 km away in Montauk. Fireplaces and Smart TVs are included. Newly Renovated Montauk Condo with Ocean Views!: Located in Montauk, 19.8 mi/31.9 km away. Includes free WiFi, private balconies, and Smart TVs. Onsite laundry facilities and an outdoor pool are on site. MONTAUK MANOR-DELUXE STUDIO APARTMENT: Located 20.2 mi/32.5 km away in Montauk. Free WiFi, fireplaces, and sofa beds are included. A fitness center and onsite laundry facilities are on site. Forecastle at Soundview · Beach+OceanView+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 Mashomack Preserve 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 Crescent 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.

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