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Search Apartments in Shelter Island

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Browse Select Shelter Island Apartments

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

Walk to Hawk's Nest Beach: Coastal Old Lyme Apt

3.0 star property
Walk to Hawk's Nest Beach: Coastal Old Lyme Apt

Charming Greenport Gem 1, 1 Mile to Ferry!

3.0 star property
10.0 out of 10, Exceptional, (1)
"extra clean brand new rooms. bathroom door did lock by itself and the small hole on the plate outside did unlock it when depressed otherwise perfect. we had 2 under 3 kids and the way it was set up was safe and fun"
Charming Greenport Gem 1, 1 Mile to Ferry!

Downtown Essex Apartment - Steps to River!

3.0 star property
10.0 out of 10, Exceptional, (2)
"A gem situated in downtown Essex."
Downtown Essex Apartment - Steps to River!

Coastal Waterford Getaway, Steps to the Water!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Ned was a wonderful host. The apartment is fully equipped, clean and comfortable. "
Coastal Waterford Getaway, Steps to the Water!

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This was the perfect, in town place to stay for the two of us. Located on a quiet street of well-maintained homes, and with parking right outside, it was a short 1-1/2 block walk to all the shops, restaurants, ferry, docks, etc. The apt is small, but clean and tidy, sun-filled and air-conditioned. We loved staying here and will again in the future."
Quaint DT Greenport Apt - 2 Mi to Shelter Island!

Villa Bridgehampton Village

3.5 star property
Villa Bridgehampton Village

Bright Apartment - 1/2 Mi to Greenport Harbor!

3.0 star property
Bright Apartment - 1/2 Mi to Greenport Harbor!

Inviting Beachfront Apartment in Hawk's Nest Beach

3.0 star property
Inviting Beachfront Apartment in Hawk's Nest Beach

Luxury Villa 7br 7baths With a Private Pool Hamptons

2.0 star property
Luxury Villa 7br 7baths With a Private Pool Hamptons

Luxurious 8 Bedroom Retreat With Pool East Hampton

2.0 star property
Luxurious 8 Bedroom Retreat With Pool East Hampton

Sage and Madison House - Hall Suite - 2nd Floor

3.0 star property
Sage and Madison House - Hall Suite - 2nd Floor

Best Hamptons Get-Away

2.5 star property
Best Hamptons Get-Away

Shinnecock Bay Waterfront

3.5 star property
Shinnecock Bay Waterfront

Plum Guide - Ocean Spray

3.5 star property
Plum Guide - Ocean Spray

Sage and Madison House - Madison Suite - 1st Floor

3.0 star property
Sage and Madison House - Madison Suite - 1st Floor
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 94 accommodation options. Though there aren't many apartments, we can help you find accommodation that is similar. When you search for a place to stay on Expedia, you can filter by amenities such as a kitchen--- one of the conveniences often found in an apartment. Even filter by similar properties such as holiday homes, condos or guest houses.
Why choose an apartment over a traditional hotel room?
Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What will the weather be like in Shelter Island?
Although 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 temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.
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, Mashomack Preserve and Shell 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) from the city centre. Otherwise, look for flights into 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, consider renting a car to explore more sights.