Apartments in Shelter Island for Rent

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Apartments in Shelter Island

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
Old Lyme
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
$172 nightly
The price is $195
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise

Shoreline Oasis

Clinton
9.2 out of 10, Wonderful, (7)
"Everything was as advertised or better. Lovely quiet area near beautiful beaches and great restaurants. We had a terrific experience. "
United States
Tom S.
$230 nightly
The price is $261
Dec 8 - Dec 9
Total with taxes and fees
Shoreline Oasis

The Bridge at Soundview · Beach+OceanView+Sunrise

2.0 star property
Old Lyme
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."
United States
Emotional J.
$432 nightly
The price is $488
Dec 8 - Dec 9
Total with taxes and fees
The Bridge at Soundview · Beach+OceanView+Sunrise

The Anchor at Soundview · Beach+Ocean+Sunrise

2.0 star property
Old Lyme
8.0 out of 10, Very Good, (2)
"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.
$172 nightly
The price is $195
Dec 8 - Dec 9
Total with taxes and fees
The Anchor at Soundview · Beach+Ocean+Sunrise

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

Napeague
10.0 out of 10, Exceptional, (1)
"Great spot! Nice to have beach access w/ chairs and umbrellas"
United States
Michael M.
$671 nightly
The price is $752
Dec 8 - Dec 9
Total with taxes and fees
Modern Studio Apt w/ Balcony & Pool View | 1 BTH

Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub

Napeague
10.0 out of 10, Exceptional, (1)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
United States
Kevin C.
$703 nightly
The price is $788
Dec 15 - Dec 16
Total with taxes and fees
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub

My Amity 1BR Beachside Home | Tennis+Pool+WiFi+PKG

Napeague
9.0 out of 10, Wonderful, (4)
"Overall, it was a great spot— the private beach, pool, and attentive staff were the cherry on top to the convenient location, and we’ll maintained unit and property"
United States
Michelle R.
$769 nightly
The price is $862
Dec 8 - Dec 9
Total with taxes and fees
My Amity 1BR Beachside Home | Tennis+Pool+WiFi+PKG

Unit 823 - Ocean Colony Beach and Tennis Club

Napeague
10.0 out of 10, Exceptional, (2)
"Loved having coffe on the deck enjoying the views. The location was perfect for us. Hope to be back!"
United States
Dianna L.
$692 nightly
The price is $775
Dec 8 - Dec 9
Total with taxes and fees
Unit 823 - Ocean Colony Beach and Tennis Club

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

Napeague
10.0 out of 10, Exceptional, (5)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
$745 nightly
The price is $835
Dec 15 - Dec 16
Total with taxes and fees
A Touch of Ocean Studio, 1 BTH & Balcony Apt!

White Studio Apt w/ Balcony, Tub & Ocean view!

Napeague
8.0 out of 10, Very Good, (1)
$762 nightly
The price is $854
Dec 8 - Dec 9
Total with taxes and fees
White Studio Apt w/ Balcony, Tub & Ocean view!

The King 1BR Beachside Home | Tennis+Ocean+WiFiPKG

Napeague
10.0 out of 10, Exceptional, (2)
"We had such a great stay here at the condo. The space was perfect and location was great. We came Columbus day weekend and would like to come back durijg summer season to use the facilities more. Everyone was very responsive during the process prior to arrival and the staff was excellent when on site. Highly recommend!!"
United States
Samantha R.
$748 nightly
The price is $838
Dec 9 - Dec 10
Total with taxes and fees
The King 1BR Beachside Home | Tennis+Ocean+WiFiPKG

1 BR Beach Studio and Relax Balcony in Amangansett

Napeague
$792 nightly
The price is $887
Dec 11 - Dec 12
Total with taxes and fees
1 BR Beach Studio and Relax Balcony in Amangansett

Comfort Studio Apt w/ Queen Bed & Private Balcony

Napeague
10.0 out of 10, Exceptional, (1)
"We very much enjoyed our stay, would definitely book again. "
United States
Mark F.
$707 nightly
The price is $793
Jan 7 - Jan 8, 2026
Total with taxes and fees
Comfort Studio Apt w/ Queen Bed & Private Balcony

Repose 1BR Beachside Home|Tennis+PingPong+Pool+PKG

Napeague
$769 nightly
The price is $862
Dec 8 - Dec 9
Total with taxes and fees
Repose 1BR Beachside Home|Tennis+PingPong+Pool+PKG

Pristine 1BR w/ loft, Corner Unit + Heated Pool

Napeague
10.0 out of 10, Exceptional, (3)
"Loved it! Highly recommend! Beautiful property."
United States
Lacy N.
$852 nightly
The price is $955
Dec 10 - Dec 11
Total with taxes and fees
Pristine 1BR w/ loft, Corner Unit + Heated Pool

Stylish Woody Interior 1BR+Loft w/ Beach Access

Napeague
$911 nightly
The price is $1,021
Dec 9 - Dec 10
Total with taxes and fees
Stylish Woody Interior 1BR+Loft w/ Beach Access

Live Comfortably in a Balcony 1 Bedroom Apt

Napeague
$844 nightly
The price is $946
Jan 6 - Jan 7, 2026
Total with taxes and fees
Live Comfortably in a Balcony 1 Bedroom Apt

Warmth 1BR Beachside Home |Beach+Pool Access w/PKG

Napeague
9.6 out of 10, Exceptional, (4)
"Very clean, great location, and perfect place to spend a sunny weekend in the Hamptons!"
United States
Krista M.
$782 nightly
The price is $877
Jan 5 - Jan 6, 2026
Total with taxes and fees
Warmth 1BR Beachside Home |Beach+Pool Access w/PKG

Cozy Pad 2BR Beachside Home | TennisPoolFreePKG

Napeague
10.0 out of 10, Exceptional, (1)
$1,149 nightly
The price is $1,287
Dec 8 - Dec 9
Total with taxes and fees
Cozy Pad 2BR Beachside Home | TennisPoolFreePKG

Your Quietude 1BR Beachside Home |Tennis+Pool+WiFi

Napeague
10.0 out of 10, Exceptional, (1)
"Love place to stay. The beach was amazing "
United States
Brett
$769 nightly
The price is $862
Dec 8 - Dec 9
Total with taxes and fees
Your Quietude 1BR Beachside Home |Tennis+Pool+WiFi
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shelter Island Hotel Reviews

Find out more about Shelter Island

Shelter Island Apartments information

Number of reviews
22
Accommodation
150 Apartments
Lowest Price
$195
Highest Price
$1,287

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: Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn: Located in Madison, 18.4 mi/29.6 km from the heart of Shelter Island. Includes free WiFi, private balconies, and Smart TVs. Access to onsite laundry facilities is available on site. The Stern at Soundview · Beach+Ocean+Sunrise: Located 15.4 mi/24.8 km away in Old Lyme. Free WiFi and Smart TVs are included. The Bridge at Soundview · Beach+OceanView+Sunrise: Located in Old Lyme, 15.4 mi/24.8 km away. Includes free WiFi, private balconies, and separate dining areas. Access to a game room is available on site. Shoreline Oasis: Located 17.5 mi/28.2 km away in Clinton. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. Newly Renovated Montauk Condo with Ocean Views!: Located in Montauk, 19.8 mi/31.9 km from Shelter Island. Includes free WiFi, private balconies, and Smart TVs. Onsite laundry facilities and an outdoor pool are on site.
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.

Explore a world of travel with Expedia