Apartments in Shelter Island for Rent

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

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Apartments in Shelter Island

On the beach
The Bridge at Soundview · Beach+OceanView+Sunrise

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
Exterior
Shoreline Oasis

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.
$229 nightly
The price is $260
Nov 29 - Nov 30
Total with taxes and fees
Shoreline Oasis
On the beach
The Stern at Soundview · Beach+Ocean+Sunrise

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
Dec 7 - Dec 8
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
On the beach
The Anchor at Soundview · Beach+Ocean+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.
$171 nightly
The price is $193
Dec 8 - Dec 9
Total with taxes and fees
The Anchor at Soundview · Beach+Ocean+Sunrise
A heated pool
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub

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

Amagansett
10.0 out of 10, Exceptional, (1)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
United States
Kevin C.
$699 nightly
The price is $784
Nov 30 - Dec 1
Total with taxes and fees
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
Smart TV, table tennis
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

2.0 star property
Southampton
9.0 out of 10, Wonderful, (4)
"Very nice place and super responsive host. "
United States
Angelo D.
$500 nightly
The price is $571
Nov 30 - Dec 1
Total with taxes and fees
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
A heated pool
Unit 823 - Ocean Colony Beach and Tennis Club

Unit 823 - Ocean Colony Beach and Tennis Club

Amagansett
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.
$683 nightly
The price is $765
Dec 2 - Dec 3
Total with taxes and fees
Unit 823 - Ocean Colony Beach and Tennis Club
A heated pool
Modern Studio Apt w/ Balcony & Pool View | 1 BTH

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

Amagansett
10.0 out of 10, Exceptional, (1)
"Great spot! Nice to have beach access w/ chairs and umbrellas"
United States
Michael M.
$664 nightly
The price is $744
Dec 3 - Dec 4
Total with taxes and fees
Modern Studio Apt w/ Balcony & Pool View | 1 BTH
A heated pool
A Touch of Ocean Studio, 1 BTH & Balcony Apt!

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

Amagansett
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!
A heated pool
Stylish Woody Interior 1BR+Loft w/ Beach Access

Stylish Woody Interior 1BR+Loft w/ Beach Access

Amagansett
$908 nightly
The price is $1,017
Dec 2 - Dec 3
Total with taxes and fees
Stylish Woody Interior 1BR+Loft w/ Beach Access
A heated pool
White Studio Apt w/ Balcony, Tub & Ocean view!

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

Amagansett
8.0 out of 10, Very Good, (1)
$752 nightly
The price is $842
Dec 2 - Dec 3
Total with taxes and fees
White Studio Apt w/ Balcony, Tub & Ocean view!
A heated pool
The King 1BR Beachside Home | Tennis+Ocean+WiFiPKG

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

Amagansett
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.
$745 nightly
The price is $835
Dec 2 - Dec 3
Total with taxes and fees
The King 1BR Beachside Home | Tennis+Ocean+WiFiPKG
A heated pool
1 BR Beach Studio and Relax Balcony in Amangansett

1 BR Beach Studio and Relax Balcony in Amangansett

Amagansett
$778 nightly
The price is $872
Dec 2 - Dec 3
Total with taxes and fees
1 BR Beach Studio and Relax Balcony in Amangansett
A heated pool
Cozy Pad 2BR Beachside Home | TennisPoolFreePKG

Cozy Pad 2BR Beachside Home | TennisPoolFreePKG

Amagansett
10.0 out of 10, Exceptional, (1)
$1,145 nightly
The price is $1,283
Dec 3 - Dec 4
Total with taxes and fees
Cozy Pad 2BR Beachside Home | TennisPoolFreePKG
A heated pool
Your Quietude 1BR Beachside Home |Tennis+Pool+WiFi

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

Amagansett
10.0 out of 10, Exceptional, (1)
"Love place to stay. The beach was amazing "
United States
Brett
$758 nightly
The price is $850
Dec 2 - Dec 3
Total with taxes and fees
Your Quietude 1BR Beachside Home |Tennis+Pool+WiFi
A heated pool
Pristine 1BR w/ loft, Corner Unit + Heated Pool

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

Amagansett
10.0 out of 10, Exceptional, (3)
"Loved it! Highly recommend! Beautiful property."
United States
Lacy N.
$841 nightly
The price is $942
Dec 3 - Dec 4
Total with taxes and fees
Pristine 1BR w/ loft, Corner Unit + Heated Pool
A heated pool
My Amity 1BR Beachside Home | Tennis+Pool+WiFi+PKG

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

Amagansett
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.
$758 nightly
The price is $850
Dec 2 - Dec 3
Total with taxes and fees
My Amity 1BR Beachside Home | Tennis+Pool+WiFi+PKG
A heated pool
Fresh&Crisp 1BR w/Loft, Corner Unit + Amazing View

Fresh&Crisp 1BR w/Loft, Corner Unit + Amazing View

Amagansett
10.0 out of 10, Exceptional, (1)
"Lovely community on the beach"
United States
Jordan C.
$1,006 nightly
The price is $1,128
Dec 2 - Dec 3
Total with taxes and fees
Fresh&Crisp 1BR w/Loft, Corner Unit + Amazing View
A heated pool
Beachside Sanctuary w/ Partial Ocean View + Patio

Beachside Sanctuary w/ Partial Ocean View + Patio

Amagansett
$858 nightly
The price is $961
Dec 2 - Dec 3
Total with taxes and fees
Beachside Sanctuary w/ Partial Ocean View + Patio
A heated pool
Newly Renovated Luxe 1BR+Bunkbed & Private Deck

Newly Renovated Luxe 1BR+Bunkbed & Private Deck

Amagansett
10.0 out of 10, Exceptional, (1)
"The apartment was perfect for our needs. The bunkroom is adorable. Everything was very well thought out. Reading lamps and shelves for each bunk were very helpful. The deck was extremely large. We weren't in the room much because the weather was perfect, but it was a great landimg spot. The beach was beautiful."
United States
DiAnn E.
$838 nightly
The price is $939
Dec 3 - Dec 4
Total with taxes and fees
Newly Renovated Luxe 1BR+Bunkbed & Private Deck
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shelter Island Hotel Reviews

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Lovely, lovely place. Helpful and nice staff, immaculate rooms. Excellent on site restaurant, Fresh Salt. Great location."
Rose 2-night trip
Posted 2 days ago
Saybrook Point Resort & Marina

Find out more about Shelter Island

Shelter Island Apartments information

Number of reviews
26
Accommodation
150 Apartments
Lowest Price
$193
Highest Price
$1,283

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 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. 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. MONTAUK MANOR-DELUXE STUDIO APARTMENT: Located in Montauk, 20.2 mi/32.5 km away. Includes free WiFi, fireplaces, and sofa beds. A fitness center and onsite laundry facilities are on site. The Stern at Soundview · Beach+Ocean+Sunrise: 15.4 mi/24.8 km away in Old Lyme. Free WiFi and Smart TVs are included. 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 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 Mashomack Preserve 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