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Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Apartments in Shelter Island

On the beach
The Stern at Soundview · Beach+Ocean+Sunrise

Apartment in Old Lyme

2.0 star property
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
The price is AED 284
AED 716 total
includes taxes & fees
21 Nov - 22 Nov
The Stern at Soundview · Beach+Ocean+Sunrise
On the beach
Freeboard at Soundview · Beach+Ocean+Sunrise

Apartment in Old Lyme

2.0 star property
9.6 out of 10, Exceptional, (7)
"It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. "
United States
Dana
The price is AED 284
AED 716 total
includes taxes & fees
21 Nov - 22 Nov
Freeboard at Soundview · Beach+Ocean+Sunrise
Exterior
Shoreline Oasis

Apartment in 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.
The price is AED 657
AED 957 total
includes taxes & fees
21 Nov - 22 Nov
Shoreline Oasis
Exterior
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn

Apartment in Madison

10.0 out of 10, Exceptional, (36)
"We had a wonderful time here!! "
United States
Leslie S.
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
On the beach
The Bridge at Soundview · Beach+OceanView+Sunrise

Apartment in Old Lyme

2.0 star property
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.
The price is AED 469
AED 1,791 total
includes taxes & fees
21 Nov - 22 Nov
The Bridge at Soundview · Beach+OceanView+Sunrise
On the beach
The Anchor at Soundview · Beach+Ocean+Sunrise

Apartment in Old Lyme

2.0 star property
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.
The price is AED 279
AED 710 total
includes taxes & fees
24 Nov - 25 Nov
The Anchor at Soundview · Beach+Ocean+Sunrise
A heated pool
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub

Apartment in 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.
The price is AED 1,477
AED 2,874 total
includes taxes & fees
25 Nov - 26 Nov
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

Apartment in Southampton

2.0 star property
9.0 out of 10, Wonderful, (4)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is AED 1,286
AED 2,098 total
includes taxes & fees
23 Nov - 24 Nov
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
A heated pool
Unit 823 - Ocean Colony Beach and Tennis Club

Apartment in 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.
The price is AED 1,451
AED 2,837 total
includes taxes & fees
23 Nov - 24 Nov
Unit 823 - Ocean Colony Beach and Tennis Club
A heated pool
Your Quietude 1BR Beachside Home |Tennis+Pool+WiFi

Apartment in Amagansett

10.0 out of 10, Exceptional, (1)
"Love place to stay. The beach was amazing "
United States
Brett
The price is AED 1,664
AED 3,121 total
includes taxes & fees
2 Dec - 3 Dec
Your Quietude 1BR Beachside Home |Tennis+Pool+WiFi
A heated pool
A Touch of Ocean Studio, 1 BTH & Balcony Apt!

Apartment in Amagansett

10.0 out of 10, Exceptional, (5)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
The price is AED 1,583
AED 3,033 total
includes taxes & fees
23 Nov - 24 Nov
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
A heated pool
Modern Studio Apt w/ Balcony & Pool View | 1 BTH

Apartment in Amagansett

10.0 out of 10, Exceptional, (1)
"Great spot! Nice to have beach access w/ chairs and umbrellas"
United States
Michael M.
The price is AED 1,396
AED 2,732 total
includes taxes & fees
3 Dec - 4 Dec
Modern Studio Apt w/ Balcony & Pool View | 1 BTH
A heated pool
White Studio Apt w/ Balcony, Tub & Ocean view!

Apartment in Amagansett

8.0 out of 10, Very Good, (1)
The price is AED 1,642
AED 3,122 total
includes taxes & fees
23 Nov - 24 Nov
White Studio Apt w/ Balcony, Tub & Ocean view!
A heated pool
The King 1BR Beachside Home | Tennis+Ocean+WiFiPKG

Apartment in 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.
The price is AED 1,627
AED 3,069 total
includes taxes & fees
2 Dec - 3 Dec
The King 1BR Beachside Home | Tennis+Ocean+WiFiPKG
A heated pool
Cozy Pad 2BR Beachside Home | TennisPoolFreePKG

Apartment in Amagansett

10.0 out of 10, Exceptional, (1)
The price is AED 2,714
AED 4,714 total
includes taxes & fees
3 Dec - 4 Dec
Cozy Pad 2BR Beachside Home | TennisPoolFreePKG
A heated pool
1 BR Beach Studio and Relax Balcony in Amangansett

Apartment in Amagansett

The price is AED 1,719
AED 3,201 total
includes taxes & fees
2 Dec - 3 Dec
1 BR Beach Studio and Relax Balcony in Amangansett
A heated pool
Stylish Woody Interior 1BR+Loft w/ Beach Access

Apartment in Amagansett

The price is AED 2,057
AED 3,736 total
includes taxes & fees
2 Dec - 3 Dec
Stylish Woody Interior 1BR+Loft w/ Beach Access
A heated pool
Pristine 1BR w/ loft, Corner Unit + Heated Pool

Apartment in Amagansett

10.0 out of 10, Exceptional, (3)
"Loved it! Highly recommend! Beautiful property."
United States
Lacy N.
The price is AED 1,895
AED 3,459 total
includes taxes & fees
3 Dec - 4 Dec
Pristine 1BR w/ loft, Corner Unit + Heated Pool
A heated pool
My Amity 1BR Beachside Home | Tennis+Pool+WiFi+PKG

Apartment in 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.
The price is AED 1,675
AED 3,085 total
includes taxes & fees
30 Nov - 1 Dec
My Amity 1BR Beachside Home | Tennis+Pool+WiFi+PKG
A heated pool
Greenery 1-Bedroom Balcony apartment w/ Tub!

Apartment in Amagansett

The price is AED 1,789
AED 3,338 total
includes taxes & fees
8 Dec - 9 Dec
Greenery 1-Bedroom Balcony apartment w/ Tub!
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
"Beautiful room, loved the treats at the galley."
Andrew 1-night trip
Posted 1 day ago
The Sagaponack

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.