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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Our top choices for Shelter Island apartments

Shoreline Oasis
Exterior

Shoreline Oasis

9.2 out of 10, Wonderful, (7)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
The price is HK$1,395
HK$2,031 total
includes taxes & fees
31 Aug - 1 Sept
Shoreline Oasis
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Interior

MONTAUK MANOR-DELUXE STUDIO APARTMENT

9.8 out of 10, Exceptional, (70)
"We were so excited to come back to this property after our lovely stay in february! We had an amazing time again and loved it! "
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Charming Montauk Getaway centrally located
Beach nearby

Charming Montauk Getaway centrally located

9.8 out of 10, Exceptional, (51)
"Mary was an amazing host! The apartment was cozy, quiet and very clean. The private fenced in yard in the back was a plus. Minutes drive to everywhere Montauk. Would stay again hands down. "
Charming Montauk Getaway centrally located
MATTITUCK, #1 Winery and Beach Town !
Fridge, microwave, oven, stovetop

MATTITUCK, #1 Winery and Beach Town !

10.0 out of 10, Exceptional, (105)
"The week went by fast and we enjoyed our time there. Beautiful home and landscaping to enjoy as well as great location to Hamptons."
MATTITUCK, #1 Winery and Beach Town !
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Terrace/patio

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

The price is HK$1,753
HK$2,225 total
includes taxes & fees
2 Sept - 3 Sept
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Newly Renovated Montauk Condo with Ocean Views!
Beach nearby, sun-loungers, beach towels

Newly Renovated Montauk Condo with Ocean Views!

9.8 out of 10, Exceptional, (82)
"We had a great time relaxing and taking quiet walks on the beach. The beach access was very close and very quiet. "
Newly Renovated Montauk Condo with Ocean Views!
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
Exterior

Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn

10.0 out of 10, Exceptional, (32)
"Very much enjoyed our stay!"
The price is HK$1,919
HK$2,457 total
includes taxes & fees
28 Aug - 29 Aug
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
The Stern at Soundview · Beach+Ocean+Sunrise
On the beach

The Stern at Soundview · Beach+Ocean+Sunrise

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! "
The price is HK$544
HK$1,453 total
includes taxes & fees
28 Aug - 29 Aug
The Stern at Soundview · Beach+Ocean+Sunrise
Freeboard at Soundview · Beach+Ocean+Sunrise
On the beach

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.0 out of 10, Wonderful, (4)
"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. "
The price is HK$453
HK$1,349 total
includes taxes & fees
3 Sept - 4 Sept
Freeboard at Soundview · Beach+Ocean+Sunrise
The Mast at Soundview · Beach+Ocean+Sunrise
On the beach

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.4 out of 10, Exceptional, (3)
"Nice place, little smaller than I was expecting, but location was close to the beach, info regarding access to the property was clear and easy to follow! Parking was assigned but other occupants decided not to utilize their assigned space and took ours. Be prepared to clean the studio before you leave to include dishes and take out the trash. Was surprised by the cleaning request. Overall great weekend!"
The price is HK$683
HK$1,626 total
includes taxes & fees
23 Sept - 24 Sept
The Mast at Soundview · Beach+Ocean+Sunrise
The Anchor at Soundview · Beach+Ocean+Sunrise
On the beach

The Anchor at Soundview · Beach+Ocean+Sunrise

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. "
The price is HK$544
HK$1,461 total
includes taxes & fees
3 Sept - 4 Sept
The Anchor at Soundview · Beach+Ocean+Sunrise
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Exterior

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

9.8 out of 10, Exceptional, (63)
"Very nice, clean and convienent place to stay. Very comfortable."
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Charming Greenport Gem 1, 1 Mile to Ferry!
Exterior

Charming Greenport Gem 1, 1 Mile to Ferry!

10.0 out of 10, Exceptional, (21)
"The accommodations were excellent and we enjoyed our stay "
Charming Greenport Gem 1, 1 Mile to Ferry!
Bright Apartment - 1/2 Mi to Greenport Harbor!
Fridge, microwave, stovetop, dishwasher

Bright Apartment - 1/2 Mi to Greenport Harbor!

10.0 out of 10, Exceptional, (79)
"Great stay in Greenport. The hosts, accommodations are location are wonderful. Look forward to another visit."
Bright Apartment - 1/2 Mi to Greenport Harbor!
Stylish Woody Interior 1BR+Loft w/ Beach Access
A heated pool

Stylish Woody Interior 1BR+Loft w/ Beach Access

Stylish Woody Interior 1BR+Loft w/ Beach Access
Water &Sunset views POOL mint studio Balcony SLEEP 5 walk2 beach harbor dock
Outdoor dining

Water &Sunset views POOL mint studio Balcony SLEEP 5 walk2 beach harbor dock

Water &Sunset views POOL mint studio Balcony SLEEP 5 walk2 beach harbor dock
The Bridge at Soundview · Beach+OceanView+Sunrise
On the beach

The Bridge at Soundview · Beach+OceanView+Sunrise

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."
The price is HK$1,772
HK$4,807 total
includes taxes & fees
28 Aug - 29 Aug
The Bridge at Soundview · Beach+OceanView+Sunrise
Sag Harbor Suite by the Beach
1 bedroom, WiFi, bed sheets

Sag Harbor Suite by the Beach

8.8 out of 10, Excellent, (10)
"Trvis and Alice are great host and the property was a great place to stay close to the beach and downtown Sag Harbor."
Sag Harbor Suite by the Beach
Keel at Soundview · Beach+OceanView+Sunrise
Beach nearby

Keel at Soundview · Beach+OceanView+Sunrise

The price is HK$805
HK$1,784 total
includes taxes & fees
28 Aug - 29 Aug
Keel at Soundview · Beach+OceanView+Sunrise
Forecastle at Soundview · Beach+OceanView+Sunrise
On the beach

Forecastle at Soundview · Beach+OceanView+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (1)
"The location is perfect, just a few houses from the beach. The unit has a great view, very clean and new. The owners/managers were very prompt and communicative. I was VERY hesitant to book a place without reviews- but this was an excellent choice. The beach is clean and private, people are friendly. I will happily stay again!"
The price is HK$1,057
HK$2,111 total
includes taxes & fees
9 Sept - 10 Sept
Forecastle at Soundview · Beach+OceanView+Sunrise
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

Find out more about Shelter Island

Find out more about Shelter Island

Shelter Island Apartments information

Number of reviews
170
Accommodation
154 Apartments
Lowest Price
HK$453
Highest Price
HK$1,919

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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's the best apartment I should consider for a stay in Shelter Island?
Below are some of the top apartments in the area to choose from: MONTAUK MANOR-DELUXE STUDIO APARTMENT: Located in Montauk , 20.2 mi/32.5 km from the heart of Shelter Island. Includes free WiFi, a fireplace and a sofa bed . A fitness centre and on-site laundry facilities are on site . Shoreline Oasis: Located 17.5 mi/28.2 km away in Clinton . Amenities include a Smart TV . Access to on-site laundry facilities is available on site . The Stern at Soundview · Beach+Ocean+Sunrise: It's situated in Old Lyme , 15.4 mi/24.8 km away. Includes free WiFi and a Smart TV . Charming Montauk Getaway centrally located: 19.9 mi/32.1 km away in Montauk . A fireplace and a Smart TV are included . Sag Harbor Suite by the Beach: It's located in Sag Harbor , 6 mi/9.6 km from Shelter Island. Includes a patio .
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, Wades Beach and Gardiner's Bay Country Club 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.