Great shot of Sunset Beach on Shelter Island from our boat, before heading closer to anchor and swim in. A beautiful little slice of Southern France right here on Long Island Sound! If you get a chance, definitely check this place out.

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Apartments in Shelter Island

Our top choices for Shelter Island apartments

"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "

SAR 698 total

includes taxes & fees

4 Sep - 5 Sep

"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. "

SAR 648 total

includes taxes & fees

2 Sep - 3 Sep

"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!"

SAR 709 total

includes taxes & fees

2 Sep - 3 Sep

"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "

SAR 1,975 total

includes taxes & fees

7 Sep - 8 Sep

"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. "

SAR 692 total

includes taxes & fees

2 Sep - 3 Sep

SAR 1,190 total

includes taxes & fees

14 Sep - 15 Sep

"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!"

SAR 978 total

includes taxes & fees

2 Sep - 3 Sep

"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!"

SAR 753 total

includes taxes & fees

2 Sep - 3 Sep

"Very nice place and super responsive host. "

SAR 2,204 total

includes taxes & fees

7 Sep - 8 Sep

SAR 805 total

includes taxes & fees

14 Sep - 15 Sep

"We loved the ocean colony resort as it was centrally located but also felt very calm and peaceful - close to nature. We loved the apartment, and the amenities - though it was too cold for the pool. The proximity to the beach was unmatched and the services they provide (chairs, umbrellas, towels) are so nice. The section of beach is private, serene, and just gorgeous. Because we were so close to the water, we could fall asleep to the sound of waves and enjoy coffee on the porch overlooking the...

SAR 2,028 total

includes taxes & fees

2 Sep - 3 Sep

"Very much enjoyed our stay!"

SAR 1,122 total

includes taxes & fees

4 Sep - 5 Sep

"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."

SAR 2,166 total

includes taxes & fees

3 Sep - 4 Sep

"Love the Ocean Colony. The unit was great for me and my husband. Love that it has its own private beach… and that they provide chairs and umbrellas. We will definitely be back"

SAR 1,975 total

includes taxes & fees

1 Oct - 2 Oct

"Great spot! Nice to have beach access w/ chairs and umbrellas"

SAR 1,975 total

includes taxes & fees

1 Oct - 2 Oct

"We very much enjoyed our stay, would definitely book again. "

SAR 1,975 total

includes taxes & fees

1 Oct - 2 Oct

SAR 2,028 total

includes taxes & fees

2 Sep - 3 Sep

SAR 2,390 total

includes taxes & fees

2 Sep - 3 Sep

"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."

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Top Shelter Island Hotel Reviews

The Harbor Front Inn

10/10 Excellent

"Great location ,beautiful hotel,nice staff"

Sound View Greenport

10/10 Excellent

"Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound"

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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 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: MONTAUK MANOR-DELUXE STUDIO APARTMENT: Located in Montauk, 20.2 mi/32.5 km from the heart of Shelter Island. Includes free WiFi, fireplaces, and sofa beds. A fitness center and onsite laundry facilities are 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. Safari Tent Glamping,S10-CedarPt, East Hampton, NY: It's located in East Hampton, 5.6 mi/9 km away. The Stern at Soundview · Beach+Ocean+Sunrise: 15.4 mi/24.8 km away in Old Lyme. Free WiFi and Smart TVs are included. Charming Montauk Getaway centrally located: It's located in Montauk, 19.9 mi/32.1 km from Shelter Island. Includes fireplaces and Smart TVs.

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, 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) 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.

Search Apartments in Shelter Island

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Treat yourself

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Apartments in Shelter Island

Our top choices for Shelter Island apartments

The Stern at Soundview · Beach+Ocean+Sunrise

Freeboard at Soundview · Beach+Ocean+Sunrise

The Mast at Soundview · Beach+Ocean+Sunrise

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

The Anchor at Soundview · Beach+Ocean+Sunrise

Keel at Soundview · Beach+OceanView+Sunrise

Shoreline Oasis

Forecastle at Soundview · Beach+OceanView+Sunrise

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

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

The Rudder at Soundview · Beach+Ocean+Sunrise

Unit 823 - Ocean Colony Beach and Tennis Club

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

The Bridge at Soundview · Beach+OceanView+Sunrise

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

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

Comfort Studio Apt w/ Queen Bed & Private Balcony

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

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

Newly Renovated Luxe 1BR+Bunkbed & Private Deck

Top Shelter Island Hotel Reviews

The Harbor Front Inn

Sound View Greenport

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