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Compare 106 Apartments in Shelter Island Heights with updated reviews, rates, and availability.

Charming 2 Bedroom Guest Apartment in Essex, CT
10.0 out of 10, Exceptional, (21)
"The host had so many special touches to make this place a wonderful spot to stay. She had little snacks in the kitchen, with coffee and tea in the cupboard. There was half-and-half and the refrigerator, which we really appreciated. The towels in the bathroom were folded like you were in a special hotel. There was also lovely soap, shampoo and conditioner. Due to the cold temperature in the teens, she actually purchased some space heaters to make sure we were warm. Although there was a second...
Charming 2 Bedroom Guest Apartment in Essex, CT
MONTAUK MANOR-DELUXE STUDIO APARTMENT
10.0 out of 10, Exceptional, (55)
"Studio was perfect and grounds of property were breaking. Would definitely stay there again. Got to enjoy Montauk and have a beautiful place to stay."
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Charming Greenport Gem 1, 1 Mile to Ferry!
10.0 out of 10, Exceptional, (8)
"My family and I visited for 3 nights in late April, and this was the perfect place for us! Conveniently located in walking distance to downtown Greenport, with ample street parking, and the unit was modern, clean and spacious. The home itself is beautiful and with a lovely, well-cared-for garden. Definitely recommend!"
Charming Greenport Gem 1, 1 Mile to Ferry!
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Downtown Essex Apartment - Steps to River!
10.0 out of 10, Exceptional, (15)
"This property was truly unique and the location could not have been any better. Walking distance to everything in town. The property owners were very helpful and overall it was a great stay. Lose to Old Saybrook where my dad is in assisted living. The location of thisproperty allowed us to spend quality time with him."
Downtown Essex Apartment - Steps to River!
Newly Renovated Montauk Condo with Ocean Views!
9.6 out of 10, Exceptional, (64)
"This property was beautiful and Freddy was great. It had everything we needed and will definitely be staying there again. "
Newly Renovated Montauk Condo with Ocean Views!
Coastal Waterford Getaway, Steps to the Water!
10.0 out of 10, Exceptional, (7)
"The location is absolutely beautiful. The apartment was clean and looked exactly like the pictures. The host was helpful and was able to communicate with me as needed. We would stay there again in a heartbeat!"
Coastal Waterford Getaway, Steps to the Water!
Ocean Dunes at Amagansett
2.5 star property
8.6 out of 10, Excellent, (8)
"Ocean Dunes is a perfect place where the beach meets the village."
Ocean Dunes at Amagansett
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
10.0 out of 10, Exceptional, (1)
"Really enjoyed!"
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
Hamptons Apartment
9.6 out of 10, Exceptional, (4)
"Excellent quiet convenient sparkling accommodations. Can't wait to be there again!"
Hamptons Apartment
Homeyfeels: Nearshore 1BR with loft + Beach Access
Homeyfeels: Nearshore 1BR with loft + Beach Access
Newly Renovated Luxe 1BR+Bunkbed & Private Deck
Newly Renovated Luxe 1BR+Bunkbed & Private Deck
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
Charming Montauk Getaway centrally located
9.6 out of 10, Exceptional, (40)
"We enjoyed our stay at Mary’s little cottage that is well situated to get to everything in town. The happy surprise is that it is surrounded by flowers and tomato plants. The place had everything we needed. It is small but perfect for two. We’d love to come back."
Charming Montauk Getaway centrally located
Sag Harbor Suite by the Beach
9.0 out of 10, Wonderful, (8)
"We were in town to celebrate thanksgiving. Nice cozy 1 bedroom apartment. 5 minute drive to town."
Sag Harbor Suite by the Beach
Sexy CLEAN hotel style room walk to town & beach pool access
The price is SAR 2,622
SAR 3,422 total
includes taxes & fees
20 Jul - 21 Jul
20 Raj. - 21 Raj.
Sexy CLEAN hotel style room walk to town & beach pool access
MATTITUCK ! The North Forks #1 Winery & Beach Town !
10.0 out of 10, Exceptional, (99)
"We enjoyed Manny and Amal’s place. It was a short walk from the beach. Beautiful garden and very welcoming hosts. It is a basement apartment which kept it cool on hot days. The kitchen had more of a toaster oven than an oven but otherwise was usable with some creativity. The grill was great. Having only one key was tricky but we worked it out. A keypad entry would be a great upgrade. We were welcomed with homemade cookies and would definitely stay again."
MATTITUCK ! The North Forks #1 Winery & Beach Town !
Unit 1022 - Ocean Colony Beach and Tennis Club
Unit 1022 - Ocean Colony Beach and Tennis Club
TheSweetDwelling 1BR Beachside Home|TennisPoolPKG!
TheSweetDwelling 1BR Beachside Home|TennisPoolPKG!
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
9.8 out of 10, Exceptional, (56)
"We had a good time. Great location."
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Tucked into the quiet woods of Sag Harbor.
Tucked into the quiet woods of Sag Harbor.
Don't see what you're looking for?
See all available properties in Shelter Island Heights
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.

Other property types in Shelter Island Heights

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1028)
"Montauk Manor is a beautiful property and very well maintained. The views are spectacular. Monty's restaurant had delicious breakfasts and dinners. The pool was very nice. The accommodations were very clean. The outdoor patio was an added bonus. The staff were very pleasant and helpful."
The price is SAR 1,400
SAR 1,671 total
includes taxes & fees
20 Jun - 21 Jun
20 Jum. II - 21 Jum. II
Montauk Manor
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (240)
"Access to the beach. "
The price is SAR 1,277
SAR 1,539 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
Windward Shores Ocean Resort
The Surf Club
3.5 star property
8.6 out of 10, Excellent, (224)
"Very nice location and nice condo"
The price is SAR 1,074
SAR 1,430 total
includes taxes & fees
24 Jun - 25 Jun
24 Jum. II - 25 Jum. II
The Surf Club
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.

Frequently asked questions

What's it like to stay at an apartment in Shelter Island Heights?
You’ll find plenty of places to stay in Shelter Island Heights with 41 hotels and other accommodations. Though there aren’t many apartments, we can help you search for similar accommodations. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. Even filter by similar property types like condos, vacation homes, or cottages. Why not take time to appreciate the beaches during your visit?
How do you know if an apartment is a good option for you?
An apartment is often more spacious than a traditional hotel room and includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay in a quieter area.
What can I expect from the weather in Shelter Island Heights?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Shelter Island Heights. 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 Heights is 57 inches.
What should I see in Shelter Island Heights?
Shelter Island Heights is known for its beaches. Sunset Beach and Crescent Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Shelter Island Country Club and Sylvester Manor are other places worth a visit.
What's the best way to get to and around Shelter Island Heights?
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 10.2 mi (16.4 km) from the city center. You can also search for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.2 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.

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