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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Apartments in Shelter Island Heights and around

Charming Montauk Getaway centrally located
Beach nearby

Charming Montauk Getaway centrally located

9.6 out of 10, Exceptional, (50)
"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
Shoreline Oasis
Exterior

Shoreline Oasis

9.0 out of 10, Wonderful, (6)
"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 €225
includes taxes & fees
26 Aug - 27 Aug
Shoreline Oasis
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
CHARMING APARTMENT WITH SEPARATE ENTRANCE
Living area

CHARMING APARTMENT WITH SEPARATE ENTRANCE

CHARMING APARTMENT WITH SEPARATE ENTRANCE
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, (1)
"Great stay. Clean, all amenities provided, located short walk from beach. I wouldn’t call it an apartment or studio, though. It’s the size of a bedroom and includes only a bed, dresser, fridge and microwave. Not even a chair. Description made me expect a bit more but if you know the size going in, it’s a marvelous place to stay. "
The price is €162
includes taxes & fees
19 Aug - 20 Aug
The Anchor 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 €170
includes taxes & fees
19 Aug - 20 Aug
The Mast at Soundview · Beach+Ocean+Sunrise
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, (31)
"Very much enjoyed our stay!"
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
A heated pool

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

10.0 out of 10, Exceptional, (5)
"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"
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
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 €174
includes taxes & fees
2 Sept - 3 Sept
The Stern at Soundview · Beach+Ocean+Sunrise
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Interior

MONTAUK MANOR-DELUXE STUDIO APARTMENT

9.8 out of 10, Exceptional, (69)
"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
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 €165
includes taxes & fees
27 Aug - 28 Aug
Freeboard at Soundview · Beach+Ocean+Sunrise
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Terrace/patio

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

The price is €228
includes taxes & fees
19 Aug - 20 Aug
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!
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
A heated pool

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

10.0 out of 10, Exceptional, (1)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
The price is €461
includes taxes & fees
7 Sept - 8 Sept
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
Beautiful Beachy Guesthouse, Antiques & Charm, 5 Min to Beach & Town
Property grounds

Beautiful Beachy Guesthouse, Antiques & Charm, 5 Min to Beach & Town

Beautiful Beachy Guesthouse, Antiques & Charm, 5 Min to Beach & Town
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!
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!
Downtown Essex Apartment - Steps to River!
Interior

Downtown Essex Apartment - Steps to River!

10.0 out of 10, Exceptional, (19)
"Loved this place"
Downtown Essex Apartment - Steps to River!
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
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 Heights Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"The property "
Mary 1-night trip
Posted 22 hours ago
Pier Blue Inn Old Saybrook - Essex

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 59 hotels and other 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 use the filters to search for a kitchen— just one of the conveniences you might find in an apartment. You can also filter by similar property types like holiday homes, condos or cabins. Why not take time to appreciate the beaches during your visit?
How do you know if an apartment is the right choice for you?
Often offering more space 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 solo travellers who want to stay in at night and plan out their next day.
What's a favourite apartment for a stay in Shelter Island Heights?
Here are some of the more popular apartments in the area: Charming Montauk Getaway centrally located: Situated in Montauk , 21 mi/33.7 km from the heart of Shelter Island Heights. Includes a fireplace and a Smart TV . Shoreline Oasis: Located 16.1 mi/25.9 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 , 14.6 mi/23.5 km away. Includes free WiFi and a Smart TV . MONTAUK MANOR-DELUXE STUDIO APARTMENT: Located 21.2 mi/34.1 km away in Montauk . Free WiFi, a fireplace and a sofa bed are included . A fitness centre and on-site laundry facilities are on site . The Mast at Soundview · Beach+Ocean+Sunrise: It's located in Old Lyme , 14.6 mi/23.5 km from Shelter Island Heights. Includes free WiFi and a Smart TV .
What can I expect from the weather when I travel to Shelter Island Heights?
Although 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 temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island Heights is 1452 mm.
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 save you time when you get to your destination. Fly into East Hampton, NY (HTO), which is located 10.2 mi (16.4 km) from the heart of the city. 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 explore more sights.