A pebbled beach with a sunset and a distant bridge.

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Shelter Island Heights guest houses

A serene landscape with a calm body of water reflecting trees with autumn foliage.

1. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (86 reviews)
"Nice owner.. convenient location"
United States
Calvin
The price is ￥34,072
￥38,928 total
includes taxes & fees
Oct 8 - Oct 9
House on Chase Creek
A garden with a wooden bench, a playground, and a house in the background.

2. Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (411 reviews)
"What a great place to stay! The room was everything we needed and the area was tranquil. Check-In was easy and the staff was so kind! We highly recommend!"
United States
Katie
The price is ￥19,586
￥22,376 total
includes taxes & fees
Sep 27 - Sep 28
Hampton's Vacation Inn
A beach with waves gently lapping onto the shore, a clear sky, and the sun setting in the distance.

3. Charming Carriage House - Beach - Ocean Views - Fireplace

Charming Carriage House - Beach - Ocean Views - Fireplace
New London
10.0 out of 10, Exceptional, (202 reviews)
"Great amenities."
United States
Heather
The price is ￥47,625
￥73,978 total
includes taxes & fees
Oct 16 - Oct 17
Charming Carriage House - Beach - Ocean Views - Fireplace
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

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

8/10 Good
"We stayed in the ocean front room. The room and view were beautiful. We had dinner at GIGIs. The food was good. The menu selection Was limited for us because we do not eat fish. The negative with Gurneys is the rooms are not connected to the main building. They do provide a car service to pick you up. I feel this limits you. We would have gone down for a drink but it seemed too involved to get there. This resort is not for seniors ."
salvatore 2-night trip
Posted 1 hour ago
Gurney's Montauk Resort & Seawater Spa

Find out more about Shelter Island Heights

Shelter Island Heights Guest Houses information

Number of reviews
699
Accommodation
6 Guest Houses
Lowest Price
￥22,376
Highest Price
￥73,978