Photo by Erisa Dilo

Shelter Island Heights Holiday Rentals

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Holiday Rentals in Shelter Island Heights

Montauk Manor
Front of property – evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1087)
"We have stayed at the Montauk Manor for the holidays many times and find it friendly, peaceful and comfortable."
The price is S$231
includes taxes & fees
6 Jan - 7 Jan
Montauk Manor
Montauk Oceanside Suites
Private kitchen

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very good, (349)
"Location, location..."
The price is S$226
includes taxes & fees
5 Jan - 6 Jan
Montauk Oceanside Suites
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (266)
"I recently had a wonderful stay at this property, and I can't recommend it enough! Although it takes less than a 10-minute drive into Montauk, it's perfect. The room we stayed in was very clean and spacious, providing all the comforts we needed. The property is exceptionally well-maintained, and it's clear that the staff takes pride in their work. From the friendly service to the beautifully kept grounds, everything contributed to a very pleasant experience. One of the highlights was the...
The price is S$226
includes taxes & fees
9 Jan - 10 Jan
Windward Shores Ocean Resort
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums
Driftwood Resort
Private kitchen

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (212)
"Well kept. Everything in good working order. Easy check in/out. Very good communication. Enjoyed our second time here. "
Driftwood Resort
The Surf Club
On the beach, white sand

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (250)
"The pictures of the property showed the bed in the bedroom facing the window with direct ocean views I was dis appointed to find out the bed was moved and no longer faced the ocean view."
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.
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Other types of properties in Shelter Island Heights you may be interested in

The Rams Head Inn
Exterior

The Rams Head Inn

4.0 star property
8.0 out of 10, Very good, (17)
"Beautiful views and lovely service "
The price is S$508
includes taxes & fees
4 Jan - 5 Jan
The Rams Head Inn
Hyatt Place Long Island East End
Indoor pool, outdoor pool

Hyatt Place Long Island East End

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Very convenient "
The price is S$181
includes taxes & fees
5 Jan - 6 Jan
Hyatt Place Long Island East End
Montauk Manor
Front of property – evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1087)
"We have stayed at the Montauk Manor for the holidays many times and find it friendly, peaceful and comfortable."
The price is S$231
includes taxes & fees
6 Jan - 7 Jan
Montauk Manor
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

Are there holiday rentals in Shelter Island Heights?

Yes, there are holiday rentals close to the most popular sights in Shelter Island Heights, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Shelter Island Heights. Make sure you have time to check out the golf courses and entertainment choices during your trip.

How many holiday rentals are there in Shelter Island Heights?

With 36 Expedia holiday rentals, you're guaranteed to find just the right place for your Shelter Island Heights stay.

What’s there to see and do in Shelter Island Heights?

Sunset Beach and Crescent Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Shelter Island Country Club and Sylvester Manor.

What’s a holiday rental in Shelter Island Heights like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Shelter Island Heights. Holiday rentals feature extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.