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Shelter Island Heights Vacation Rentals

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Check prices for these dates

Tonight
22 Jun - 23 Jun
Tomorrow
23 Jun - 24 Jun
Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul

Vacation Rentals in Shelter Island Heights

Montauk Manor
Front of property – evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1199)
"The property was gorgeous, and the staff were very friendly and eager to assist. Also, the restaurant was very good!"
The price is RM1,550
RM1,855 total
includes taxes & fees
24 Jun - 25 Jun
Montauk Manor
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (285)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is RM1,147
RM1,403 total
includes taxes & fees
29 Jun - 30 Jun
Windward Shores Ocean Resort
Montauk Oceanside Suites
Private kitchen

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (383)
"great place to stay"
The price is RM796
RM956 total
includes taxes & fees
25 Jun - 26 Jun
Montauk Oceanside Suites
Offshore Montauk
1 bedroom, laptop workspace, blackout curtains, free WiFi

Offshore Montauk

4.0 star property
The price is RM1,485
RM2,182 total
includes taxes & fees
26 Jun - 27 Jun
Offshore Montauk
Driftwood Resort
Private kitchen

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (223)
"The staff was very friendly I will definitely be back again 👍"
The price is RM1,372
RM1,706 total
includes taxes & fees
23 Jun - 24 Jun
Driftwood Resort
The Surf Club
On the beach, white sand

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (256)
"Quiet, relaxing place to stay, great access to the beach and town!"
The price is RM1,675
RM2,145 total
includes taxes & fees
24 Jun - 25 Jun
The Surf Club
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (221)
"After some lengthy travel to get to LI this was an excellent choice to start our vacation. Great accommodations, comfortable and great location. "
The price is RM1,144
RM1,492 total
includes taxes & fees
25 Jun - 26 Jun
Cliffside Resort Condominiums
Canoe Place Waterfront Residences
Front of property

Canoe Place Waterfront Residences

4.0 star property
The price is RM8,486
RM10,277 total
includes taxes & fees
26 Jun - 27 Jun
Canoe Place Waterfront Residences
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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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 34 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.