A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights Vacation Rentals

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Our top choices for Shelter Island Heights holiday rentals

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (26 reviews)
"Great stay & great staff!"
United States
James
The price is RM1,681
RM1,921 total
includes taxes & fees
19 Jul - 20 Jul
North Fork Resort

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (266 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is RM1,827
RM2,265 total
includes taxes & fees
26 Jul - 27 Jul
Cliffside Resort Condominiums

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (319 reviews)
"Nice homey room"
United States
Andrew
The price is RM2,190
RM2,613 total
includes taxes & fees
12 Jul - 13 Jul
Windward Shores Ocean Resort

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,362 reviews)
"Had a wonderful stay"
United States
Meghan
The price is RM2,253
RM2,654 total
includes taxes & fees
19 Jul - 20 Jul
Montauk Manor

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (242 reviews)
"Very close to beach"
United States
Rabia
The price is RM1,683
RM2,056 total
includes taxes & fees
6 Jul - 7 Jul
Driftwood Resort

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (431 reviews)
"Clean. Great location to beach and town."
United States
Cheryl
The price is RM1,611
RM1,885 total
includes taxes & fees
7 Jul - 8 Jul
Montauk Oceanside Suites

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (286 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is RM1,871
RM2,434 total
includes taxes & fees
6 Jul - 7 Jul
The Surf Club

Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (2 reviews)
"⭐⭐⭐⭐⭐ We had such a wonderful stay at Offshore Montauk! The hotel is beautifully designed, incredibly clean, and the location couldn’t be better—just steps from the beach and an easy walk to Montauk’s restaurants and shops. The rooms are stylish, comfortable, and so peaceful. We especially loved the pool, sauna, and cold plunge—they were the perfect way to relax and recharge after a day at the beach. Most importantly, the staff was genuinely welcoming and made us feel at home from the moment we...
United States
Iryna
The price is RM4,153
RM5,210 total
includes taxes & fees
20 Jul - 21 Jul
Offshore Spa & Residences

Atlantic Bluffs Club

Atlantic Bluffs Club
3.0 star property
Montauk
The price is RM36,637
RM41,960 total
includes taxes & fees
31 Jul - 1 Aug
Atlantic Bluffs 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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Top Shelter Island Heights Hotel Reviews

Find out more about Shelter Island Heights

Search for holiday rentals in Shelter Island Heights on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Shelter Island Heights using one of the methods below:

  • View our selection of featured holiday rentals in Shelter Island Heights
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Look no further and take a look at our great range of rental properties in Shelter Island Heights!

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 31 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.