Compare Shelter Island Heights Vacation Rentals

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Shelter Island Heights Rentals

Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road), Greenport, NY
2.06 mi from city center
At Cliffside Resort Condominiums, guests have access to free WiFi in public areas, a seasonal outdoor pool, and a terrace. If you plan to drive, free parking is available. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Other amenities at this beach aparthotel include laundry facilities, a picnic area, and barbecue grills.
Pool
Kitchen
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

9.1 mi from city center
At this vacation home, guests enjoy features like an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly vacation home include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Hot Tub
Stunning Hampton Holiday Family Fantasy for your Team

Stunning Hampton Holiday Family Fantasy for your Team

11.72 mi from city center
At this vacation home, guests enjoy a water park, an outdoor pool, and a gym. Other amenities at this family-friendly vacation home include a sauna, a hot tub, and an arcade/game room.
Pool
Hot Tub
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

12.43 mi from city center
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, local meal delivery service, and barbecue grills.
Pool
Hot Tub
Driftwood Resort

Driftwood Resort

3.5 out of 5
2178 Montauk Highway, Montauk, NY
17.96 mi from city center
Guests staying at Driftwood Resort enjoy access to a private beach, a gym, and free WiFi in public areas. You can put free parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this beach condo building include a seasonal outdoor pool, an arcade/game room, and express check-in.
Pool
Kitchen
1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

14.81 mi from city center
$154 nightly
The price is $174 total per night
$174 total
Nov 24 - Nov 25
Total with taxes and fees
At this cottage, guests have access to barbecue grills.
Kitchen
Air conditioning
Shoreline Oasis

Shoreline Oasis

16.1 mi from city center
$232 nightly
The price is $263 total per night
$263 total
Nov 15 - Nov 16
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities. This smoke-free apartment building also has a garden.
Kitchen
Washer
Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

20.89 mi from city center
At this vacation home, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This beach vacation home also has a garden.
Pool
Kitchen
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St., Montauk, NY
21.3 mi from city center
$156 nightly
The price is $178 total per night
$178 total
Dec 1 - Dec 2
Total with taxes and fees
Guests staying at Montauk Manor enjoy an indoor pool, a 24-hour gym, and a sauna. Transportation is made easy with an area shuttle. The 24-hour front desk has staff standing by to help with luggage storage, concierge services, and securing valuables. Additional amenities include outdoor tennis courts, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
Offshore Residences

Offshore Residences

4.5 out of 5
79 S Emerson Ave, Montauk, NY
21.6 mi from city center
$579 nightly
The price is $662 total per night
$662 total
Nov 16 - Nov 17
Total with taxes and fees
Offshore Residences features a 24-hour gym, free WiFi in public areas, and spa services. Free parking is available if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this luxury condo building include a seasonal outdoor pool, a terrace, and laundry facilities.
Pool
Kitchen
Montauk Oceanside Suites

Montauk Oceanside Suites

3 out of 5
115 South Emerson Avenue, Montauk, NY
21.73 mi from city center
Montauk Oceanside Suites features free WiFi in public areas and barbecue grills. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide front-desk service during limited hours. This aparthotel also has a picnic area.
Kitchen
Parking included
Spacious Oceanview Villa (Sleeps 22)

Spacious Oceanview Villa (Sleeps 22)

21.5 mi from city center
$956 nightly
The price is $1,082 total per night
$1,082 total
Nov 18 - Nov 19
Total with taxes and fees
At this villa, guests have access to an arcade/game room, laundry facilities, and barbecue grills. Other amenities at this beach villa include a garden and a water dispenser.
Pool
Kitchen
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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.

Shelter Island Heights Large Group Rentals

How to Book Vacation Rentals in Shelter Island Heights



🏠 What is the best price for Shelter Island Heights vacation rentals?

Shelter Island Heights vacation rentals range in price, starting at $174 per night.


🏠 What types of vacation rentals in Shelter Island Heights can I rent?

Orbitz offers a wide range of Shelter Island Heights rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Shelter Island Heights condo rentals.


🏠 Is it free to cancel my Shelter Island Heights vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Shelter Island Heights vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Shelter Island Heights. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Shelter Island Heights?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Shelter Island Heights apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Shelter Island Heights?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Shelter Island Heights package deals will get you even more savings.

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