Compare Hamptons Vacation Rentals

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Hamptons Rentals

Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St., Montauk, NY
17.54 mi from city center
The price is $119 per night
Guests staying at Montauk Manor enjoy an indoor pool, a 24-hour fitness center, and a sauna. The 24-hour front desk has staff standing by to help with securing valuables, concierge services, and luggage storage. Additional amenities include outdoor tennis courts, a conference center, and a 24-hour business center.
Born Free Suites by the Sea

Born Free Suites by the Sea

3 out of 5
115 South Emerson Avenue, Montauk, NY
17.44 mi from city center
The price is $151 per night
Born Free Suites by the Sea features free WiFi in public areas and a picnic area. Staff members can help with accommodation requests, and provide front-desk service during limited hours. This aparthotel also has barbecue grills.
Driftwood Resort

Driftwood Resort

3.5 out of 5
2178 Montauk Highway, Montauk, NY
12.62 mi from city center
The price is $199 per night
Guests staying at Driftwood Resort enjoy access to a private beach, a fitness center, 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 a terrace.
The Surf Club

The Surf Club

3.5 out of 5
20 Surfside Avenue, Montauk, NY
17.74 mi from city center
The price is $396 per night
Guests of The Surf Club enjoy features like an outdoor pool, free WiFi in public areas, and free newspapers. Front-desk staff can assist with concierge services and luggage storage. Other amenities at this beach aparthotel include a terrace, laundry facilities, and a picnic area.
Windward Shores Ocean Resort

Windward Shores Ocean Resort

3 out of 5
2062 Montauk Highway, PO Box 7031, Amagansett, NY
11.99 mi from city center
The price is $216 per night
Guests of Windward Shores Ocean Resort enjoy outdoor tennis courts, free WiFi in public areas, and a seasonal outdoor pool. Limited parking is available. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Other amenities at this beach aparthotel include free newspapers, a terrace, and laundry facilities.
The Ocean Colony Beach & Tennis Club

The Ocean Colony Beach & Tennis Club

3 out of 5
2004 Montauk Highway, Amagansett, NY
11.73 mi from city center
The price is $201 per night
Guests of The Ocean Colony Beach & Tennis Club enjoy features like an outdoor pool, free WiFi in public areas, and an arcade/game room. If you plan to drive, free parking is available. Staff members can help with accommodation requests, and provide front-desk service during limited hours. This aparthotel also has laundry facilities.
Beach Plum Resort

Beach Plum Resort

3 out of 5
779 Old Montauk Highway, Montauk, NY
16.77 mi from city center
Guests of Beach Plum Resort enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. Free parking is available if you drive. Staff members can help with accommodation requests, and provide front-desk service during limited hours. Other amenities at this beach condo building include a garden and barbecue grills.
The Hermitage

The Hermitage

3.5 out of 5
2148 Montauk Highway, Amagansett, NY
12.39 mi from city center
Guests staying at The Hermitage enjoy an outdoor pool, a fitness center, and an outdoor tennis court. You'll find extended parking. Staff members can help with accommodation requests, and provide front-desk service during limited hours. Other amenities at this beach condo building include free WiFi in public areas, laundry facilities, and a picnic area.
The Drake Inn

The Drake Inn

2 out of 5
16 Penny Lane, Hampton Bays, NY
14.62 mi from city center
Guests staying at The Drake Inn enjoy an outdoor pool, free WiFi in public areas, and barbecue grills. You can put free parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a picnic area and a garden.
Charming Montauk Condo With Ocean Views

Charming Montauk Condo With Ocean Views

Montauk, NY
16.47 mi from city center
Guests staying at this apartment can enjoy an outdoor pool, a garden, and barbecue grills.
Montauk Mansion Indoor & Outdoor Pools

Montauk Mansion Indoor & Outdoor Pools

Montauk, NY
17.39 mi from city center
This condo features an indoor pool, an outdoor pool, and a fitness center. Additional amenities include a spa tub, a sauna, and barbecue grills.
Montauk Manor -1 BR Loft Loaded With Amenities!

Montauk Manor -1 BR Loft Loaded With Amenities!

Montauk, NY
17.55 mi from city center
The price is $225 per night
This condo features an indoor pool, an outdoor pool, and a fitness center. Other amenities at this family-friendly condo building include a spa tub, a sauna, and a garden.
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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.

Hamptons Large Group Rentals

How to Book Vacation Rentals in Hamptons



🏠 What is the best price for Hamptons vacation rentals?

Hamptons vacation rentals range in price, starting at $119 per night.


🏠 What types of vacation rentals in Hamptons can I rent?

Orbitz offers a wide range of Hamptons 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 Hamptons condo rentals.


🏠 Is it free to cancel my Hamptons 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 Hamptons 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 Hamptons. 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 Hamptons?

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 Hamptons apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Hamptons?

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 Hamptons package deals will get you even more savings.