Vacation rentals in Orient

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top vacation rentals in Orient

Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
19.45 mi from city center
$422 nightly
The price is $482 total per night
$482 total
Jun 21 - Jun 22
Total with taxes and fees
3 outdoor tennis courts, an indoor pool, and a 24-hour gym are all featured at this smoke-free aparthotel. Enjoy the seasonal outdoor pool and perks like free WiFi. There's a restaurant and a bar/lounge for dining and drinks, and also a hot tub on site.
North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
4.69 mi from city center
$352 nightly
The price is $402 total per night
$402 total
Jun 23 - Jun 24
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this cottage. WiFi in public areas is free. A picnic area and barbecue grills are also provided.
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road) Greenport NY
5.19 mi from city center
$287 nightly
The price is $328 total per night
$328 total
Jun 23 - Jun 24
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a picnic area, and barbecue grills are also on offer.
Montauk Oceanside Suites

Montauk Oceanside Suites

3 out of 5
115 South Emerson Avenue Montauk NY
20.08 mi from city center
$249 nightly
The price is $284 total per night
$284 total
Jun 24 - Jun 25
Total with taxes and fees
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.
The Surf Club

The Surf Club

3.5 out of 5
20 Surfside Avenue Montauk NY
20.3 mi from city center
$485 nightly
The price is $554 total per night
$554 total
Jun 23 - Jun 24
Total with taxes and fees
This aparthotel features an outdoor pool and a gym. Enjoy the sauna and perks like free WiFi. Self parking, a terrace, and a picnic area are also offered.
Driftwood Resort

Driftwood Resort

3.5 out of 5
2178 Montauk Highway Montauk NY
17.16 mi from city center
$363 nightly
The price is $415 total per night
$415 total
Jun 22 - Jun 23
Total with taxes and fees
A private beach and a gym are featured at this condo. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A terrace, a garden, and express check-in are also on offer.
Windward Shores Ocean Resort

Windward Shores Ocean Resort

3 out of 5
2062 Montauk Highway Amagansett NY
16.75 mi from city center
$313 nightly
The price is $358 total per night
$358 total
Jun 25 - Jun 26
Total with taxes and fees
This aparthotel's 2 outdoor tennis courts and seasonal outdoor pool are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and laundry facilities are also on offer.
Offshore Spa & Residences

Offshore Spa & Residences

4.5 out of 5
79 S Emerson Ave Montauk NY
19.97 mi from city center
$759 nightly
The price is $867 total per night
$867 total
Jun 22 - Jun 23
Total with taxes and fees
This condo features a 24-hour gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, luggage storage, and laundry facilities are also on offer.
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Stonington CT
25.44 mi from city center
$257 nightly
The price is $291 total per night
$291 total
Jun 21 - Jun 22
Total with taxes and fees
A gym is featured at this vacation home, along with a garden and barbecue grills.
1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton CT
13.45 mi from city center
$220 nightly
The price is $249 total per night
$249 total
Jun 26 - Jun 27
Total with taxes and fees
This cottage includes a garden and barbecue grills.
Rustic Lakeside Cabin at White Gate Farm

Rustic Lakeside Cabin at White Gate Farm

East Lyme CT
16.94 mi from city center
Get rates
This cabin includes a garden and barbecue grills.
Waterfront Escape- 3BR Coastal Cottage w/ Boat Launch & Near Niantic Main Street

Waterfront Escape- 3BR Coastal Cottage w/ Boat Launch & Near Niantic Main Street

Waterford CT
14.5 mi from city center
Get rates
This vacation home featured laundry facilities and barbecue grills.
Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Montauk NY
19.38 mi from city center
Get rates
An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Fairy Tale Guest Cottage in Magic Garden by Pool

Fairy Tale Guest Cottage in Magic Garden by Pool

Bridgehampton NY
13.68 mi from city center
Get rates
An outdoor pool is featured at this cottage, along with a garden.
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk NY
19.46 mi from city center
$667 nightly
The price is $762 total per night
$762 total
Jun 26 - Jun 27
Total with taxes and fees
This condo features an outdoor pool and an indoor pool. Enjoy the gym and conveniences like a garden and laundry facilities.
Don't see what you're looking for?
See all available properties in Orient
View all properties
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.

The Best Way to Find your Vacation Rentals in Orient

How cheap can a vacation rental in Orient be?

You can find vacation rentals in Orient for as low as $249 per night.

How do you look for the best vacation rental deals in Orient with Travelocity?

Travelocity provides the best vacation rental deals in various locations throughout Orient so you can create the perfect plan for you. You can search and filter by type of property, amenities, neighborhood, price range, number of bedrooms, and more.

Are cancellations free on vacation rentals with Travelocity?

Each vacation rental has its own cancellation policy. It’s essential to understand the terms of your agreement before booking. Most rentals in Orient can be canceled for free when notifying the property before the cancellation deadline.

What types of vacation rentals are available in Orient?

Short term rentals come in all shapes and sizes. Choose from properties for a wide range of budgets and types of holidays. Families, couples, outdoor adventurers, and leisure travelers alike will find the perfect place for them. Check out our Orient vacation apartments to get started building your trip.

What are the benefits of booking a short-term rental in Orient?

Whether it’s for a summer getaway, a winter excursion, or a routine business trip, Orient vacation homes are often an excellent choice. You can enjoy group vacations with short term rentals to fit your party size. You might take a romantic weekend for two or plan a family reunion, and all stay under one roof. The options are endless, and you can find them on Travelocity.

Why is Travelocity the best site to find your vacation rental in Orient?

With Travelocity, all your travel needs are taken care of in one convenient platform. We offer fantastic deals on our large selection of vacation rentals to get you the most savings and rewards back on every booking. Save more when you bundle bookings together, including car rentals, flights, and activities. Here, you can build custom Orient vacations.

How to cancel your vacation rental with Travelocity?

To cancel your vacation rental, contact the property manager. You can find their contact information in the ‘Itinerary’ section of your Travelocity account. Most properties receive a full refund when you cancel before the cancellation deadline. Policies vary by property, so it’s important to understand the terms before booking. For more information, visit our customer service portal.