Orient holiday homes, NY, USA: holiday houses & more

Discover a selection of 23 homes and other holiday rentals in Orient that are perfect for your trip. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as Wi-Fi and cable TV. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Orient

Orient Village — Historic Bayfront Cottage — 2025 Season

Sleeps 6 · 3 bedrooms · 2 bathrooms

Private Getaway - corner Home with rights to private beach - Tip of North Fork

Sleeps 8 · 3 bedrooms · 1+ bathroom

The heated swimming pool also has views of the Sound

Orient Beachfront Home with Private Beach, Beautiful Views and Heated Pool!

Sleeps 8 · 5 bedrooms · 3 bathrooms

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Take in the waterfront beauty of Orient

Enjoy the museums and other features of Orient. This scenic city is known for its island views, beaches and golfing. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Orient

Do you want to find attractions to see in the area? Venture out of your cosy holiday rental and experience everything that makes Orient a one-of-a-kind holiday spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

Kontokosta Winery (3.6 mi / 5.8 km)
Raphael Winery (10.9 mi / 17.5 km)
Pindar Vineyards (11.2 mi / 18 km)
LongHouse Reserve (12.1 mi / 19.5 km)
Peconic Bay Winery (12.4 mi / 19.9 km)
Wolffer Estates Vineyard (13.5 mi / 21.7 km)

Exploring the natural landscape of Orient

Whether you're an active traveller or just want to appreciate the scenery, Orient is a great place to spend some time outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

Orient Point County Park (3.6 mi / 5.8 km)
67 Steps Beach (3.7 mi / 5.9 km)
Sunset Beach (5.5 mi / 8.9 km)
Harvey's Beach (10.5 mi / 16.8 km)
LongHouse Reserve (12.1 mi / 19.5 km)
Westbrook Town Beach (12.5 mi / 20 km)

Travelling to and around Orient

The nearest airport is in East Hampton, NY (HTO), located 12.6 mi (20.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Fishers Island, NY (FID-Elizabeth Field), which is 16.3 mi (26.2 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Orient?

Based on our research, houses are the most sought-after property type in Orient. But as you might expect, everyone’s idea of the perfect stay can differ. Bookabach has holiday homes of all sizes and shapes, and we’ll help you to find your ideal match.

How much does it cost to rent a holiday home in Orient?

The average price for a holiday home in Orient is based on a number of factors, including length of stay, season and property type. Whether you’re in search of a sprawling villa with space for extended family or a cosy cabin for just you and your sweetheart, just add your travel dates to find stays with unbeatable value.

How much does it cost to rent a beach house in Orient?

The average price for a holiday home by the beach in Orient depends on when you’re going and the size and style of property you’re searching for. You can find prices easily and quickly on Bookabach by entering your preferred travel dates and destination. Then use the filters to pick the number of bedrooms and amenities essential to you, like WiFi, air conditioning and a pool.

What are popular home amenities in Orient?

Some of the most popular home amenities people look for in Orient include a barbecue grill, a beach view and an ocean view. Whether you’re hitting the road with family, your besties or even pets, Bookabach holiday homes have the best amenities for fun and relaxation with your loved ones.

What are the top attractions for families in Orient?

Keep your kids entertained at these leading family-friendly attractions in Orient:

67 Steps Beach
Orient Beach State Park
Railroad Museum of Long Island

Are there holiday homes with WiFi in Orient?

Orient has 10 holiday homes with WiFi, so you can stay connected when you’re away. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming movie blockbusters to sending emails, these Bookabach homes will keep you online.

How old do you have to be to rent a holiday home in Orient?

We advise checking with the Orient holiday home you’re considering on Bookabach as the minimum age varies. However, it’s normally 16, 18 or 21.

How long can I rent a holiday home in Orient for?

How long you can book a holiday home in Orient varies according to the property. Simply enter your preferred travel dates to see a list of options offering extended stays. With a range of amenities such as kitchens and air conditioning, as well as some offering weekly or monthly discounts, you’re sure to find somewhere just right to call your home away from home in Orient.