Orient vacation rentals

We found 3,148 vacation rentals — enter your dates for availability

Discover a selection of 24 homes and other vacation rentals in Orient that are perfect for your trip. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, such as a fireplace and a washer and dryer. At the end of the day, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Orient

Showing deals for:Nov 14 - Nov 21
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Find out more about Orient

Find out more about Orient

Why visit Orient

  1. Stunning Beaches: Enjoy the beautiful Orient Beach, perfect for relaxation and family-friendly fun.
  2. Scenic Views: Marvel at breathtaking vistas over Orient Bay, ideal for romantic moments.
  3. Outdoor Activities: Engage in a variety of outdoor adventures amidst nature's splendour.
  4. Charming Accommodations: Choose from cozy cottages and private vacation homes for a comfortable stay.
  5. Welcoming Community: Experience the friendly locals and a relaxing atmosphere that enhances your visit.

Popular types of accommodation in Orient

If you're planning a getaway to Orient, you'll find a variety of accommodation options that cater to every taste. Our most popular choices include Houses, cozy Cottages, and modern Apartments. Whether you’re searching for vacation rentals in Orient, relaxing stays at Orient Bay Beach, or convenient rentals in Orient Bay, we have all the information you need to make your trip unforgettable.

  • Houses: The top choice for visitors seeking a home-like atmosphere, ideal for families or groups looking for comfort and privacy in Orient.
  • Cottages: A charming option for those wanting a cozy retreat, perfect for a romantic getaway or a peaceful escape amidst nature.
  • Apartments: A convenient choice for solo travellers or couples, offering a blend of comfort and accessibility in the heart of Orient.
  • Condos: A popular selection for those seeking modern amenities and a communal vibe, ideal for social travellers.
  • Villas: Luxurious accommodations that provide ample space and upscale features, perfect for lavish escapes with family or friends.**

Top attractions in Orient

Orient, New York, offers a charming getaway perfect for outdoor enthusiasts and couples seeking scenic beauty. Visitors can explore beautiful beaches, urban parks, and historic buildings, providing a blend of culture and adventure. For a delightful beach experience, consider renting beach chairs to enhance your stay. Whether you're travelling solo or with loved ones, Orient's attractions promise a memorable vacation amidst nature's splendour.

  1. Orient Point County Park: This urban park offers a delightful escape with its family-friendly atmosphere, perfect for picnics and outdoor activities. Enjoy scenic views and the vibrant city vibes that make it a lovely spot for relaxation and recreation.
  2. 67 Steps Beach: Just 6.4km away, this charming beach features a unique staircase leading down to the shore. It's an ideal place for sunbathing, swimming, and soaking up the laid-back beach vibes.
  3. Railroad Museum of Long Island: Located 6.4km from Orient, this railway museum showcases the rich cultural history of Long Island's railroads. Explore fascinating exhibits and learn about the impact of railways on local communities.

Things to do recommended for couples

For a romantic getaway in Orient, visit Kontokosta Winery for its enchanting atmosphere, or enjoy a fun round at Shelter Island Whale's Tail mini-golf. Don't forget to dine at Indian Wells Beach, where you can relish delicious food amidst a charming setting.

Things to do recommended for families

In Orient, families can enjoy the Greenport Carousel, just 6.4km away, for a delightful outdoor experience. Cedar Point County Park, 12.9km away, offers relaxation in nature. For adventure, visit Stay and Play LLC, 19.3km from Orient, featuring exciting arcade fun for everyone.

Things to do recommended for groups

Groups visiting Orient, New York, can explore the Greenport Farmers' Market for local produce, enjoy a round of golf at Island's End Golf & Country Club, and experience captivating performances at Bay Street Theatre, perfect for family entertainment and cultural immersion.

What do I need to keep in mind when booking a vacation in Orient

If you're travelling with a group, family, pets, or planning an extended stay, it's important to prioritise your preferences when filtering options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Orient with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Fortunately, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Orient with young kids: Traveling with young children can present its challenges. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Orient: For many families, a vacation just wouldn’t be the same without their beloved pets. If this resonates with you, consider exploring Vrbo listings that welcome furry companions. Most of these pet-friendly accommodations offer amenities such as feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Orient: If you're in search of vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to consider adding amenities such as a parking space, a well-equipped kitchen, or a private pool to your search criteria.

Where to stay in Orient

Orient, New York, offers a perfect blend of outdoor beauty and romantic charm, making it an ideal getaway. Explore the stunning Orient Beach and its picturesque area, where family-friendly vibes and friendly locals await. Don't miss the breathtaking views over Orient Bay and the relaxing atmosphere of Patio Orient Bay, where you can unwind and soak in the scenery. This delightful region promises a memorable vacation experience for all visitors.

  • Sag Harbor: Located 16.1km from Orient, Sag Harbor is a charming village renowned for its rich maritime history and vibrant arts scene. Visitors are drawn to its picturesque waterfront, where outdoor enthusiasts can enjoy activities such as sailing, kayaking, and beachcombing. The town boasts beautiful beaches and parks, making it an ideal spot for romance and family outings. Highlights include the iconic Sag Harbor Whaling and Historical Museum and several golf courses that provide a perfect blend of relaxation and recreation.
  • Greenport: Only 6.4km away from Orient, Greenport is a delightful seaside village that offers a unique blend of outdoor and romantic experiences. This vibrant community is known for its charming waterfront, quaint shops, and excellent dining options. Visitors can explore the local beaches, enjoy live music concerts, or try their luck at nearby casinos. Notable attractions include the Greenport Harbor Brewing Co. and the historic Greenport Train Station, making it a must-visit for those looking to immerse themselves in a relaxed coastal atmosphere.
  • East Hampton: Situated 16.4km from Orient, East Hampton is a luxurious retreat famous for its stunning beaches and upscale ambiance. This town is a haven for outdoor enthusiasts, with ample opportunities for hiking, biking, and water sports. The area is dotted with beautiful parks and family-friendly beaches, perfect for a day in the sun. Visitors should not miss the East Hampton Historical Society and the captivating landscapes of the nearby Montauk Point State Park, which offers breathtaking coastal views and a rich array of outdoor activities.

Best time to go to Orient

If you're planning a trip to Orient, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6°F (2.0°C)Light RainMostly SunnyAverageModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyHighModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyLowAverage
November49.6°F (9.8°C)Light RainMostly SunnyLowAverage
December42.1°F (5.6°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides you with a convenient platform to plan new adventures, refine your existing itineraries, or manage your bookings with ease. Your saved or booked properties are thoughtfully organized into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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 accommodations with space to entertain friends and family, Vrbo 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

Are you searching for attractions to see while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Orient a fun spot to vacation. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Kontokosta Winery (3.6 mi / 5.8 km)
  • Raphael Winery (10.9 mi / 17.5 km)
  • Pindar Vineyards (11.2 mi / 18 km)
  • Bedell Cellars (11.5 mi / 18.5 km)
  • LongHouse Reserve (12.1 mi / 19.5 km)
  • Peconic Bay Winery (12.4 mi / 19.9 km)

Exploring the natural landscape of Orient

Whether you're an active traveler or just want to spend some time taking in the scenery, Orient is a great spot to appreciate mother nature. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Crescent Beach (5.8 mi / 9.4 km)
  • Harvey's Beach (10.5 mi / 16.8 km)
  • LongHouse Reserve (12.1 mi / 19.5 km)

Traveling to and around Orient

The nearest airport is in East Hampton, NY (HTO), located 12.6 mi (20.3 km) from the city center. 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 vacation rental 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. Vrbo has vacation rentals of all sizes and shapes, and we'll help you to find your ideal match.
How much does it cost to rent a vacation rental in Orient?
The average price for a vacation rental 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 cozy 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 vacation 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 Vrbo 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 rental amenities in Orient?
Some of the most popular rental 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, Vrbo vacation rentals 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 vacation rentals with WiFi in Orient?
Orient has 10 vacation rentals 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 Vrbo homes will keep you online.
How old do you have to be to rent a vacation rental in Orient?
We advise checking with the Orient vacation home you're considering on Vrbo as the minimum age varies. However, it's normally 16, 18 or 21.
How long can I rent a vacation rental in Orient for?
How long you can book a vacation rental 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.

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