Orient vacation rentals

We found 3,220 vacation rentals — enter your dates for availability

Discover a selection of 14 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.

Holiday rentals with weekly discounts - Orient

Showing deals for:Sep 11 - Sep 18

Image gallery for Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Private pool
9.6 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Southampton

13% off
Price is $1,762
$12,334 for 7 nights
All fees included
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

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Find out more about Orient

Why visit Orient

  • Scenic Beaches: Enjoy the serene beaches and picturesque bays, ideal for summer relaxation and family fun.
  • Outdoor Adventures: Engage in various outdoor activities, including hiking and biking, amidst stunning natural landscapes.
  • Cultural Experiences: Explore historic buildings and charming urban parks that reflect the town's rich history.
  • Romantic Getaway: Experience a romantic atmosphere perfect for couples seeking tranquility and memorable moments.
  • Diverse Accommodation: Choose from a range of vacation rentals, from cozy cottages to luxurious homes, catering to all preferences.

Popular types of accommodation in Orient

Planning a getaway to Orient? You're in for a treat. Discover the charm of this destination with a variety of vacation rentals, including houses, cozy cottages, and stylish apartments. Whether you're seeking a luxury home or a comfortable one-bedroom apartment, you'll find the perfect spot to unwind. Explore our selection of Orient vacation rentals and enjoy your stay with transparency, savings, and reassurance.

  • Houses: The top choice for visitors to Orient, these homes offer spacious and personalized accommodations for families and groups.
  • Cottages: A popular option for those seeking a quaint and cozy retreat, perfect for a romantic getaway or a peaceful escape.
  • Apartments: Ideal for travelers wanting the comforts of home, these rentals provide convenience and flexibility during your stay.
  • Condos: A great choice for those looking for modern amenities and community facilities in a stylish setting.
  • Villas: These luxurious properties offer spacious living and high-end features for an upscale vacation experience.**

Top attractions in and around Orient

Orient, New York, is perfect for a romantic and scenic getaway, offering a mix of outdoor adventures and cultural experiences. Explore beautiful beaches, charming urban parks, and historic buildings that cater to families and couples alike. Enjoy the serene surroundings and create lasting memories in this picturesque destination, where relaxation and exploration go hand in hand.

  • Orient Point County Park: A beautiful urban park offering family-friendly activities, scenic views, and outdoor spaces perfect for picnics and leisurely walks. Enjoy the vibrant atmosphere surrounded by nature.
  • Orient Beach State Park: This stunning beach invites you to relax and soak up the sun, with pristine sands and gentle waves. It's an ideal spot for swimming and enjoying beach vibes.
  • Eastern Long Island Hospital: Located 4 miles away, this medical center provides essential services with a focus on community health, offering a welcoming environment for families.

Things to do recommended for couples

Ready for a romantic getaway in Orient, New York? Enjoy a scenic walk along the picturesque beaches, savor exquisite dining at local seafood restaurants, and unwind with a sunset picnic at Orient Beach State Park. Create unforgettable memories with your partner in this charming coastal town.

Things to do recommended for families

Families can explore the beautiful beaches of Orient Beach State Park, enjoy a scenic bike ride along the picturesque roads, or take a ferry to nearby Shelter Island for a day of adventure and nature. The local seafood dining options are also a treat for everyone.

Things to do recommended for groups

Explore the scenic beauty of Orient Point State Park, where your group can hike trails with stunning views of the Long Island Sound. Alternatively, enjoy a delightful day of wine tasting at local vineyards, sampling exquisite wines and enjoying the charming countryside.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—be sure to prioritize your filters appropriately. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Orient with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Orient with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, you should think about how close you are to family-friendly attractions.
  • Taking your pets with you to Orient: For many families, a vacation isn’t truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Orient: If you're in search of vacation rentals that offer discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Orient

Orient, New York, offers a charming blend of outdoor adventures and romantic scenery, making it an ideal vacation spot. Visitors can enjoy the serene beaches and picturesque bays, perfect for summer relaxation. Nearby cities and neighborhoods provide a family-friendly atmosphere, with friendly locals and budget-friendly options. Whether you're seeking stunning views or a peaceful getaway, Orient has something special for everyone to explore.

  • Greenport: Nestled just 4 miles from Orient, Greenport is a charming city that offers a delightful blend of outdoor adventures and romantic escapes. Known for its picturesque waterfront, visitors can explore scenic beaches and parks, making it a perfect spot for family outings. Greenport is also home to a variety of recreational areas, including golf courses and concert venues, ensuring that there’s always something happening. Whether you’re enjoying a relaxing day at the beach or catching a live music performance, Greenport is sure to enchant you with its vibrant atmosphere.
  • Westbrook: Located 13 miles away from Orient, Westbrook is a beautiful coastal city renowned for its stunning scenery and outdoor experiences. This charming destination invites travelers to unwind at luxurious resorts, enjoy music concerts, and play a round of golf against a backdrop of breathtaking views. With its sandy beaches and family-friendly recreational areas, Westbrook is perfect for both relaxation and adventure. Whether you’re strolling along the shore or attending an event at a local conference venue, Westbrook offers a perfect blend of tranquility and excitement.
  • Old Saybrook: Just 12 miles from Orient, Old Saybrook is a quaint city steeped in history and natural beauty. Known for its outdoor activities and scenic landscapes, visitors can explore beautiful beaches and the nearby state park, making it ideal for nature lovers. The city features various recreational areas and golf courses, as well as charming resorts for a romantic getaway. Old Saybrook promises a serene escape where you can enjoy leisurely walks along the coast or immerse yourself in the local culture and history.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

Are you aiming to save on your upcoming adventure? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your travels. You can start new trips, pick up right where you left off, or easily view and organize your travel plans. All the properties you've saved or booked are now accessible under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Oyster beds and fine wine in Orient

Orient sits on the promontory at the furthest end of Long Island, located on the quieter North Fork, away from the glitz (and prices) of the Hamptons. Originally named Oyster Ponds for the thriving beds, it's still a place to find top quality shellfish, organic farms and wineries. Although quiet in winter, the small town sees an influx of vacationers over the summer months. With architecture spanning 300 years, the town is a living museum to the history of New England. Your Orient vacation rental is perfect for a pristine summer getaway by the sea.

Maritime history or a tour for the grown-ups

The East End Seaport Museum is not to be missed when staying in an Orient vacation rental. Learn all about the history of shipbuilding in Greenport, discover why the lighthouse is nicknamed "Bug" and stroll through the exhibitions on immigration to the states in the late 19th century and early 20th century. For the adults only, a vintage winetasting tour by van takes in 4 gorgeous vineyards, with a boozy farm lunch in the afternoon sunshine. There's no need to worry about driving home, as the tour will drop you straight back at your Orient vacation rental afterwards.

See Long Island from the sea

When you've had enough of sunbathing and playing in the waves, you might consider one of the many daytime cruises leaving Orient and nearby Greenport. With such an illustrious history of maritime immigration, a tour of the 9 lighthouses that guide shipping into New York, together with 2 revolutionary-era forts and the architecture of Long Island is a must. Alternatively, jump aboard America's first solar-powered boat to learn about the history of Peconic Bay and the lives of its first settlers. Relax and take in the stunning scenery as you head back to port and your Orient vacation rental.

A twitcher's delight

The Orient Beach State Park is a long, thin spit of land across the bay from Orient itself. The saltwater marshes have been designated an important bird area and attract herons, egrets and ospreys to nest and mate among the reeds. Running down the center of the park is a maritime wooded area with red cedar, black oak and prickly pear. Visitors can wander through the forest or fish and swim in the bay. A looped nature trail is popular with cyclists and joggers looking for scenic views as they exercise.

Traveling to and around Orient

The nearest airport is in MacArthur Airport (ISP), located 48 mi (77.2 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into East Hampton, NY (HTO), which is 12.6 mi (20.3 km) away.

Frequently asked questions

What is the best area to stay in Orient, New York, United States of America when booking a vacation rental?
When considering a vacation rental in Orient, New York, one of the best areas to explore is the charming village itself. This quaint location offers a serene atmosphere with stunning views of the Long Island Sound. Staying here allows you to immerse yourself in the local culture, with historic sites and beautiful waterfronts just a short walk away.

One of the top attractions is the Orient Point Lighthouse, which provides a picturesque backdrop and is superb for leisurely strolls along the shore. Additionally, the nearby Orient Beach State Park offers a fantastic opportunity for outdoor activities, such as hiking and birdwatching, all while enjoying the natural beauty of the area.

While the number of properties can vary, Orient features a selection of vacation rentals that range from cozy cottages to larger homes, suiting different preferences and group sizes.
How much does it cost to rent a vacation home in Orient?
Prices for vacation rentals in Orient vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Orient to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Orient vacation house rentals?
You can find great discounts on house rentals in Orient on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Orient?
For renting a beach house in Orient, travelers should consider the scenic waterfront areas along the northern tip of Long Island. The beaches near Orient State Park offer stunning views of the Long Island Sound and are ideal for those seeking a peaceful retreat. Many vacation rentals in this area feature amenities like private decks, outdoor dining areas, and easy beach access, making them great for families or groups looking to enjoy sunny days by the water.

Additionally, the nearby Village of Orient provides a charming atmosphere with its historic homes and proximity to local shops and eateries. Properties here often come with spacious yards, grills for barbecuing, and fully equipped kitchens for home-cooked meals. The area is also close to popular points of interest such as the Orient Point Lighthouse and the beautiful beaches at the end of the North Fork, which are great for swimming or simply soaking up the sun.

For those interested in outdoor activities, nearby hiking trails and nature preserves offer opportunities to explore the local flora and fauna. Rentals in this region frequently include amenities like bicycles for leisurely rides along the scenic roads or kayaks for exploring the coastline, enhancing the overall beach getaway experience.
What is the most popular type of vacation rental accomodation in Orient?
In Orient, vacation houses are the most popular type of rental, with about 11 available throughout the area. These homes offer spacious living arrangements, often featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxing and enjoying the scenic surroundings. Additionally, there are several villas and cottages that provide great experiences, typically offering comfort and privacy. Many of these properties are situated close to local attractions such as the beautiful beaches and nature trails, making them ideal for families or groups seeking a tranquil getaway.
Are there any family house rentals in Orient?
In Orient, New York, there are some family-friendly house rentals available, with about 11 options to choose from. This charming area is known for its scenic beauty and proximity to the Long Island Sound, making it an ideal spot for families seeking a relaxing getaway. Many of these homes feature spacious living areas, fully equipped kitchens for meal preparation, and outdoor spaces where children can play or families can enjoy barbecues.

Visitors will appreciate the local attractions, such as nearby beaches superb for swimming and sunbathing, as well as parks offering picnic areas and walking trails. The community vibe in Orient is welcoming, allowing families to immerse themselves in the tranquil surroundings while still being close to essential amenities.
Can I rent a vacation home with a pool or hot tub in Orient?
In Orient, New York, there are several vacation homes available for rent that feature pools and hot tubs. This charming area on the North Fork of Long Island is known for its scenic beauty, including picturesque beaches and lush landscapes. Travelers can expect a range of amenities in these rentals, such as private pools, hot tubs for relaxation, spacious outdoor patios, and fully equipped kitchens for convenient meal preparation. Many properties also offer additional features like fire pits and expansive gardens, making them ideal for family gatherings or group retreats.
Can I find long-stay vacation rentals in Orient?
A long-stay vacation rental in Orient is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Orient?
In Orient, travelers can find several pet-friendly house rentals that cater to those looking to enjoy a relaxing getaway with their furry companions. Many of these vacation homes are situated near the scenic waterfront, providing easy access to beautiful beaches and picturesque views of the Long Island Sound. Expect amenities such as spacious backyards for pets to roam, modern kitchens for home-cooked meals, and cozy living spaces that create a friendly setting for both guests and their pets.

The nearby Orient Beach State Park is a highlight for pet owners, offering walking trails and open spaces where pets can enjoy the outdoors. Additionally, the charming local shops and eateries in the area often welcome pets, enhancing the overall experience for families traveling with animals.
Are there any remote work vacation rentals in Orient?
In Orient, New York, there are several vacation rentals suitable for remote work, with around 13 options available. These properties typically come equipped with amenities essential for productivity, such as dedicated workspaces or desks, high-speed Wi-Fi, and comfortable seating areas. Many rentals offer serene environments that allow for focused work while enjoying the beauty of the surrounding area.

Travelers can expect to find accommodations near scenic locations like Orient Beach State Park and the picturesque North Fork vineyards, providing a great balance of work and leisure. Additionally, some properties may feature outdoor spaces for breaks, allowing guests to unwind while enjoying the natural beauty of Orient. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Orient vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Orient with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Orient?
In Orient, popular vacation rental amenities include fully equipped kitchens, allowing travelers to prepare their own meals during their stay. Many properties also feature inviting decks or patios, great for enjoying the serene surroundings. Additional amenities often include blenders for making smoothies or drinks, cozy fireplaces for warmth and ambiance, and porches or lanais that provide a lovely spot to relax outdoors.
When is the best time to visit Orient for a vacation rental?
The peak season for visiting Orient, New York, spans from June to August, with July being the most popular month for vacation rentals. During this vibrant summer period, travelers flock to the area to enjoy its beautiful beaches, charming local shops, and stunning waterfront views. The warm temperatures, typically ranging from the mid-60s to low 80s Fahrenheit, create an inclusive setting superb for outdoor activities such as kayaking, biking, and exploring the scenic landscapes.

As you immerse yourself in the summer charm of Orient, you'll find plenty of opportunities to savor fresh seafood at local restaurants and partake in community events, making it an excellent time for families and friends to gather and create lasting memories.

For those seeking a more budget-friendly experience, consider planning your visit in December. While this is the low season, it offers a peaceful and serene escape, allowing you to enjoy the coastal beauty without the summer crowds. The quieter atmosphere is superb for cozy getaways or a reflective retreat, and you can take advantage of lower rental rates while still enjoying the picturesque scenery.
How early should I book a Orient vacation rental?
Book your Orient vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Orient, New York, United States of America?
Orient, New York, is a charming hamlet located on the North Fork of Long Island, known for its scenic beauty and tranquil atmosphere. One of the main attractions is Orient Beach State Park, which offers beautiful sandy shores, picnic areas, and nature trails, making it ideal for outdoor activities and relaxation by the water. The nearby Orient Harbor provides stunning views and opportunities for boating and fishing.

Visitors can also explore the historic Orient Point Lighthouse, which adds to the area's maritime charm. The local vineyards and wineries, such as those found along the North Fork Wine Trail, are popular spots for tastings and tours, offering a taste of the region's renowned wine production.
Can I change or cancel my Orient home rental booking on Vrbo?
To find Orient vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Orient vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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