Orient Point holiday rentals

We found 2,175 holiday rentals — enter your dates for availability

Discover a selection of 12 homes and other holiday rentals in Orient Point that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, including parking and a 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.

Holiday rentals with weekly discounts - Orient Point

Showing deals for:28 Nov - 5 Dec
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Why visit Orient Point

  • Stunning beaches: Enjoy beautiful sandy shores and the tranquil atmosphere perfect for relaxation.
  • Outdoor activities: Explore urban parks and national state parks ideal for hiking and family adventures.
  • Charming accommodations: Choose from cosy beach cabins and holiday rentals for a memorable stay.
  • Friendly atmosphere: Experience a welcoming community with unique local spots and budget-friendly excursions.
  • Romantic getaways: Perfect destination for couples seeking a peaceful retreat or special moments together.

Popular types of accommodation in Orient Point

You've chosen to visit Orient Point, and now the excitement begins – finding the perfect place to stay! Whether you're after a private vacation home, a charming cottage, or a comfortable apartment, there's a range of accommodation options to suit your needs. Enjoy essential room amenities and spacious bedroom homes that make your getaway relaxing and enjoyable. Explore the best Orient Point house rentals and make your holiday unforgettable!

  • Houses: The top choice for holidaymakers in Orient Point, these homes offer spacious and comfortable settings for families, couples, or groups of friends.
  • Cottages: A charming option for those seeking a quaint and cozy retreat, perfect for a relaxing getaway.
  • Apartments: Ideal for solo travellers or couples, these self-contained units provide convenience and accessibility.
  • Condos: Popular among visitors, condos offer a mix of comfort and shared amenities for a delightful stay.
  • Villas: For a touch of luxury, villas provide upscale accommodations with beautiful surroundings.**

Top attractions in and around Orient Point

Orient Point is an ideal destination for outdoor enthusiasts, couples, and families alike. You can enjoy stunning beaches, explore urban parks, and visit national state parks. With attractions catering to beach lovers and culture seekers, there are plenty of activities to keep everyone entertained. Consider relaxing by a fire pit, discovering Culburra Beach, or enjoying a holiday rental for a memorable experience, all while benefiting from a range of amenities available in the area.

  • Orient Point County Park: A vibrant urban park offering family-friendly activities and outdoor adventures. Enjoy lush greenery and city vibes, perfect for picnics or leisurely strolls.
  • Orient Beach State Park: A stunning beach located 3.2km from Orient Point, this park boasts picturesque sandy shores and a relaxed atmosphere, ideal for sunbathing and swimming.
  • Little Bay: Situated just 1.6km from Orient Point, this scenic bay features beautiful views and outdoor activities, making it a great spot for kayaking or enjoying nature.

Things to do recommended for couples

For a romantic getaway in Orient Point, be sure to visit Kontokosta Winery for a charming atmosphere and exquisite wines. Enjoy a round of mini golf at Shelter Island Whale's Tail for a bit of fun, and don’t miss Raphael Winery for more delightful sips and lovely views.

Things to do recommended for families

Your family will love splashing around at Ocean Beach Park, only 20.9km away, enjoying the Greenport Carousel 11.3km from Orient Point, and unwinding at Cedar Point County Park, just 12.9km away, where wellness and relaxation await. Perfect for creating lasting memories!

Things to do recommended for groups

Groups visiting Orient Point can enjoy a round of golf at Island's End Golf & Country Club, explore local produce at the Greenport Farmers' Market, and catch a show at the Bay Street Theatre for a dose of culture and entertainment.

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

Booking with Stayz is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Stayz property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Where to stay in Orient Point

Orient Point offers a tranquil retreat perfect for outdoor enthusiasts and families alike. Enjoy charming beach cabins and unwind in peaceful getaways surrounded by stunning scenery. The friendly atmosphere invites you to explore unique local spots and indulge in budget-friendly excursions. Whether you're after a romantic escape or a family-friendly adventure, Orient Point is a delightful destination that promises memorable experiences for every traveller.

  • Greenport: Greenport is a charming seaside village located 11.3km from Orient Point, offering a delightful blend of outdoor activities and romantic settings. Known for its picturesque waterfront, visitors can enjoy leisurely strolls along the marina, explore the local shops, or indulge in fine dining with stunning views. The area is also home to a golf course and hosts various music concerts throughout the year. Notable attractions include family-friendly beaches and an event conference venue, making it an ideal spot for both relaxation and entertainment.
  • Orient: Nestled within Orient Point, Orient itself is a scenic haven that beckons nature lovers and romantics alike. With its picturesque landscapes and tranquil atmosphere, it’s perfect for outdoor enthusiasts looking to explore recreational areas and lakes. The local golf course adds to the charm, providing a relaxing way to enjoy the stunning scenery. Visitors can unwind at family beaches or partake in music concerts that celebrate the local culture, making the experience truly memorable.
  • Sag Harbor: Located 17.7km from Orient Point, Sag Harbor is a vibrant coastal town that captivates visitors with its beautiful beaches and outdoor pursuits. This quaint city is renowned for its inviting parks and family-friendly beach areas, ideal for a day of sun and fun. Adventurers can also enjoy golf or explore winter sports at nearby ski fields. The town's appealing vibe and lively atmosphere make it a popular destination for those seeking romance and relaxation by the water.

Best time to go to Orient Point

If you're planning a trip to Orient Point, 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 November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyLowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.3°F (8.5°C)Light RainMostly SunnyAverageAverage
May55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
June64.8°F (18.2°C)Light RainMostly SunnyHighModerately High
July72.7°F (22.6°C)Light RainMostly SunnyHighModerately High
August73.2°F (22.9°C)Light RainMostly SunnyHighModerately High
September68.0°F (20.0°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.8°F (9.9°C)Light RainMostly SunnyLowAverage
December42.3°F (5.7°C)Light RainMostly CloudyLowAverage

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

If you're planning a trip with a group, family, pets, or seeking longer stays, it's important to filter according to your key priorities. Here are some helpful Stayz booking tips to assist you.

  • Travelling to Orient Point with a group: Think about how many bedrooms you’ll require, along with features like a fully equipped kitchen or outdoor area for group gatherings. Luckily, you can easily refine your search for all of these options and more on Stayz.
  • Travelling to Orient Point with young kids: Venturing out with little ones can be quite a task. It's essential to prioritise their comfort and safety, alongside suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are fun for the whole family.
  • Taking your pets with you to Orient Point: For many, a family holiday isn't quite the same without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Orient Point: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Stayz Trips: Planning as easy as it gets

Stayz's Trip Board provides a convenient space for you to craft new journeys, keep your plans on track, or review and manage your bookings. The properties you've saved or reserved are now neatly organised into categories: Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply head over to: https://www.stayz.com.au/trips.

**Based on Stayz properties bookings.

Delight in the waterfront landscape of Orient Point

The parks and surrounding scenery provide a peaceful ambience to your holiday home in Orient Point. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Orient Point

Do you want to find things to do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Orient Point a one-of-a-kind holiday spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Kontokosta Winery (6.4 mi / 10.4 km)
  • LongHouse Reserve (12 mi / 19.4 km)
  • Noyac Golf Club (13.1 mi / 21.1 km)
  • Raphael Winery (13.6 mi / 21.9 km)
  • Pindar Vineyards (13.9 mi / 22.4 km)
  • Bedell Cellars (14.2 mi / 22.8 km)

Exploring the natural landscape of Orient Point

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Orient Point. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Orient Point County Park (0.8 mi / 1.2 km)
  • 67 Steps Beach (6.5 mi / 10.5 km)
  • Sunset Beach (8.1 mi / 13 km)
  • Crescent Beach (8.4 mi / 13.5 km)
  • Rocky Neck State Beach (10.2 mi / 16.5 km)
  • Havens Beach (10.6 mi / 17.1 km)

Travelling to and around Orient Point

The nearest airport is in East Hampton, NY (HTO), located 13.2 mi (21.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Fishers Island, NY (FID-Elizabeth Field), which is 13.5 mi (21.7 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Orient Point?
According to our research, houses are the most sought-after type of property in Orient Point. But as you might expect, everyone's idea of an awesome stay can differ. Stayz 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 Point?
The average price for a holiday home in Orient Point is determined by a number of factors, such as season, property type and length of stay. Whether you're dreaming about a sprawling house with room for friends and family or a cosy cottage just enough for two, just add your travel dates to find stays that offer great value.
How much does it cost to rent a beach house in Orient Point?
The average price for a holiday home near the beach in Orient Point depends on when you're visiting the area and the style and size of property you're looking for. You can easily and quickly find prices on Stayz by entering your preferred travel dates. Then use the filter tool to select the number of bedrooms and amenities that you require, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in Orient Point?
Good news. There are. You'll find 12 stays that allow pets in Orient Point on Stayz. Our furry best friends also deserve a getaway, so simply use our search function for pet-friendly holiday homes to find a pad where Spot can be near his favourite humans.
Can I rent a house with a pool in Orient Point?
Add a new level of fun to your trip by booking your family into one of the seven houses with a private pool in Orient Point. Use our search filter to find properties with pools on Stayz, then spend your days playing and splashing in a swimming pool that's just for you.
What are popular home amenities in Orient Point?
When it comes to home amenities that guests are on the lookout for in Orient Point, a firepit, a fireplace and an ocean view are the most popular. With Stayz holiday homes, you'll enjoy choices to fit your taste and style, whether you're taking a trip with your partner, your friends or even pets.
Are there large group holiday homes in Orient Point?
You'll find 10 properties in Orient Point that can accommodate a group of five or more people. From family trips to events like a friend's birthday, these stays have ample space to spend time with the people you love.
Are there holiday homes in Orient Point that welcome kids?
Orient Point has 12 family-friendly holiday homes. And booking a stay that welcomes little ones is a breeze with Stayz's "Properties good for families" filter. In addition to having the whole place to yourselves, you'll also get access to perks and conveniences like multiple bedrooms, full kitchens and yards.
What are the top attractions for families in Orient Point?
Keep your kids occupied at these top family-friendly attractions in Orient Point:

  • Orient Beach State Park
  • Oysterponds Historical Society
  • Orient Point County Park

Are there holiday homes with WiFi in Orient Point?
You can pick from six holiday homes with WiFi in Orient Point. If you want to disconnect from the world during your trip, but still want to be connected to the internet, these getaways are for you. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Orient Point?
There are 12 Stayz holiday homes with air conditioning in Orient Point providing that cooling breeze and extra level of comfort. Enter your dates of travel and then use our handy filter tool to search for stays with air conditioning.
How old do you have to be to rent a holiday home in Orient Point?
The minimum age allowed can vary across properties on Stayz, so look at the rules of the holiday home in Orient Point you want to book. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Orient Point for?
The length of time you can book a holiday home in Orient Point varies according to the property. Simply enter your selected travel dates to see a list of options offering extended stays. With lots of amenities such as laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to find a perfect place to call your home away from home in Orient Point.

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