Orient Point holiday homes

We found 2,045 holiday rentals — enter your dates for availability
Discover a selection of 10 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:5 Feb - 12 Feb

Image gallery for Everything in Hamptons special discount available for weekly and monthly renters

aerial view
10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

17% off
Price is NZ$100,967
for 7 nights, 1 home
NZ$14,424 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters

Find spaces that suit your style

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • Raphael Winery (13.6 mi / 21.9 km)
  • Pindar Vineyards (13.9 mi / 22.4 km)
  • Bedell Cellars (14.2 mi / 22.8 km)
  • Wolffer Estates Vineyard (14.4 mi / 23.2 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)
  • Mashomack Preserve (7.1 mi / 11.5 km)
  • Sunset Beach (8.1 mi / 13 km)
  • Harvey's Beach (11.2 mi / 18.1 km)
  • McCook Point Beach (11.7 mi / 18.9 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 best area to stay in Orient Point when booking a holiday rental?
When considering a holiday rental in Orient Point, New York, the area around the waterfront is particularly appealing. This picturesque neighbourhood offers stunning views of the Long Island Sound and is a short distance from some delightful attractions. One of the highlights is the Orient Beach State Park, where visitors can enjoy sandy shores and scenic walking trails. Additionally, the historic Orient Point Lighthouse, which dates back to the 19th century, is a must-see for those interested in maritime history.

There are a variety of properties available in this charming area, ranging from cosy cottages to more spacious homes, suiting different group sizes and preferences. Staying in this part of Orient Point allows for easy access to local restaurants and shops, enhancing the overall holiday experience.
When is the best time to visit Orient Point for a holiday rental?
The best time to book a holiday rental in Orient Point is during the peak summer season, which spans from June to August. July, in particular, stands out as the most popular month, attracting families and beachgoers eager to soak up the sun along the picturesque shores of Long Island Sound. This vibrant period is superb for those who enjoy outdoor activities such as swimming, fishing, and exploring the stunning coastal scenery.

With temperatures typically ranging from 18 to 30 degrees Celsius, the summer climate is warm and inviting, ideal for enjoying scenic walks and beach picnics. The area comes alive with a variety of local events, making it a lively time to visit. Whether you're wandering through charming local markets or indulging in fresh seafood at waterfront restaurants, there's always something happening.

For those looking for a more budget-friendly option, consider visiting in December. While this month is quieter, it offers a unique charm with festive decorations and fewer crowds. Exploring the area during the off-peak season can provide a more relaxed atmosphere, superb for enjoying the natural beauty without the hustle and bustle.
What are the top attractions in Orient Point?
In Orient Point, visitors can enjoy a range of attractions that highlight the area's natural beauty and maritime charm. One of the main draws is the Orient Beach State Park, where guests can relax on sandy shores, enjoy picnicking, and take in stunning views of the Long Island Sound. The park also offers opportunities for hiking and birdwatching, making it a great spot for nature enthusiasts.

Another highlight is the historic Orient Point Lighthouse, which stands as a picturesque landmark and offers insight into the region's maritime history. The nearby ferry terminal provides access to Shelter Island and further exploration of the surrounding waters, ideal for those looking to enjoy boating or fishing.

For a taste of local culture, the nearby vineyards and wineries in the North Fork region offer wine tastings and tours, allowing visitors to experience the local viticulture.
Are all fees included in the Orient Point holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Orient Point holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Orient Point with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Orient Point holiday homes?
You can find great discounts on holiday homes in Orient Point on Bookabach, 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.
Can I change or cancel my Orient Point holiday home booking on Bookabach?
To find Orient Point holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Orient Point?
A long-stay holiday home in Orient Point is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Orient Point holiday home?
Book your Orient Point holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Orient Point?
Prices for holiday homes in Orient Point 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Orient Point to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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