Orient Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Orient

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1256)
"Beautiful grounds, excellent staff"
United States
Jess
The price is AU$386
includes taxes & fees
7 Nov - 8 Nov
Montauk Manor
Montauk Oceanside Suites
3.0 star property
8.6 out of 10, Excellent, (415)
"We loved it, suite size was great! "
United States
Patrick
The price is AU$256
includes taxes & fees
20 Oct - 21 Oct
Montauk Oceanside Suites
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (243)
"Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in. "
United States
dean
The price is AU$460
includes taxes & fees
2 Nov - 3 Nov
Cliffside Resort Condominiums
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (299)
"Loved the balcony view….wrong season for swimming but pool looks inviting"
United States
Brenda
Windward Shores Ocean Resort
Driftwood Resort
3.5 star property
9.0 out of 10, Wonderful, (235)
"Great place to stay for small family "
United States
DongHo
The price is AU$303
includes taxes & fees
20 Oct - 21 Oct
Driftwood Resort
Rustic Lakeside Cabin at White Gate Farm
10.0 out of 10, Exceptional, (120)
"Beautiful cabin on the lake. Will definitely stay again. Easy check-in easy check out. You wont regret staying here!"
United States
James N.
Rustic Lakeside Cabin at White Gate Farm
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill
8.8 out of 10, Excellent, (28)
"This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!...
United States
Allie G.
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
10.0 out of 10, Exceptional, (2)
"Waterfront location by a marina was beautiful. The place is welcoming with a bright, cozy living area. Rooms were clean and spacious, bathrooms modern, kitchen, grill, and deck to enjoy. Had a great experience overall."
United States
Peter L.
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Charming Historic House in Downtown Mystic
10.0 out of 10, Exceptional, (156)
"Such a unique home in the lovely town! Much to see and do. We need a longer stay. Thank you. "
United States
Mary
The price is AU$627
includes taxes & fees
28 Oct - 29 Oct
Charming Historic House in Downtown Mystic
Oak Grove Cottage - in the foothills of Mystic
10.0 out of 10, Exceptional, (11)
"The cottage was spotless, cozy, and had everything needed and more. It was a perfect place to visit nearby museums, parks, and towns. If we are lucky enough to be back in the area we would stay again. "
United States
Kristin A.
The price is AU$664
includes taxes & fees
20 Oct - 21 Oct
Oak Grove Cottage - in the foothills of Mystic
The Surf Club
3.5 star property
8.6 out of 10, Excellent, (280)
"Very close walk to the beach great for little ones "
United States
Cara Ann
The Surf Club
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
10.0 out of 10, Exceptional, (103)
"The Inn and all the staff went so far beyond our expectations. Our daughter and son in law had their wedding celebration on the farm last week. The inn itself is absolutely beautiful. The surroundings are idyllic. We couldn’t have had a better experience staying here. "
United Kingdom
Sarah K.
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Amazing Ocean Front 2 Story Home, Steps Away From The Water
9.8 out of 10, Exceptional, (97)
"Beautiful home with lots of room. Many bathrooms and lots of storage for your belongings. The view and beach are amazing and the location to have fun is perfect. "
United States
Carol L.
Amazing Ocean Front 2 Story Home, Steps Away From The Water
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
2.5 star property
9.6 out of 10, Exceptional, (15)
"We had a one-night stay at this location. It was perfect for us from many perspectives and we enjoyed staying there. Very nice place!Thanks! "
United States
James S.
The price is AU$596
includes taxes & fees
27 Oct - 28 Oct
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (186)
"every was very easy process and a pleasure to stay there"
United States
Michael H.
The price is AU$561
includes taxes & fees
11 Nov - 12 Nov
Lakeside cottage ON the water with beautiful views up the lake!
Spacious 7-bedroom house Stonington with amazing views.
10.0 out of 10, Exceptional, (5)
"Great place, great owner!"
United States
Harrison M.
Spacious 7-bedroom house Stonington with amazing views.
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
10.0 out of 10, Exceptional, (125)
"Excellent stay! Where else could you accommodate 8 people with 4 king size beds and all the kitchen and housekeeping supplies you need. Well thought out and very comfortable outside and interior areas to relax in.Just a great experience"
United States
Nancy D.
The price is AU$971
includes taxes & fees
20 Oct - 21 Oct
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
10.0 out of 10, Exceptional, (7)
"William was great. Room was perfectly clean. Fresh towels, water bottles, croissants, and coffee everyday was a really nice touch. "
United States
Jake L.
The price is AU$190
includes taxes & fees
20 Oct - 21 Oct
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
10.0 out of 10, Exceptional, (135)
"Our family loved our time in mystic, and this beautiful cottage!"
United States
Geoffrey K.
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
Coastal Retreat • 2BR Near Beaches & Mystic
10.0 out of 10, Exceptional, (6)
"We stayed with this host for a weekend wedding in RI--easy check in and check out, great location. Thanks so much! (:"
United States
Sophia G.
The price is AU$427
includes taxes & fees
20 Oct - 21 Oct
Coastal Retreat • 2BR Near Beaches & Mystic
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Orient Hotel Reviews

Find out more about Orient

Everything you need to know about Orient holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orient holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orient holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Orient holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orient. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orient holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orient holiday rentals we have selected for you start as low as AU$190 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Orient rentals

At Expedia, we put the best Orient holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Orient rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orient holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orient. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Orient?

Yes, there are holiday rentals close to the most popular sights in Orient, or you can select a more secluded option if you're looking for a relaxing stay. Orient is known for its waterfront and golf courses. Make sure you have time to check out the parks and bars during your trip.

What are some of the best holiday rentals that Orient has to offer?

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: This holiday home rental outside of Orient has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Orient?

With 21 Expedia holiday rentals, you're guaranteed to find just the right place for your Orient stay.

What can I see and do in Orient?

Orient Point County Park and Truman's Beach are a couple of scenic spots to enjoy the outdoors, whereas Oysterponds Historical Society is one of the cultural attractions. While here, Orient Beach State Park and Island's End Golf & Country Club are other places worth a visit.

What are holiday rentals like in Orient?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orient. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.