A lighthouse on a rocky outcrop with a boat in the water.

Orient Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Orient holiday rentals

Terrace/patio

1. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is HK$1,326
HK$2,386 total
includes taxes & fees
12 Nov - 13 Nov
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

2. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (65 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is HK$2,140
HK$2,445 total
includes taxes & fees
1 Nov - 2 Nov
North Fork Resort
A beach with people relaxing on chairs and sunbathing.

3. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (27 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is HK$746
HK$1,955 total
includes taxes & fees
15 Nov - 16 Nov
Harbor Heights
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

4. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (56 reviews)
"Very wonderful location so close to the train station will come back soon"
United States
Julian V.
The price is HK$746
HK$1,937 total
includes taxes & fees
10 Nov - 11 Nov
The SandPiper
A spacious hallway with high ceilings, arched columns, and chandeliers.

5. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,415 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is HK$1,187
HK$1,510 total
includes taxes & fees
2 Nov - 3 Nov
Montauk Manor
Room

6. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (326 reviews)
"The room was nice but the bed was horrible. They need to replace the bed ASAP. It is so old that the middle of the bed is touching the floor due to it being worn out. Our backs are still hurting. Otherwise it was a nice room."
United States
William
The price is HK$1,120
HK$1,493 total
includes taxes & fees
20 Oct - 21 Oct
Windward Shores Ocean Resort
A beach with people relaxing, a pier extending into the water, and a clear sky.

7. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (34 reviews)
"We had a wonderful stay in Greenport! The location was absolutely perfect, and one of the things we loved most was being able to walk to town and the beautiful harbor. Everything was so conveniently located, from the charming shops and wonderful restaurants to the lovely waterfront, making it easy to enjoy everything Greenport has to offer without needing to drive. We would happily stay here again and highly recommend this place to anyone looking for a wonderful Greenport getaway!"
United States
Nino
The price is HK$1,138
HK$2,941 total
includes taxes & fees
15 Nov - 16 Nov
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A bedroom with a bed, a dresser, a mirror, and a door.

8. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (50 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is HK$1,138
HK$2,448 total
includes taxes & fees
22 Oct - 23 Oct
Aqua Vista
Room

9. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (256 reviews)
"Great right on the beach property with nice pool."
United States
Julian
The price is HK$1,075
HK$1,484 total
includes taxes & fees
20 Oct - 21 Oct
Driftwood Resort
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

10. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (62 reviews)
"We enjoyed our stay"
United States
JM B.
The price is HK$812
HK$1,624 total
includes taxes & fees
21 Oct - 22 Oct
1-bedroom cottage with Grove Beach 🏖️ access.
A stone pier leading to a beach with houses in the background.

11. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (63 reviews)
"A beautiful little beach cottage that was just what the doctor ordered. A great place to unwind and take in the sea air."
United States
Emily M.
The price is HK$883
HK$2,136 total
includes taxes & fees
19 Oct - 20 Oct
Insta-worthy Couples Retreat: Perfect for romantic getaway!
An outdoor dining area with hanging lights, palm trees, and a bar.

12. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is HK$1,562
HK$2,385 total
includes taxes & fees
20 Oct - 21 Oct
American Beech in Greenport - Petite King Room 7
A wooden pathway leading to a beach with scattered rocks and greenery.

13. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is HK$1,530
HK$3,488 total
includes taxes & fees
15 Nov - 16 Nov
Beach Block Hideaway
Room

14. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (456 reviews)
"The room was very clean and spacious."
United States
Jadana
The price is HK$1,112
HK$1,356 total
includes taxes & fees
20 Oct - 21 Oct
Montauk Oceanside Suites
A dining area with a round table, six chairs, and a chandelier.

15. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton Home
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is HK$487
HK$9,869 total
includes taxes & fees
21 Oct - 22 Oct
Year round Jacuzzi - Blackberry East Hampton Home
A rocky shoreline with a beach and ocean in the background.

16. The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
8.4 out of 10, Very good, (6 reviews)
"If you are looking for a place to sleep, this place is ok. No place to sit down or put anything down. Just a bed and an old beat up tiny side table. Refrigerator is tiny, needed to be cleaned and defrosted. Stains in the bathroom ceiling tiles and the smell of Marijuana at night. Hot plate and microwave present but did not use. The entryway and stairs were dirty and could use a coat of paint and trim. The beach was the highlight and a very short walk. Definitely not worth the $$$ we paid."
United States
Janine
The price is HK$1,173
HK$2,264 total
includes taxes & fees
27 Oct - 28 Oct
The Stern at Soundview · Beach+Ocean+Sunrise
A wooden deck with a red chair and a table, a tent, and a grassy area in the background.

17. Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
A spacious living area with a large bed, a dining table, and a kitchen in the background.

18. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Napeague
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
The price is HK$1,264
HK$3,290 total
includes taxes & fees
21 Oct - 22 Oct
Unit 1021: Studio | 2nd Floor-Pool View | Starfish
A two-story house with a front porch, a balcony, and a driveway.

19. Grey comfort room

Grey comfort room
New London
9.6 out of 10, Exceptional, (4 reviews)
"Nice place"
United States
JACQUELINE FELICIANO
The price is HK$459
HK$911 total
includes taxes & fees
19 Oct - 20 Oct
Grey comfort room
Living area

20. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (304 reviews)
"Staff are nice"
United States
na
The price is HK$1,729
HK$2,472 total
includes taxes & fees
27 Oct - 28 Oct
The Surf Club
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.
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Top Orient Hotel Reviews

Hilton Mystic

Hilton Mystic

10/10 Excellent
"Loved my stay. Very clean and everyone was so friendly! Would definitely stay here again."
Valerie 2-night trip
Posted 3 hours ago
Hilton Mystic

Find out more about Orient

Search for holiday rentals in Orient on Expedia! You can easily find your home rentals, villas, holiday apartments in Orient using one of the methods below:

  • View our selection of featured holiday rentals in Orient
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  • Enter your travel dates to view the best deals on holiday rentals in Orient while they last

Look no further and take a look at our great range of rental properties in Orient!

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 Ocean Front 2 Story Home, Steps Away From The Water: This holiday home rental outside of Orient is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in Orient?

With 17 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 Little Bay 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.