Orient Holiday Rentals

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Holiday Rentals in Orient

Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (70)
"Ricks home is STUNNING and very thoughtfully decorated. He was responsive and flexible. Thank you for an amazing stay!"
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!
10.0 out of 10, Exceptional, (2)
"Lovely to be away in a spot just hidden enough to be accessible from the main road but not close to it. Near to the beach but not on top of it. Perfect! Quiet, woody, peaceful, restful and pet friendly. A hidden gem. The only thing I regret is not having time to stay longer."
Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!
MONTAUK MANOR-DELUXE STUDIO APARTMENT
10.0 out of 10, Exceptional, (54)
"We have stayed at the manor before. Love the property. The restaurant is new since our last vist"
MONTAUK MANOR-DELUXE STUDIO APARTMENT
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Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (27)
"Just had a great stay at this home. Pictures are extremely accurate and this home is so comfortable, clean and well equipped. Location is excellent. Close to town, hiking, beaches, vineyards. It really has it all! Host was wonderful and responsive. Would love book another stay."
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Ocean Views, Newly Expanded Deck with Hot Tub, In Heart of Montauk
10.0 out of 10, Exceptional, (18)
"Gorgeous warm relaxing space great kitchen beds very comfy We cooked delicious meals. We played games hung out on the deck. Slept well really enjoyed the property and hopefully we will come back for a longer stay next year!"
Ocean Views, Newly Expanded Deck with Hot Tub, In Heart of Montauk
Contemporary home, newly built, heated pool and hot tub, large deck and...
10.0 out of 10, Exceptional, (4)
"The property manager was incredibly helpful in providing check-in and check-out information, and was readily available to answer any questions during our stay. The house perfectly matched what we saw in the photos and was ideal for our getaway. We're already looking forward to returning in the summertime to fully enjoy the pool."
Contemporary home, newly built, heated pool and hot tub, large deck and...
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
10.0 out of 10, Exceptional, (2)
"This VRBO was very Comfortable. Old Rustic House thats Been Upgraded with Modern Accomodations. We felt Very Relaxed here. We cooked Dinner /Breakfast . and enjoyed some Livation. Sitting area outside was perfect. . and we slept well.. . The only thing we were surprised about was the On Street Parking for unloading. And the Stairs at the Entrance.. Not Handicap Accesibble. But, in the end.. We were very happy. And will stay again. No Problem"
The price is AU$423
includes taxes & fees
14 May - 15 May
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
The Hemingway Retreat - Romantic & Private Downtown Mystic Getaway
10.0 out of 10, Exceptional, (99)
"Not only is the cottage cute and clean, the location is perfect! We were so close to everything in Mystic! Our two young boys were even able to scooter (while we walked) to the downtown area of shops and restaurants. We loved the quiet side street and the bit of water view from the property. We will definitely stay here again!"
The Hemingway Retreat - Romantic & Private Downtown Mystic Getaway
Unbeatable Downtown Mystic Location
9.8 out of 10, Exceptional, (123)
"Great location, quiet got a good night sleep. Dusting could be improved but overall pretty clean.. Would stay again"
The price is AU$389
includes taxes & fees
2 May - 3 May
Unbeatable Downtown Mystic Location
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
9.8 out of 10, Exceptional, (89)
"We unfortunately had bad weather during our stay but we were cozy in this home which is spacious and conveniently located. For those with kids, there are safety gates and toys available. There’s a lot of outdoor seating and in the summer we look forward to returning to take advantage of the pool. Carter is very responsive - a terrific host!"
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Montauk Mansion With Outdoor Pool
9.8 out of 10, Exceptional, (78)
"We had a wonderful week and enjoyed being in this beautiful manor immensely. We strolled the grounds and caught gorgeous sunsets. The shuttle into downtown Montauk (5 mins away) allowed us to untether from our car and parking worries, and to spend time at the ocean and wandering the quaint downtown. It was the perfect spot and we would go back again."
Montauk Mansion With Outdoor Pool
Super Cute & Cozy Apartment in Downtown Mystic!
9.8 out of 10, Exceptional, (45)
"Small but well-appointed apartment, easy walk to town and the Seaport Museum, perfect for me and my dog for a winter weekend. Host had great suggestions of things to do and places to eat. Would stay again in a heartbeat."
The price is AU$309
includes taxes & fees
6 May - 7 May
Super Cute & Cozy Apartment in Downtown Mystic!
Lakeside cottage overhanging the water, beautiful window views across the lake
9.6 out of 10, Exceptional, (173)
"We went to Foxwoods for a concert and the rooms there were ridiculously priced. I ended finding this little gem on VRBO. Would highly recommend, especially for families. Kids had a blast"
The price is AU$482
includes taxes & fees
5 May - 6 May
Lakeside cottage overhanging the water, beautiful window views across the lake
Newly Renovated Montauk Condo with Ocean Views!
9.6 out of 10, Exceptional, (57)
"Adorable place for a couples getaway. Would recommend because it was clean and very close to town."
Newly Renovated Montauk Condo with Ocean Views!
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
9.4 out of 10, Exceptional, (27)
"Rainy but good weekend"
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Cape Cod home in great location! Walk to downtown
9.4 out of 10, Exceptional, (120)
"Super cozy, homey, quiet and cute!"
Cape Cod home in great location! Walk to downtown
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1008)
"It’s a great place to stay, with beautiful views"
The price is AU$326
includes taxes & fees
7 May - 8 May
Montauk Manor
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (11)
"Since I stay for 2 days only it was fine. Check the shades , toilet paper and more towels. "
Location and views! Located directly on Shinnecock Bay!
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (179)
"Always a very nice time staying at this property. The sunset on the beach was amazing. Convenient to all area restaurants, wineries, breweries and Matchbook Distilling. "
The price is AU$494
includes taxes & fees
9 May - 10 May
Cliffside Resort Condominiums
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (233)
"Everything was just as described!"
The price is AU$285
includes taxes & fees
2 May - 3 May
Windward Shores Ocean Resort
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See all available properties in Orient
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.

Other types of properties in Orient you may be interested in

Hyatt Place Uncasville - Casino Area
3.0 star property
9.0 out of 10, Wonderful, (2053)
"Needs a little updating. "
The price is AU$206
includes taxes & fees
12 May - 13 May
Hyatt Place Uncasville - Casino Area
Hyatt Place Mystic
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Fantastic breakfast."
The price is AU$240
includes taxes & fees
8 May - 9 May
Hyatt Place Mystic
Spark by Hilton Mystic Groton
3.0 star property
8.6 out of 10, Excellent, (238)
"Everything was good.."
The price is AU$138
includes taxes & fees
9 May - 10 May
Spark by Hilton Mystic Groton
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.

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$258 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?

Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!: This holiday home rental outside of Orient offers 1 hot tub, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Orient?

With 18 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 Beach State Park and Orient Point County Park are a couple of scenic spots to enjoy the outdoors, whereas Oysterponds Historical Society is one of the cultural attractions. While here, Island's End Golf & Country Club and Truman's Beach 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.

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