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Top Holiday Rentals in Orient

1.5 Acre Luxury Escape - Saltwater Pool with Water Views
1.5 Acre Luxury Escape - Saltwater Pool with Water Views
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1027)
"Montauk Manor is a beautiful property and very well maintained. The views are spectacular. Monty's restaurant had delicious breakfasts and dinners. The pool was very nice. The accommodations were very clean. The outdoor patio was an added bonus. The staff were very pleasant and helpful."
The price is £371
includes taxes & fees
17 Jun - 18 Jun
Montauk Manor
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (240)
"Access to the beach. "
The price is £323
includes taxes & fees
19 Jun - 20 Jun
Windward Shores Ocean Resort
The Surf Club
3.5 star property
8.6 out of 10, Excellent, (224)
"Had a wonderful stay. One bedroom condo was clean and comfortable.At first arrival there was a slight musty smell, but your at the beach so that should be expected. Turned a/c on and it went away. Tiny kitchen but had all necessary items, dishes, pots & pans and utensils Only downside was the staircase to bedroom, & bathroom. A bit steep and narrow. The best part is the Beach Program. Received a text the night before to set up chairs and umbrellas at the beach for you the next day "
The price is £300
includes taxes & fees
24 Jun - 25 Jun
The Surf Club
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very good, (305)
"The condo was.very nice, the area was very nice, great restaurants and shops in walking distance. Overall, we loved our stay..."
The price is £263
includes taxes & fees
23 Jun - 24 Jun
Montauk Oceanside Suites
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, (191)
"Its on the beach which is great "
The price is £218
includes taxes & fees
20 Jun - 21 Jun
Driftwood Resort
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (184)
"quiet"
The price is £315
includes taxes & fees
27 Jun - 28 Jun
Cliffside Resort Condominiums
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
10.0 out of 10, Exceptional, (12)
"Incredible property, incredible people to work with! We this is our second year in a row renting this house for a holiday weekend, and we look forward to renting every year forward! The house itself is stunning, clean and full of activities from the pool, to the tennis court, to the movie room. Rebecca and Shaun are truly a pleasure, and reply immediately to any questions, requests or needs. They even left us a welcome present for returning this year! Thank you for allowing us to have an annual...
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (160)
"A traditional family lake cottage. Peaceful, quiet, and rented with love. Everything from the thoughtful little notes in the home to the paintings on the wall makes you feel cozy and welcomed. Everything you could need or want is provided. The hot tub under the stars, on the water is really the icing on the cake."
The price is £519
includes taxes & fees
8 Jul - 9 Jul
Lakeside cottage ON the water with beautiful views up the lake!
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (13)
"Great place. Great host"
Private Guest House w/ Deck + Spectacular Views!
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (73)
"This place exceeded all expectations, offering a perfect blend of convenience and serenity. Situated just moments from downtown, the location provided easy access to the vibrant community, while still offering a peaceful retreat. The highlight of our stay was undoubtedly the private beach access. Tucked away in a tranquil neighborhood, it boasted unparalleled beauty and tranquility. Simply being in the vicinity was a getaway in itself, with breathtaking views that soothed the soul. The...
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Unbeatable Downtown Mystic Location
9.8 out of 10, Exceptional, (126)
"We loved this quirky historic home decorated with lots of interesting items yet all the “modern” amenities in the very comfortable living room and bedroom spaces. The location is fabulous- walking distance to the entire downtown area and across the street from two of the best restaurants in Mystic! The owner Michael is great, very proactive with check in and check out information and very responsive to any messages. We would come back in a heartbeat!"
The price is £326
includes taxes & fees
17 Jul - 18 Jul
Unbeatable Downtown Mystic Location
MONTAUK MANOR-DELUXE STUDIO APARTMENT
10.0 out of 10, Exceptional, (55)
"Studio was perfect and grounds of property were breaking. Would definitely stay there again. Got to enjoy Montauk and have a beautiful place to stay."
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (25)
"House was very clean and host was exceptional. Very relaxing place to stay."
Beautiful Family Home Nestled In The Heart Of Sagaponack
Beautiful 2 Bedroom Boho Retreat in Downtown Mystic
10.0 out of 10, Exceptional, (10)
"The location of this sweet apartment is excellent! We so enjoyed staying there. It was very comfortable, clean, and cosy. I would stay there again!!"
The price is £344
includes taxes & fees
17 Jul - 18 Jul
Beautiful 2 Bedroom Boho Retreat in Downtown Mystic
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, (51)
"My family and I thoroughly enjoyed our time in Sag Harbor. The home was conveniently located and ideal for our five-day getaway. Daniel was quick to respond and offered excellent recommendations for restaurants and beach spots. The property was beautiful, and the pool provided a tranquil setting. We're eagerly anticipating future trips."
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Location and views! Located directly on Shinnecock Bay!
9.0 out of 10, Wonderful, (13)
"You have the opportunity to attend a graduation party at the Hamptons, where everyone had to find their own accommodations. The location is essentially located to town to the water and beautiful scenic paths. The host insured that the home was exceptionally clean and amenities provided. Not to mention accommodating due to last-minute change in schedule."
Location and views! Located directly on Shinnecock Bay!
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
9.8 out of 10, Exceptional, (74)
"The condo was very comfortable and had an amazing view; the beach was just across the street, and the town a 15-minute walk. It was perfect for my family of 3. We hope to come back soon!"
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
9.4 out of 10, Exceptional, (28)
"We stayed here for a 3 night weekend getaway for our 10th wedding anniversary. Plenty to explore, pool was open and weather was just gorgeous. Apartment was clean & cute, decor a lil outdated. Only complaint was the queen bed was very uncomfortable and made noise every time you moved."
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Newly Renovated Montauk Condo with Ocean Views!
9.6 out of 10, Exceptional, (64)
"This property was beautiful and Freddy was great. It had everything we needed and will definitely be staying there again. "
Newly Renovated Montauk Condo with Ocean Views!
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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

Spark by Hilton Mystic Groton
3.0 star property
8.6 out of 10, Excellent, (326)
"This is an old motel that's been renovated. The check-in area wasn't much to look at, but the rooms are nicely renovated, clean, and exactly what you expect from any Hilton. The bagel bar for breakfast was good. Front desk staff was friendly and helpful!"
The price is £120
includes taxes & fees
2 Jul - 3 Jul
Spark by Hilton Mystic Groton
Hyatt Place Uncasville - Casino Area
3.0 star property
9.0 out of 10, Wonderful, (2087)
"what I didn't like ? Breakfast time The breakfast was repeated and then is wasn't a choice of hot drink for a simple for a person like me who doesn't drink coffee, and can't drink it either 🤔 I would love to have a choice of hot chocolate as a hot drink and not just for me only for my kid too.. "
The price is £117
includes taxes & fees
17 Jun - 18 Jun
Hyatt Place Uncasville - Casino Area
Microtel Inn & Suites by Wyndham Uncasville Casino Area
2.5 star property
8.8 out of 10, Excellent, (1558)
"Convenient location. Reasonably priced. Friendly staff"
The price is £76
includes taxes & fees
19 Jun - 20 Jun
Microtel Inn & Suites by Wyndham Uncasville Casino Area
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, apart-hotels, 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 favorite 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 depends 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 £218 per night. Entering your travel dates in the search wizard you might find 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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