Orient Holiday Rentals

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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, (1024)
"Best affordable hotel in Montauk"
The price is AU$548
includes taxes & fees
10 June - 11 June
Montauk Manor
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (238)
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
The price is AU$452
includes taxes & fees
10 June - 11 June
Windward Shores Ocean Resort
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The Surf Club
3.5 star property
8.4 out of 10, Very good, (222)
"Very nice location and nice condo"
The price is AU$529
includes taxes & fees
24 June - 25 June
The Surf Club
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very good, (302)
"This is our second time staying at Montauk Oceanside Suites and we enjoyed both times. It is very close to the beach and a short walk to dining options. We only used of car once(to dine on the bay side) over three days. We would defiantly stay there again."
The price is AU$385
includes taxes & fees
12 June - 13 June
Montauk Oceanside Suites
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, (188)
"Well maintained upscale resort. "
The price is AU$376
includes taxes & fees
11 June - 12 June
Driftwood Resort
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (183)
"Wonderful stay and super clean! Can’t wait to come back. "
The price is AU$553
includes taxes & fees
27 June - 28 June
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 AU$1,030
includes taxes & fees
8 July - 9 July
Lakeside cottage ON the water with beautiful views up the lake!
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (12)
"The guest house was cozy and well stocked. We had a great and relaxing stay. We didn't have great weather to enjoy it, but the deck and outdoor space were lovely, and the view was amazing. The host was very helpful and attentive."
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, (125)
"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 AU$452
includes taxes & fees
10 June - 11 June
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 AU$554
includes taxes & fees
25 June - 26 June
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)
"Close to the restaurants and beaches. We enjoyed exploring the nearby areas within 15 to 30 mins drive"
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (12)
"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!
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
9.6 out of 10, Exceptional, (78)
"Good place take a large family. Cute nearby towns."
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
9.8 out of 10, Exceptional, (73)
"We enjoyed our stay. No complaints. Great location."
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."
The price is AU$921
includes taxes & fees
13 June - 14 June
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Don't see what you're looking for?
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, (314)
"good"
The price is AU$240
includes taxes & fees
16 June - 17 June
Spark by Hilton Mystic Groton
Hyatt Place Uncasville - Casino Area
3.0 star property
9.0 out of 10, Wonderful, (2084)
"Very good hotel, spacious room, Great breakfast and easy to get around."
The price is AU$226
includes taxes & fees
16 June - 17 June
Hyatt Place Uncasville - Casino Area
Microtel Inn & Suites by Wyndham Uncasville Casino Area
2.5 star property
8.8 out of 10, Excellent, (1552)
"I liked hotel. No issues."
The price is AU$147
includes taxes & fees
17 June - 18 June
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, 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$343 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.

Recent reviews of Orient properties
Expedia verified reviews