Orient Vacation Rentals

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Vacation Rentals in Orient

1.5 Acre Luxury Escape - Saltwater Pool with Water Views
Outdoor pool, a heated pool
1.5 Acre Luxury Escape - Saltwater Pool with Water Views
1.5 Acre Luxury Escape - Saltwater Pool with Water Views
Montauk Manor
Front of property - evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, 1,022 reviews
"Best affordable hotel in Montauk"
The price is ￥47,134
￥56,875 total
includes taxes & fees
Jun 5 - Jun 6
Montauk Manor
Windward Shores Ocean Resort
View from property
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, 237 reviews
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
The price is ￥37,980
￥46,763 total
includes taxes & fees
Jun 5 - Jun 6
Windward Shores Ocean Resort
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The Surf Club
On the beach, white sand
The Surf Club
3.5 star property
8.4 out of 10, Very Good, 220 reviews
"An amazing stay with our girls!!! Can’t wait to go back!"
The price is ￥37,064
￥50,862 total
includes taxes & fees
Jun 17 - Jun 18
The Surf Club
Montauk Oceanside Suites
Apartment | Private kitchen | Fridge, microwave, stovetop
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very Good, 299 reviews
"Great place to stay"
The price is ￥28,656
￥34,280 total
includes taxes & fees
Jun 6 - Jun 7
Montauk Oceanside Suites
Driftwood Resort
Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, 187 reviews
"Such a nice weekend getaway. We probably rented the smallest of the rooms but it was still comfortable and accommodating. Had a mini kitchen that was perfect for us. ALL the staff were so friendly and helpful. I enjoyed the communications through text to set up room service and beach chairs for the next day. The heated pool was an absolute plus and so was the pool playing by the pool. Made us feel like we were away on an all inclusive vacation. "
The price is ￥25,319
￥32,320 total
includes taxes & fees
Jun 2 - Jun 3
Driftwood Resort
Cliffside Resort Condominiums
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, 183 reviews
"Wonderful stay and super clean! Can’t wait to come back. "
The price is ￥43,540
￥56,540 total
includes taxes & fees
Jun 16 - Jun 17
Cliffside Resort Condominiums
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
Outdoor pool, a heated pool
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
10.0 out of 10, Exceptional, 11 reviews
"We really enjoyed our stay in this house. Very safe and clean place to stay. Plenty of parking spaces, logs for fireplace, kitchen accessories. All china is very good quality."
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Outdoor pool, a heated pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, 48 reviews
"We had a lovely stay at this home. It was very clean, comfortable and spacious so we could all spread out. We were glad to have a nice warm house to stay in because the weather was terrible! I also went swimming in the warm pool even though it was 60 and raining! Would highly recommend."
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Private Guest House w/ Deck + Spectacular Views!
Property grounds
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, 11 reviews
"Our floors were being refinished so we needed a place to stay for a week with our dog. The cottage was perfect for our needs, with plenty of space to walk our dog."
Private Guest House w/ Deck + Spectacular Views!
Newly Renovated Montauk Condo with Ocean Views!
Beach nearby, sun loungers, beach towels
Newly Renovated Montauk Condo with Ocean Views!
9.6 out of 10, Exceptional, 62 reviews
"Pictures don’t do it justice! So relaxing. Quiet and clean. Best we could ask for. The deck is great. It was bit cold so we couldn’t use the pool but we would love to be back for the summer! Very close to close to everything but still extremely quiet. Kelly was also an amazing host. She responded quickly and assisted with a parking question we had. Couldn’t ask for anything more. 5 stars!"
Newly Renovated Montauk Condo with Ocean Views!
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Smart TV, fireplace, stereo
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, 73 reviews
"We had the best time at Rick’s house in the Hamptons! We’d love to come back!"
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Cape Cod home in great location! Walk to downtown
Beach
Cape Cod home in great location! Walk to downtown
9.4 out of 10, Exceptional, 120 reviews
"Super cozy, homey, quiet and cute!"
Cape Cod home in great location! Walk to downtown
Beautiful Family Home Nestled In The Heart Of Sagaponack
Outdoor pool, a heated pool
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, 25 reviews
"House was very clean and host was exceptional. Very relaxing place to stay."
Beautiful Family Home Nestled In The Heart Of Sagaponack
Lakeside cottage overhanging the water, beautiful window views across the lake
Interior
Lakeside cottage overhanging the water, beautiful window views across the lake
9.6 out of 10, Exceptional, 173 reviews
"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 ￥47,134
￥81,003 total
includes taxes & fees
Jun 10 - Jun 11
Lakeside cottage overhanging the water, beautiful window views across the lake
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Lobby
MONTAUK MANOR-DELUXE STUDIO APARTMENT
10.0 out of 10, Exceptional, 54 reviews
"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
Location and views! Located directly on Shinnecock Bay!
Smart TV
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, 12 reviews
"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
Fridge, microwave, oven, stovetop
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
9.6 out of 10, Exceptional, 77 reviews
"This property was spacious and well appointed. We had a large family gathering and this property gave us plenty of options for sleeping, eating, gathering and plenty of equipment for entertainment such as bikes, kayaks and paddle boards. I would definitely recommend this property! It was all we needed and much more. We hope to book again!"
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
Lakeside cottage ON the water with beautiful views up the lake!
Pool
Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, 160 reviews
"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 ￥50,287
￥85,102 total
includes taxes & fees
Jun 12 - Jun 13
Lakeside cottage ON the water with beautiful views up the lake!
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Outdoor dining
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, 28 reviews
"The house was beautiful and comfortable. We enjoyed the property and watching the wildlife. The fire pit was great for a group gathering. We didn't cook but the kitchen appeared well stocked. The house was short on paper products. We left a note for the house manager when we left."
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
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
Room, 2 Queen Beds, Non Smoking | Premium bedding, pillowtop beds, desk, laptop workspace
Spark by Hilton Mystic Groton
3.0 star property
8.6 out of 10, Excellent, 294 reviews
"Very convenient location and priced better than other area properties. Staff was friendly and accommodating. Clean room. My only complaint is the noise. The walls are so thin I could hear everything my neighbor was saying. Kids playing outside and screaming at 9pm which in itself wasn't bad but the windows/walls provided no sound barrier so it was like we were outside with them. If noise doesn't bother you this place was otherwise awesome."
The price is ￥20,559
￥23,643 total
includes taxes & fees
Jun 18 - Jun 19
Spark by Hilton Mystic Groton
Hyatt Place Uncasville - Casino Area
Exterior
Hyatt Place Uncasville - Casino Area
3.0 star property
9.0 out of 10, Wonderful, 2,065 reviews
"Great Place to stay!"
The price is ￥20,430
￥23,494 total
includes taxes & fees
Jun 6 - Jun 7
Hyatt Place Uncasville - Casino Area
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Room, 1 Queen Bed, Non Smoking | In-room safe, desk, laptop workspace, blackout drapes
Microtel Inn & Suites by Wyndham Uncasville Casino Area
2.5 star property
8.8 out of 10, Excellent, 1,536 reviews
"Great service at the front desk around the clock! Huge bonus that they offer a shuttle to Mohegan. We used that service and it was great. We had a wheelchair accessible room and it was perfect for us. The bathroom was huge and very easy to navigate both the toilet and shower in a chair. "
The price is ￥12,729
￥14,638 total
includes taxes & fees
Jun 6 - Jun 7
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.

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:

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

Frequently asked questions

Can I find vacation rentals in Orient?

Yes, we offer vacation rentals near popular attractions in Orient, or you can choose a more secluded option if you're looking for relaxation. 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's the top vacation rental that Orient has to offer?

Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!: This vacation home rental outside of Orient offers a spa tub, a barbecue grill, 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 vacation rentals are there in Orient?

With 18 Expedia vacation rentals, you're sure 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 vacation rentals like in Orient?

Vacation rentals are private accommodations you can stay in for several days or longer in Orient. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family gatherings.

Recent reviews of Orient properties
Expedia verified reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

5/5 Excellent
"Large room recently updated, didn’t hear other guests "
A verified traveler stayed at The Bentley Hotel Southampton
Posted 1 day ago
The Bentley Hotel Southampton