Orient Holiday Rentals

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Holiday Rentals in Orient

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1210)
"Beautiful property and spacious rooms "
The price is NZ$909
includes taxes & fees
13 July - 14 July
Montauk Manor

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (260)
"Quiet, relaxing place to stay, great access to the beach and town!"
The price is NZ$726
includes taxes & fees
13 July - 14 July
The Surf Club

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (388)
"great place to stay"
The price is NZ$504
includes taxes & fees
14 July - 15 July
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (288)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is NZ$784
includes taxes & fees
13 July - 14 July
Windward Shores Ocean Resort

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

8.6 out of 10, Excellent, (25)
"This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!...
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (228)
"Very nice, clean and cosy place! Highly recommend!"
The price is NZ$1,088
includes taxes & fees
28 July - 29 July
Cliffside Resort Condominiums

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (225)
"Phenomenal property and our room had a private sand patio. Service was extremely attentive and friendly. The beach was very spacious and pretty clean."
The price is NZ$758
includes taxes & fees
13 July - 14 July
Driftwood Resort

Canoe Place Waterfront Residences

4.0 star property
Canoe Place Waterfront Residences

Sag Harbor Suite by the Beach

8.8 out of 10, Excellent, (10)
"Trvis and Alice are great host and the property was a great place to stay close to the beach and downtown Sag Harbor."
Sag Harbor Suite by the Beach

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

7.0 out of 10, Good, (2)
"The listing states a 1 bedroom, don’t be confused thinking there is a room with a door and then another room, as it’s just a single room with a bed. There was one gentleman that was very blunt and rude with his words. I unfortunately dealt with him prior to my visit, via phone, and once I got there. However, I had interaction with two others and the experience with them was very pleasant! Breakfast staff was extremely welcoming and friendly! (They check your paper for breakfast- be sure to bring...
The price is NZ$200
includes taxes & fees
13 July - 14 July
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (110)
"Just amazing!"
Rustic Lakeside Cabin at White Gate Farm

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (68)
"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"
Fairy Tale Guest Cottage in Magic Garden by Pool

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (8)
"Great place! Great communication with property owner!"
The price is NZ$1,041
includes taxes & fees
14 July - 15 July
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

6.0 out of 10, (4)
"Really convenient location breakfast was good. Rooms were clean."
The price is NZ$200
includes taxes & fees
13 July - 14 July
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

Escape to Sag Harbor

10.0 out of 10, Exceptional, (49)
"Amazing house and location!! Would stay again "
Escape to Sag Harbor

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

9.8 out of 10, Exceptional, (155)
"Clean comfortable vintage property. Convenient to Stonington Borough, Mystic and Westerly."
The price is NZ$429
includes taxes & fees
13 July - 14 July
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (2)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
The price is NZ$389
includes taxes & fees
16 July - 17 July
The Stern at Soundview · Beach+Ocean+Sunrise

This apartment is a 1 bedroom(s), 1 bathrooms, located in Stonington, CT.

9.4 out of 10, Exceptional, (9)
"We loved the spacious two bedroom apartment with updated amenities in a great location! Wonderful restaurant options and walkable to all. Would definitely be back again."
This apartment is a 1 bedroom(s), 1 bathrooms, located in Stonington, CT.

Shoreline Oasis

6.0 out of 10, (1)
"So the listing said house number 26 but it's really 25. So we circled the block a few times. Then the key was not in the key safe. Called the owner who apologized profusely. Had to wait a half hour for the key. Not ideal. Otherwise ok. "
The price is NZ$431
includes taxes & fees
21 July - 22 July
Shoreline Oasis

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (5)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is NZ$842
includes taxes & fees
20 July - 21 July
Thames River Retreat · CT College+Casinos+USCGA
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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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?

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access: This holiday home rental outside of Orient is equipped with an indoor pool, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Orient?

With 25 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 Island's End Golf & Country Club 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.