A lighthouse on a rocky outcrop with a boat in the water.

Orient Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Orient holiday rentals

Terrace/patio

1. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (282 reviews)
"Great place!"
United States
Christine
The price is HK$2,405
HK$3,447 total
includes taxes & fees
9 Sept - 10 Sept
Cliffside Resort Condominiums
Flat-screen TV

2. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (45 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is HK$2,521
HK$2,880 total
includes taxes & fees
10 Sept - 11 Sept
North Fork Resort
Exterior

3. Grey comfort room

Grey comfort room
New London
10.0 out of 10, Exceptional, (1 review)
"Muy bien servicio"
United States
Eduin Vicente
The price is HK$459
HK$910 total
includes taxes & fees
31 Aug - 1 Sept
Grey comfort room
Beach

4. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (22 reviews)
"Close to the train, beach and restaurant, very convenient on foot"
United States
Nigel
The price is HK$1,530
HK$3,012 total
includes taxes & fees
13 Sept - 14 Sept
Harbor Heights
Sun-loungers, beach towels

5. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (47 reviews)
"Lovely place, very clean, host was very responsive. Thanks so much!"
United States
Marie H.
The price is HK$1,530
HK$2,950 total
includes taxes & fees
10 Sept - 11 Sept
The SandPiper
Sun-loungers, beach towels

6. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay!! "
United States
Callie E.
The price is HK$1,922
HK$4,052 total
includes taxes & fees
7 Sept - 8 Sept
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Beach

7. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (8 reviews)
"Everything was so nice and clean. Location was great, walking distance from everything. My children had an amazing time. I would book this again in the summer."
United States
Jessica0610@gmail.com A.
Beach Block Hideaway
Sun-loungers, beach towels

8. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (41 reviews)
"Nice clean space, well appointed and easy walking access to downtown area."
United States
Molly G.
The price is HK$1,530
HK$2,950 total
includes taxes & fees
8 Sept - 9 Sept
Aqua Vista
Terrace/patio

9. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is HK$2,425
HK$3,523 total
includes taxes & fees
7 Sept - 8 Sept
American Beech in Greenport - Petite King Room 7
Property grounds

10. Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (13 reviews)
"yes the house had everything we needed"
United States
patricia m.
The price is HK$13,948
HK$19,646 total
includes taxes & fees
5 Sept - 6 Sept
Beachfront Greenport Villa
Coffee/tea maker, fridge, microwave, oven

11. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (56 reviews)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is HK$6,960
HK$12,004 total
includes taxes & fees
9 Sept - 10 Sept
Work and Play Special! Extended Stay Discount
Property grounds

12. Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is HK$1,686
HK$2,554 total
includes taxes & fees
11 Sept - 12 Sept
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
Dining

13. Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Old Saybrook
9.8 out of 10, Exceptional, (40 reviews)
"Enjoyed our stay"
United States
Nicole L.
The price is HK$9,416
HK$14,187 total
includes taxes & fees
16 Aug - 17 Aug
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
1 bedroom, bed sheets

14. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
The price is HK$1,686
HK$2,554 total
includes taxes & fees
16 Aug - 17 Aug
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Beach nearby

15. The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.0 out of 10, Wonderful, (4 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is HK$1,385
HK$2,546 total
includes taxes & fees
8 Sept - 9 Sept
The Stern at Soundview · Beach+Ocean+Sunrise
Exterior

16. Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.6 out of 10, Exceptional, (51 reviews)
"Great spot easy walk to the water and very close to town!"
United States
Genevieve G.
The price is HK$4,991
HK$7,971 total
includes taxes & fees
18 Aug - 19 Aug
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
1 bedroom, desk, iron/ironing board, travel cot

17. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (51 reviews)
"We enjoyed our stay"
United States
JM B.
The price is HK$904
HK$1,760 total
includes taxes & fees
9 Sept - 10 Sept
1-bedroom cottage with Grove Beach 🏖️ access.
1 bedroom, bed sheets

18. Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY
East Hampton
8.6 out of 10, Excellent, (4 reviews)
"We loved our tent, the view was great. The bed was super comfortable. We will definitely come back and hopefully stay longer. Also, the pizza is so good as was the watermelon Margherita."
United States
Jennifer
The price is HK$1,686
HK$2,554 total
includes taxes & fees
16 Aug - 17 Aug
Safari Tent Glamping,S5-CedarPt, East Hampton, NY
1 bedroom, WiFi, bed sheets

19. Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath

Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath
New London
10.0 out of 10, Exceptional, (13 reviews)
"Parking was easy and the room was the right siz."
United States
Vicente B.
The price is HK$847
HK$1,132 total
includes taxes & fees
16 Aug - 17 Aug
Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath
Interior

20. Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Waterford
10.0 out of 10, Exceptional, (32 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
The price is HK$2,346
HK$4,048 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
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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Top Orient Hotel Reviews

Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

10/10 Excellent
"It was great stay, the staff was nice and the room was clean"
Thamara 2-night trip
Posted less than an hour ago
Spark by Hilton Mystic Groton

Find out more about Orient

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:

  • View our selection of featured holiday rentals in Orient
  • Use the map to find apartments and other holiday homes in the Orient neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Orient while they last

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

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?

The Hampton Sack a cheerful relaxing beach cottage: This holiday home rental outside of Orient is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Orient?

With 17 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 Little Bay 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.