Orient Holiday Rentals

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Our top choices for Orient holiday rentals

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Water Mill
10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is NZ$12,516
includes taxes & fees
5 Jan - 6 Jan 2026
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1274)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is NZ$305
includes taxes & fees
5 Jan - 6 Jan 2026
Montauk Manor

The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
2.0 star property
Old Lyme
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is NZ$331
includes taxes & fees
10 Jan - 11 Jan 2026
The Stern at Soundview · Beach+Ocean+Sunrise

The Tiny Cottage at Clem & Clyde's

The Tiny Cottage at Clem & Clyde's
2.0 star property
Oakdale,
10.0 out of 10, Exceptional, (2)
"Cottage was perfect! The fresh eggs given to us by the host made for an awesome breakfast! The host was great! My 2 energetic boys loved every animal. The host made sure to take my boys through every fence/gate there was to get my boys front and center with the animals. This isn’t just about money him seeing my boys smile and run around with the animals definitely made his day! Left about an hour ago and my boys already asked 17 times when we are going back! "
United States
jeff
The price is NZ$221
includes taxes & fees
4 Jan - 5 Jan 2026
The Tiny Cottage at Clem & Clyde's

Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage ON the water with beautiful views up the lake!
Ledyard
9.8 out of 10, Exceptional, (192)
"There were stunning views, it was very relaxing, and we had excellent communication with the host. We couldn’t be happier, it was perfect! Kayaking was the best part. Plenty to see and do in the area as well."
United States
Heather S.
The price is NZ$462
includes taxes & fees
4 Jan - 5 Jan 2026
Lakeside cottage ON the water with beautiful views up the lake!

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.2 out of 10, Wonderful, (36)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is NZ$312
includes taxes & fees
30 Dec - 31 Dec
1-bedroom cottage with Grove Beach 🏖️ access.

Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
Stonington
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. The apartment is in excellent condition."
United States
Marcell
The price is NZ$367
includes taxes & fees
12 Jan - 13 Jan 2026
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Old Mystic
10.0 out of 10, Exceptional, (27)
"Everything was perfect! Great location, easy check in/out, great amenities in room, and super comfy bed. "
United States
Paul S.
The price is NZ$338
includes taxes & fees
3 Jan - 4 Jan 2026
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (11)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is NZ$632
includes taxes & fees
5 Jan - 6 Jan 2026
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is NZ$4,140
includes taxes & fees
30 Dec - 31 Dec
Canoe Place Waterfront Residences

Lakeside cottage overhanging the water, beautiful window views across the lake

Lakeside cottage overhanging the water, beautiful window views across the lake
Ledyard
9.8 out of 10, Exceptional, (220)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
The price is NZ$441
includes taxes & fees
5 Jan - 6 Jan 2026
Lakeside cottage overhanging the water, beautiful window views across the lake

Escape to the Thames: Quaint Groton Retreat

Escape to the Thames: Quaint Groton Retreat
2.0 star property
Groton
10.0 out of 10, Exceptional, (1)
"The house was neat, well maintained, and very warmly furnished. The host has put some work into the details that make the stay really enjoyable. I would definitely go back. "
United States
Stephen S.
The price is NZ$208
includes taxes & fees
30 Dec - 31 Dec
Escape to the Thames: Quaint Groton Retreat

Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (3)
"this place was amazing i would come again"
United States
Tatyanna R.
The price is NZ$380
includes taxes & fees
7 Jan - 8 Jan 2026
Lakefront Boho Tiny House

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Stonington
10.0 out of 10, Exceptional, (5)
"Great stay with friends! "
United States
Danielle V.
The price is NZ$394
includes taxes & fees
9 Jan - 10 Jan 2026
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
2.0 star property
Old Mystic
10.0 out of 10, Exceptional, (7)
"Loved the personal touches!"
United States
Jenny
The price is NZ$367
includes taxes & fees
11 Jan - 12 Jan 2026
A Mystic Stay as Sweet as Apple Pie!

Cozy Lakefront Tiny House

Cozy Lakefront Tiny House
East Lyme
10.0 out of 10, Exceptional, (2)
"The bed and pillows were very comfortable. The outside space was very relaxing. Kevin’s place was perfect! We had questions and he replied back right away. We definitely want to go back. "
United States
Rebecca K.
The price is NZ$361
includes taxes & fees
30 Dec - 31 Dec
Cozy Lakefront Tiny House

Super Cute & Cozy Apartment in Downtown Mystic!

Super Cute & Cozy Apartment in Downtown Mystic!
Mystic
9.6 out of 10, Exceptional, (82)
"Beautiful, cozy, little apartment walking distance from downtown Mystic! Well kept and perfect for a quick 2 night trip!Thank you - would definitely stay here again! "
United States
Clayton H.
The price is NZ$294
includes taxes & fees
5 Jan - 6 Jan 2026
Super Cute & Cozy Apartment in Downtown Mystic!

Rogers Lake House (87) · CT College+Beach+USCGA

Rogers Lake House (87) · CT College+Beach+USCGA
Old Lyme
10.0 out of 10, Exceptional, (5)
"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"
United States
Hemie J.
The price is NZ$690
includes taxes & fees
11 Jan - 12 Jan 2026
Rogers Lake House (87) · CT College+Beach+USCGA

The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic
2.0 star property
East Lyme
9.0 out of 10, Wonderful, (4)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
The price is NZ$626
includes taxes & fees
8 Jan - 9 Jan 2026
The Bay Cottage · Rocky Neck Park, Beach & Niantic

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
New London
8.0 out of 10, Very good, (17)
"Easy access. We loved our short stay. I would return again. "
United States
Suzanne M.
The price is NZ$325
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
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

Find out more about Orient

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 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 NZ$208 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?

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: This holiday home rental outside of Orient has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 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.