Book Holiday Homes in Orient

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Orient

Secluded Waterfront Location With Dock

Secluded Waterfront Location With Dock

Stonington CT
Stay at this holiday home in Pawcatuck. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Mystic Aquarium and Institute for Exploration ...
Opens in a new windowSecluded Waterfront Location With Dock
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Stonington CT
Stay at this holiday home in Stonington. Enjoy laundry facilities and air conditioning. Popular attractions Mystic Aquarium and Institute for Exploration and ...
Opens in a new windowAmazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Large Charming Historic House close to Beaches

Large Charming Historic House close to Beaches

Clinton CT
Stay at this holiday home in Clinton. Enjoy a garden, laundry facilities and patios. Popular attractions Adam Stanton House and General Store Museum and Indian ...
Opens in a new windowLarge Charming Historic House close to Beaches
Save an average of 15% on thousands of hotels when you're signed in
Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!

Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!

Jamesport NY
Stay at this holiday home in Riverhead. Enjoy laundry facilities, patios and in-room jetted baths. Popular attractions Terra Vite North Fork Winery & Vineyard ...
Opens in a new windowComfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!
Walk to the  beach at Black Point, Niantic, Ct.

Walk to the beach at Black Point, Niantic, Ct.

Niantic CT
Stay at this family-friendly holiday home in Niantic. Enjoy free Wi-Fi, laundry facilities and tennis courts. Popular attractions Attawan Beach and Giants Neck ...
Opens in a new windowWalk to the beach at Black Point, Niantic, Ct.
Oak Grove Cottage - in the foothills of Mystic

Oak Grove Cottage - in the foothills of Mystic

Groton CT
The price is NZ$726 per night from 1 Jan to 2 Jan
NZ$726
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this holiday home in Groton. Enjoy a garden, laundry facilities and an in-room coffee maker. Popular attractions Mystic Seaport and Mystic Aquarium and ...
Opens in a new windowOak Grove Cottage - in the foothills of Mystic
Amazing Ocean Front 2 Story Home, Steps Away From The Water

Amazing Ocean Front 2 Story Home, Steps Away From The Water

Westerly RI
Stay at this beach holiday home in Westerly. Enjoy free Wi-Fi, a beach locale and a water park. Popular attractions Misquamicut State Beach and Water Wizz of ...
Opens in a new windowAmazing Ocean Front 2 Story Home, Steps Away From The Water
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

East Lyme CT
Stay at this family-friendly holiday home in East Lyme. Enjoy free Wi-Fi, private pools and breakfast (surcharge). Our guests praise the helpful staff in their ...
Opens in a new windowHistoric Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Aqua Vista

Aqua Vista

Greenport, NY
Stay at this holiday home in Greenport. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Railroad Museum of Long Island and East End Seaport ...
Opens in a new windowAqua Vista
Don't see what you're looking for?
See all available properties in Orient
View all properties
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.

Orient Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Orient vacation homes are the perfect way for you to wing it.

Holiday houses in Orient let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Orient in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Orient adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Orient with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Orient vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Orient Holiday Homes essential information

Accommodation
1846 Holiday Homes
Lowest Price
NZ$143
Highest Price
NZ$726
Popular accommodation
Secluded Waterfront Location With Dock, Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages, Large Charming Historic House close to Beaches, Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!, Walk to the beach at Black Point, Niantic, Ct., Oak Grove Cottage - in the foothills of Mystic, Amazing Ocean Front 2 Story Home, Steps Away From The Water, Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food, Aqua Vista

Top trending hotels in Orient

Hilton Mystic

Hilton Mystic

3.5 out of 5
20 Coogan Blvd Mystic CT
Fully refundableReserve now, pay when you stay
The price is NZ$194 per night from 4 Jan to 5 Jan
NZ$194
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Mystic. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowHilton Mystic
Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
2049 Norwich Montville CT
Fully refundableReserve now, pay when you stay
The price is NZ$193 per night from 20 Jan to 21 Jan
NZ$193
20 Jan - 21 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Montville. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
Opens in a new windowHyatt Place Uncasville - Casino Area
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

2.5 out of 5
1954 Norwich New London Tpke Montville CT
Fully refundableReserve now, pay when you stay
The price is NZ$143 per night from 4 Jan to 5 Jan
NZ$143
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Montville. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
Opens in a new windowMicrotel Inn & Suites by Wyndham Uncasville Casino Area
Save an average of 15% on thousands of hotels when you're signed in
Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

3 out of 5
55 Whitehall Avenue Mystic CT
Fully refundableReserve now, pay when you stay
The price is NZ$160 per night from 29 Dec to 30 Dec
NZ$160
29 Dec - 30 Dec
includes taxes & fees
Stay at this hotel in Mystic. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. Popular ...
Opens in a new windowSpark by Hilton Mystic Groton
Don't see what you're looking for?
See all available properties in Orient
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.