Book Holiday Homes in Orient

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

The Secret Mermaid in downtown Mystic! Beautiful & just remodeled!

The Secret Mermaid in downtown Mystic! Beautiful & just remodeled!

Groton
With a stay at this vacation home in Mystic, you'll be within a 5-minute drive of Mystic Seaport and Mystic Aquarium and Institute for Exploration.
The Secret Mermaid in downtown Mystic! Beautiful & just remodeled!
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
Located in East Lyme, this vacation home is by the sea, within a 5-minute drive of Flanders Plaza Shopping Center and Cedar Ridge Golf Course.
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Brand new home minutes to casino

Brand new home minutes to casino

Ledyard
The price is AU$589 per night from 19 Dec to 20 Dec
AU$589
includes taxes & fees
19 Dec - 20 Dec
With a stay at this vacation home in Ledyard, you'll be within a 10-minute drive of Mohegan Sun Casino and Foxwoods Resort Casino.
Brand new home minutes to casino
Save an average of 15% on thousands of hotels when you're signed in
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Montauk
Located in Montauk, this vacation home is by the sea, within a 5-minute drive of The Hamptons Beaches and Second House Museum.
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Cape Cod home in great location! Walk to downtown

Cape Cod home in great location! Walk to downtown

Stonington
With a stay at this vacation home in Pawcatuck, you'll be within a 15-minute drive of Mystic Aquarium and Institute for Exploration and Mystic Seaport.
Cape Cod home in great location! Walk to downtown
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Clinton
The price is AU$691 per night from 23 Dec to 24 Dec
AU$691
includes taxes & fees
23 Dec - 24 Dec
When you stay at this vacation home in Clinton, you'll be near the beach and 11 minutes by foot from Clinton Town Beach.
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton
With a stay at this vacation home in Southampton, you'll be within a 5-minute drive of Southampton Golf Range and North Main Street Historic District.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Historical New England coastal holiday home-2 min. from Ocean Beach

Historical New England coastal holiday home-2 min. from Ocean Beach

New London
With a stay at this vacation home in New London, you'll be near the beach, just a 2-minute walk from Pequot Chapel and 7 minutes by foot from New London Harbor ...
Historical New England coastal holiday home-2 min. from Ocean Beach
Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location

Mystic
The price is AU$417 per night from 19 Dec to 20 Dec
AU$417
includes taxes & fees
19 Dec - 20 Dec
With a stay at this vacation home in Mystic, you'll be within a 5-minute drive of Mystic Seaport and Mystic Aquarium and Institute for Exploration.
Unbeatable Downtown Mystic Location
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
1559 Holiday Homes
Lowest Price
AU$122
Highest Price
AU$691
Popular accommodation
The Secret Mermaid in downtown Mystic! Beautiful & just remodeled!, Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food, Brand new home minutes to casino, Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready, Cape Cod home in great location! Walk to downtown , Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included, Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Historical New England coastal holiday home-2 min. from Ocean Beach, Unbeatable Downtown Mystic Location

Top trending hotels in Orient

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
2049 Norwich, New London Turnpike, Montville, CT
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 25 Dec to 26 Dec
AU$179
includes taxes & fees
25 Dec - 26 Dec
When you stay at Hyatt Place Uncasville - Casino Area in Montville, you'll be near the airport, within a 5-minute drive of Mohegan Sun Casino and Mohegan Sun ...
Hyatt 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, Route 32, Montville, CT
Fully refundableReserve now, pay when you stay
The price is AU$131 per night from 22 Dec to 23 Dec
AU$131
includes taxes & fees
22 Dec - 23 Dec
With a stay at Microtel Inn & Suites by Wyndham Uncasville Casino Area in Montville, you'll be within a 5-minute drive of Mohegan Sun Casino and Mohegan Sun ...
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Hilton Mystic

Hilton Mystic

3.5 out of 5
20 Coogan Blvd, Mystic, CT
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 25 Dec to 26 Dec
AU$198
includes taxes & fees
25 Dec - 26 Dec
With a stay at Hilton Mystic in Mystic, you'll be in the historical district, just steps from Mystic Aquarium and Institute for Exploration and a 2-minute drive ...
Hilton Mystic
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, I-95 and Rte 27 at Exit 90, Mystic, CT
Fully refundableReserve now, pay when you stay
The price is AU$122 per night from 1 Jan to 2 Jan
AU$122
includes taxes & fees
1 Jan - 2 Jan 2025
When you stay at Spark by Hilton Mystic Groton in Mystic, you'll be near the beach, within a 5-minute drive of Mystic Aquarium and Institute for Exploration ...
Spark 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.