Book Holiday Homes in Orland
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 Orland

Bar Harbor Guest House with Ocean & Mountain Views – 2025 Renovated

Island log home in Maine with ocean views

Beautiful Maine Camp w/ Private Dock on Hodgdon Pond

Cozy & Well Equipped Log Cabin on Secluded Pond in Bar Harbor near Acadia NP

Quiet single-level fully furnished house

Serenity place. Relax in a semi rural setting 18 mile from Acadia National Park

House near Acadia National Park

Spindle Cottage on the Shore!

Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating
Orland 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 Orland vacation homes are the perfect way for you to wing it.
Holiday houses in Orland 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 Orland 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 Orland adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Orland 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 Orland 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.
Orland Holiday Homes essential information
Accommodation | 648 Holiday Homes |
---|---|
Lowest Price | |
Highest Price | |
Popular accommodation | Bar Harbor Guest House with Ocean & Mountain Views – 2025 Renovated, Island log home in Maine with ocean views, Beautiful Maine Camp w/ Private Dock on Hodgdon Pond, Cozy & Well Equipped Log Cabin on Secluded Pond in Bar Harbor near Acadia NP, Quiet single-level fully furnished house, Serenity place. Relax in a semi rural setting 18 mile from Acadia National Park , House near Acadia National Park, Spindle Cottage on the Shore!, Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating |
More accommodations in Orland
Top trending hotels in Orland

Country Inn at The Mall

Bangor Grande

Stone Park

Vacationland Inn & Suites
More ways to explore Orland
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.