Book Holiday Homes in Oldtown
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 Oldtown

Charming mountaintop cabin with pool table and breathtaking views

Beautiful Log Chalet/Cabin with Hot Tub

Run away to the mountains of WV! Peaceful country home is waiting for you!

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Oldtown Guesthouse

Serene Springfield Retreat on 6 Acres w/ Hot Tub!

Breathtaking! 5 Acre Private Riverfront Cabin in the Mountains!

Cannon Cliffside River Retreat- FREE WIFI

Full home near C&O & Polar Express! Perfect for bikers or families!
Oldtown 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 Oldtown vacation homes are the perfect way for you to wing it.
Holiday houses in Oldtown 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 Oldtown 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 Oldtown adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oldtown 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 Oldtown 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.
Oldtown Holiday Homes essential information
Accommodation | 155 Holiday Homes |
---|---|
Lowest Price | AU$140 |
Highest Price | AU$572 |
Popular accommodation | Charming mountaintop cabin with pool table and breathtaking views, Beautiful Log Chalet/Cabin with Hot Tub, Run away to the mountains of WV! Peaceful country home is waiting for you! , Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi, Oldtown Guesthouse, Serene Springfield Retreat on 6 Acres w/ Hot Tub!, Breathtaking! 5 Acre Private Riverfront Cabin in the Mountains! , Cannon Cliffside River Retreat- FREE WIFI, Full home near C&O & Polar Express! Perfect for bikers or families! |
Top Locations for Holiday Homes in Oldtown
Top trending hotels in Oldtown

Rocky Gap Casino & Resort

Dreamtime - Modern A-frame Cabin w/ Hot tub

Best Western Braddock Inn

Ramada by Wyndham Cumberland Downtown
More ways to explore Oldtown
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.