Book Holiday Homes in Oldtown

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Featured Holiday Homes in Oldtown

Little cute house close to C&O canal

Little cute house close to C&O canal

Hancock
The price is AU$262 per night from 21 Aug to 22 Aug
AU$262
21 Aug - 22 Aug
includes taxes & fees
Located in Hancock, this vacation home is within a 5-minute drive of Chesapeake and Ohio Canal National Historic Park and Chesapeake and Ohio Canal.
Little cute house close to C&O canal
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

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

Cumberland
The price is AU$276 per night from 18 Aug to 19 Aug
AU$276
18 Aug - 19 Aug
includes taxes & fees
With a stay at this vacation home in Cumberland, you'll be within a 5-minute drive of Tri-State Zoological Park and UPMC Western Maryland.
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Cannon Cliffside River Retreat-  FREE WIFI

Cannon Cliffside River Retreat- FREE WIFI

Springfield
Located in Springfield, this vacation home is on a river, within a 15-minute drive of Potomac Eagle Scenic Railroad and Literary Hall.
Cannon Cliffside River Retreat- FREE WIFI
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Sun Valley Overlook A-Frame | Wow Views + Hot Tub

Sun Valley Overlook A-Frame | Wow Views + Hot Tub

Augusta
The price is AU$565 per night from 19 Aug to 20 Aug
AU$565
19 Aug - 20 Aug
includes taxes & fees
When you stay at this vacation home in Augusta, you'll be in the mountains and 15 minutes by car from Public River Access.
Sun Valley Overlook A-Frame | Wow Views + Hot Tub
Awesome New Property/ CANAL RIVER RETREAT

Awesome New Property/ CANAL RIVER RETREAT

Cumberland
A stay at this vacation home places you in the heart of Cumberland, within a 5-minute walk of Chesapeake and Ohio Canal and Chesapeake and Ohio Canal National ...
Awesome New Property/ CANAL RIVER RETREAT
Luxurious country home. 120 acres. 5 Bedrooms. Basement game room. Fitness Rm.

Luxurious country home. 120 acres. 5 Bedrooms. Basement game room. Fitness Rm.

Berkeley Springs
When you stay at this vacation home in Berkeley Springs, you'll be on a lake and 11 minutes by car from Sleepy Creek Wildlife Management Area.
Luxurious country home. 120 acres. 5 Bedrooms. Basement game room. Fitness Rm.
Full home near C&O! Perfect for bikers or families!

Full home near C&O! Perfect for bikers or families!

Cumberland
The price is AU$351 per night from 24 Aug to 25 Aug
AU$351
24 Aug - 25 Aug
includes taxes & fees
With a stay at this vacation home in Cumberland, you'll be within a 10-minute walk of F. Brooke Whiting House and Museum and Gordon Roberts House.
Full home near C&O! Perfect for bikers or families!
Cozy Appalachian Getaway: 5 Mi to Prospect Peak!

Cozy Appalachian Getaway: 5 Mi to Prospect Peak!

Great Cacapon
Located in Great Cacapon, this vacation home is within a 15-minute drive of Potomac River and Chesapeake and Ohio Canal National Historic Park.
Cozy Appalachian Getaway: 5 Mi to Prospect Peak!
Beautiful Log Chalet/Cabin with Hot Tub

Beautiful Log Chalet/Cabin with Hot Tub

Berkeley Springs
Located in Berkeley Springs, this vacation home is in the mountains, within a 10-minute drive of Cacapon Resort State Park and Colonial Springs Spa.
Beautiful Log Chalet/Cabin with Hot Tub
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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.

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
167 Holiday Homes
Lowest Price
AU$135
Highest Price
AU$565
Popular accommodation
Little cute house close to C&O canal , Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi, Cannon Cliffside River Retreat- FREE WIFI, Sun Valley Overlook A-Frame | Wow Views + Hot Tub, Awesome New Property/ CANAL RIVER RETREAT , Luxurious country home. 120 acres. 5 Bedrooms. Basement game room. Fitness Rm. , Full home near C&O! Perfect for bikers or families!, Cozy Appalachian Getaway: 5 Mi to Prospect Peak!, Beautiful Log Chalet/Cabin with Hot Tub

Top trending hotels in Oldtown

Oldtown Guesthouse

Oldtown Guesthouse

Oldtown
The price is AU$286 per night from 20 Aug to 21 Aug
AU$286
20 Aug - 21 Aug
includes taxes & fees
Located in Oldtown, this vacation home is within a 5-minute drive of Chesapeake and Ohio Canal and Chesapeake and Ohio Canal National Historic Park.
Oldtown Guesthouse
Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

3 out of 5
16701 Lakeview Road NE, Cumberland, MD
Fully refundableReserve now, pay when you stay
When you a stay at Rocky Gap Casino & Resort in Cumberland, you'll be next to a golf course, just steps from Rocky Gap State Park and Rocky Gap Casino and Golf ...
Rocky Gap Casino & Resort
Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs
The price is AU$528 per night from 24 Aug to 25 Aug
AU$528
24 Aug - 25 Aug
includes taxes & fees
When you stay at this cabin in Berkeley Springs, you'll be in the mountains, within a 5-minute drive of Cacapon Resort State Park and Frog Valley Artisans, ...
Dreamtime - Modern A-frame Cabin w/ Hot tub
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Best Western Braddock Inn

Best Western Braddock Inn

2.5 out of 5
1268 National Hwy, Cumberland, MD
Fully refundableReserve now, pay when you stay
The price is AU$135 per night from 1 Sept to 2 Sept
AU$135
1 Sept - 2 Sept
includes taxes & fees
Located in Cumberland, Best Western Braddock Inn is within a 5-minute drive of La Vale Tollgate House and Country Club Mall.
Best Western Braddock Inn
Don't see what you're looking for?
See all available properties in Oldtown
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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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^Subject to availability and chosen travel dates.