Book Holiday Homes in Oldtown

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Featured Holiday Homes in Oldtown

Cannon Cliffside River Retreat-  FREE WIFI

Cannon Cliffside River Retreat- FREE WIFI

Springfield WV
Stay at this holiday home in Springfield. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Popular attraction Potomac Eagle Scenic Railroad is located ...
Opens in a new windowCannon Cliffside River Retreat- FREE WIFI
Beautiful Log Chalet/Cabin with Hot Tub

Beautiful Log Chalet/Cabin with Hot Tub

Berkeley Springs WV
Stay at this family-friendly holiday home in Berkeley Springs. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Colonial Springs Spa and ...
Opens in a new windowBeautiful Log Chalet/Cabin with Hot Tub
Private mountaintop cabin with hot tub, pool table, and breathtaking views

Private mountaintop cabin with hot tub, pool table, and breathtaking views

Great Cacapon WV
Stay at this holiday home in Great Cacapon. Enjoy a garden, laundry facilities and a pool table. Popular attractions Frog Valley Artisans, LTD and Prospect Peak ...
Opens in a new windowPrivate mountaintop cabin with hot tub, pool table, and breathtaking views
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Breathtaking!  5 Acre Private Riverfront Cabin in the Mountains!

Breathtaking! 5 Acre Private Riverfront Cabin in the Mountains!

Great Cacapon WV
Stay at this family-friendly holiday home in Great Cacapon. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Cacapon Resort State Park and ...
Opens in a new windowBreathtaking! 5 Acre Private Riverfront Cabin in the Mountains!
Awesome New Property/ CANAL RIVER RETREAT

Awesome New Property/ CANAL RIVER RETREAT

Cumberland MD
Stay at this holiday home in Cumberland. Enjoy free Wi-Fi, a garden and patios. Popular attractions Canal Place and George Washington's Headquarters are located ...
Opens in a new windowAwesome New Property/ CANAL RIVER RETREAT
Woods Song - Hot Tub | Fireplace | Golf | Pool Pass | Woods Resort | Grill

Woods Song - Hot Tub | Fireplace | Golf | Pool Pass | Woods Resort | Grill

Hedgesville WV
Stay at this holiday home in Hedgesville. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions The Woods Resort Stony Lick Course and ...
Opens in a new windowWoods Song - Hot Tub | Fireplace | Golf | Pool Pass | Woods Resort | Grill
The Manor - historic mansion, covered porch, wifi, walk to everything, king bed

The Manor - historic mansion, covered porch, wifi, walk to everything, king bed

Berkeley Springs WV
Stay at this holiday home in Berkeley Springs. Enjoy free Wi-Fi, laundry facilities and tennis courts. Popular attractions Ice House and Berkeley Springs State ...
Opens in a new windowThe Manor - historic mansion, covered porch, wifi, walk to everything, king bed
Rooftop deck, view, hot tub, pets, wifi, EV charger, lake access, fire pit

Rooftop deck, view, hot tub, pets, wifi, EV charger, lake access, fire pit

Hedgesville WV
Stay at this holiday home in Hedgesville. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions The Woods Resort Stony Lick Course and The Woods ...
Opens in a new windowRooftop deck, view, hot tub, pets, wifi, EV charger, lake access, fire pit
Barndominium w/ Barrel Sauna, Mountain Views, King Bed & Fast WiFi

Barndominium w/ Barrel Sauna, Mountain Views, King Bed & Fast WiFi

Berkeley Springs WV
Stay at this holiday home in Berkeley Springs. Enjoy free Wi-Fi, a sauna and laundry facilities. Popular attractions Berkeley Springs Antique Mall and Ice House ...
Opens in a new windowBarndominium w/ Barrel Sauna, Mountain Views, King Bed & Fast WiFi
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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
160 Holiday Homes
Lowest Price
NZ$181
Highest Price
NZ$636
Popular accommodation
Cannon Cliffside River Retreat- FREE WIFI, Beautiful Log Chalet/Cabin with Hot Tub, Private mountaintop cabin with hot tub, pool table, and breathtaking views, Breathtaking! 5 Acre Private Riverfront Cabin in the Mountains! , Awesome New Property/ CANAL RIVER RETREAT , Woods Song - Hot Tub | Fireplace | Golf | Pool Pass | Woods Resort | Grill, The Manor - historic mansion, covered porch, wifi, walk to everything, king bed, Rooftop deck, view, hot tub, pets, wifi, EV charger, lake access, fire pit, Barndominium w/ Barrel Sauna, Mountain Views, King Bed & Fast WiFi

Top trending hotels in Oldtown

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

4 out of 5
16701 Lakeview Road NE Cumberland MD
Fully refundableReserve now, pay when you stay
The price is NZ$217 per night from 24 Mar to 25 Mar
NZ$217
24 Mar - 25 Mar
includes taxes & fees
Stay at this spa hotel in Cumberland. Enjoy free parking, an outdoor pool and 3 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowRocky Gap Casino & Resort
Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs WV
The price is NZ$636 per night from 6 Apr to 7 Apr
NZ$636
6 Apr - 7 Apr
includes taxes & fees
Stay at this cabin in Berkeley Springs. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Frog Valley Artisans, LTD and Colonial Springs Spa ...
Opens in a new windowDreamtime - Modern A-frame Cabin w/ Hot tub
Sleep Inn & Suites Cumberland - LaVale

Sleep Inn & Suites Cumberland - LaVale

2.5 out of 5
13320 Ali Ghan Road NE Cumberland MD
Fully refundable
The price is NZ$181 per night from 12 Apr to 13 Apr
NZ$181
12 Apr - 13 Apr
includes taxes & fees
Stay at this business-friendly hotel in Cumberland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowSleep Inn & Suites Cumberland - LaVale
Save an average of 15% on thousands of hotels when you're signed in
The Country Inn of Berkeley Springs

The Country Inn of Berkeley Springs

3.5 out of 5
110 S Washington St Berkeley Springs WV
Fully refundableReserve now, pay when you stay
The price is NZ$242 per night from 24 Mar to 25 Mar
NZ$242
24 Mar - 25 Mar
includes taxes & fees
Stay at this spa hotel in Berkeley Springs. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the restaurant and the helpful staff in ...
Opens in a new windowThe Country Inn of Berkeley Springs
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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.

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