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Oldtown Holiday Rentals

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Check prices for these dates

Tonight
22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Oldtown holiday rentals

Fridge, microwave, oven, stovetop
Oldtown Guesthouse

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (28)
"Absolutely loved this little guesthouse. It was Elian’s yet simple"
United States
Elizabeth
The price is HK$778
HK$1,410 total
includes taxes & fees
31 Dec - 1 Jan 2026
Oldtown Guesthouse
Outdoor dining
Primitive Cozy Tiny Cabin with Starlink internet

Primitive Cozy Tiny Cabin with Starlink internet

Primitive Cozy Tiny Cabin with Starlink internet
Great Cacapon
10.0 out of 10, Exceptional, (11)
"Super peaceful and relaxing! We had a great time! Will stay again! Thanks Austin!"
United States
Jason M.
The price is HK$567
HK$1,454 total
includes taxes & fees
23 Dec - 24 Dec
Primitive Cozy Tiny Cabin with Starlink internet
Property grounds
Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED

Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED

Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
Berkeley Springs
9.8 out of 10, Exceptional, (296)
"We especially enjoyed the hot tub and the privacy of the cabin. Was what we expected and was very clean. Had a nice relaxing couple of days that we were there!"
United States
Ann W.
The price is HK$685
HK$2,355 total
includes taxes & fees
23 Dec - 24 Dec
Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
Exterior
2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
9.4 out of 10, Exceptional, (3)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is HK$1,241
HK$2,171 total
includes taxes & fees
23 Dec - 24 Dec
2-Bedroom cabin Hot tub Fireplace PS5
Fridge, microwave, oven, stovetop
Backyard creek, screened porch

Backyard creek, screened porch

Backyard creek, screened porch
Needmore
9.6 out of 10, Exceptional, (26)
"Great place to stay if you are looking for a quiet place. Host was very helpful and responsive. "
United States
Jason V.
The price is HK$805
HK$2,552 total
includes taxes & fees
23 Dec - 24 Dec
Backyard creek, screened porch
Smart TV
5 minute walk to downtown. Cozy family sized home with everything you need.

5 minute walk to downtown. Cozy family sized home with everything you need.

5 minute walk to downtown. Cozy family sized home with everything you need.
Frostburg
9.4 out of 10, Exceptional, (27)
"Cozy and charming. Great location. Would certainly book again. "
United States
Dennis F.
The price is HK$895
HK$1,762 total
includes taxes & fees
23 Dec - 24 Dec
5 minute walk to downtown. Cozy family sized home with everything you need.
Property grounds
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
Sleepy Hollow
9.8 out of 10, Exceptional, (10)
"Had an amazing stay! The VRBO was cozy, comfortable and clean in an amazing area. We loved the amenities, relaxing on the deck, by the fire pit, and in the hot tub were perfect! The host, Emily, was amazing and gave lots of great info about the area and was very responsive. Would love to stay here again!"
United States
Sarah H.
The price is HK$832
HK$2,408 total
includes taxes & fees
5 Jan - 6 Jan 2026
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
Exterior detail
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers

Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers

Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Berkeley Springs
9.4 out of 10, Exceptional, (19)
"Nice place to stay"
United States
Roy C.
The price is HK$1,159
HK$3,214 total
includes taxes & fees
23 Dec - 24 Dec
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
1/2 of a double cabin with one king sized bed (sleeps 2)

1/2 of a double cabin with one king sized bed (sleeps 2)

1/2 of a double cabin with one king sized bed (sleeps 2)
Flintstone
10.0 out of 10, Exceptional, (1)
"If you’re looking for a quiet peaceful cabin to just go get lost in the world of your significant other, this is the place to go! They’re far enough from the everyday life but still close enough to enjoy all the beauty of their charming city!! The food is to die for and definitely a reason for us to return!! Nothing bad to say at all except they need larger hot water tanks bc when I’m enjoying my wife that includes sharing a shower that we would have preferred not to be rushed out of!! Otherwise...
United States
LaRon G.
The price is HK$887
HK$1,248 total
includes taxes & fees
4 Jan - 5 Jan 2026
1/2 of a double cabin with one king sized bed (sleeps 2)
TV, fireplace, stereo
The Saloon, cabin retreat.

The Saloon, cabin retreat.

The Saloon, cabin retreat.
2.0 star property
Hedgesville
The price is HK$424
HK$989 total
includes taxes & fees
15 Jan - 16 Jan 2026
The Saloon, cabin retreat.
Property grounds
Modern, family-friendly, nature packed getaway

Modern, family-friendly, nature packed getaway

Modern, family-friendly, nature packed getaway
Berkeley Springs
9.2 out of 10, Wonderful, (19)
"Great house! We loved the fire pit outside and the beautiful interior. Host was very responsive and helpful! Would def stay here again. "
United States
Erika R.
The price is HK$973
HK$2,106 total
includes taxes & fees
23 Dec - 24 Dec
Modern, family-friendly, nature packed getaway
Fridge, microwave, oven, stovetop
Upscale w Fireplace, Fire Pit, Games in Gated Comm

Upscale w Fireplace, Fire Pit, Games in Gated Comm

Upscale w Fireplace, Fire Pit, Games in Gated Comm
2.0 star property
Paw Paw
9.6 out of 10, Exceptional, (5)
"The cabin was so detailed it blew me away amazing place to stay very relaxing and very secluded "
United States
Frank
The price is HK$1,420
HK$2,772 total
includes taxes & fees
20 Jan - 21 Jan 2026
Upscale w Fireplace, Fire Pit, Games in Gated Comm
TV, fireplace, books
Hot Tub, Firepit, Grill, Wifi near Golf & Hiking

Hot Tub, Firepit, Grill, Wifi near Golf & Hiking

Hot Tub, Firepit, Grill, Wifi near Golf & Hiking
2.0 star property
Berkeley Springs
8.8 out of 10, Excellent, (3)
"Everything was wonderful as far as price, being clean, pretty, location, and communication with owner. Very bad service though, which meant no tv for us to unwind at night and no tvs in bedrooms. "
United States
Ryan N.
The price is HK$2,122
HK$3,737 total
includes taxes & fees
23 Dec - 24 Dec
Hot Tub, Firepit, Grill, Wifi near Golf & Hiking
Fridge, microwave, oven, stovetop
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

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Cumberland
9.8 out of 10, Exceptional, (33)
"We had a nice relaxing stay at this lovely cottage. It was convenient to downtown and very clean."
United States
Reni J.
The price is HK$934
HK$1,493 total
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Peaceful Waterfall House -- 2 bedroom hidden treasure

Peaceful Waterfall House -- 2 bedroom hidden treasure

Peaceful Waterfall House -- 2 bedroom hidden treasure
Berkeley Springs
9.6 out of 10, Exceptional, (10)
"Loved the privacy of the location & uniqueness of the house which was one reason we chose this place for a get away. We thoroughly enjoyed the stargazing & beauty of the outdoors. Having a soak in the tub was a bonus. We had a very relaxing vacation. "
United States
Annamarie M.
The price is HK$1,562
HK$2,449 total
includes taxes & fees
23 Dec - 24 Dec
Peaceful Waterfall House -- 2 bedroom hidden treasure
Outdoor dining
4 bedroom house on two and a half acres in a peaceful country setting

4 bedroom house on two and a half acres in a peaceful country setting

4 bedroom house on two and a half acres in a peaceful country setting
2.0 star property
Bedford
The price is HK$1,276
HK$2,146 total
includes taxes & fees
23 Dec - 24 Dec
4 bedroom house on two and a half acres in a peaceful country setting
TV, fireplace, books, offices
Hot Tub, Fire Pit, Deck, Grill w Resort Amenities

Hot Tub, Fire Pit, Deck, Grill w Resort Amenities

Hot Tub, Fire Pit, Deck, Grill w Resort Amenities
The Woods
9.0 out of 10, Wonderful, (4)
"Great stay! Peaceful and quiet area! Everything was wonderful!"
United States
Stephen C.
The price is HK$1,146
HK$2,253 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hot Tub, Fire Pit, Deck, Grill w Resort Amenities
Exterior
Dog-Friendly w Hot Tub, Fire Pit & River Access

Dog-Friendly w Hot Tub, Fire Pit & River Access

Dog-Friendly w Hot Tub, Fire Pit & River Access
Great Cacapon
9.4 out of 10, Exceptional, (3)
"Very fun stay, very clean. Beautiful weather for walking around the place. Would definitely come back!!"
United States
Deepan R.
The price is HK$1,146
HK$2,253 total
includes taxes & fees
6 Jan - 7 Jan 2026
Dog-Friendly w Hot Tub, Fire Pit & River Access
Interior
~The Nest~

~The Nest~

~The Nest~
Berkeley Springs
9.8 out of 10, Exceptional, (12)
"Nice get away for couples. Very close to Berkeley Springs, but tucked away in the woods. Newly renovated, and had fun games to play. The hosts were very nice!"
United States
Kelly S.
The price is HK$1,155
HK$2,378 total
includes taxes & fees
23 Dec - 24 Dec
~The Nest~
Fridge, microwave, oven, stovetop
Charming Cottage on 15 Acre Farm near Romney, WV

Charming Cottage on 15 Acre Farm near Romney, WV

Charming Cottage on 15 Acre Farm near Romney, WV
Romney
10.0 out of 10, Exceptional, (9)
"Was a wonderful cabin, plan to go back every year"
United States
Ken H.
The price is HK$1,089
HK$1,455 total
includes taxes & fees
28 Dec - 29 Dec
Charming Cottage on 15 Acre Farm near Romney, WV
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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Top Oldtown Hotel Reviews

SureStay Plus Hotel by Best Western Berkeley Springs

SureStay Plus Hotel by Best Western Berkeley Springs

10/10 Excellent
"Excellent staff"
John 1-night trip
Posted 8 hours ago
SureStay Plus Hotel by Best Western Berkeley Springs

Find out more about Oldtown

Search for holiday rentals in Oldtown on Expedia! You can easily find your home rentals, villas, holiday apartments in Oldtown using one of the methods below:

  • View our selection of featured holiday rentals in Oldtown
  • Use the map to find apartments and other holiday homes in the Oldtown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oldtown while they last

Look no further and take a look at our great range of rental properties in Oldtown!

Frequently asked questions

Can I find holiday rentals in Oldtown?

Yes, there are holiday rentals close to the most popular sights in Oldtown, or you can select a more secluded option if you're looking for a relaxing stay. Oldtown is known for its parks.

What are some of the best holiday rentals that Oldtown has to offer?

Charming mountaintop cabin with hot tub, pool table, and breathtaking views: This holiday home rental outside of Oldtown is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with an arcade/games room and 1 hot tub.

What’s there to see and do in Oldtown?

Chesapeake and Ohio Canal and Potomac River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Paw Paw Tunnel and Chesapeake and Ohio Canal National Historical Park.

What’s a holiday rental in Oldtown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oldtown. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for families.