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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
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Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Oldtown Vacation Homes

Little cute house close to C&O canal
Property grounds

Little cute house close to C&O canal

8.6 out of 10, Excellent, (10)
"I loved the outside and on the inside it was so beautiful more then i expected. Its was a gteat way to celebrate my 9th year anniversary. Thank you would definitely go back."
The price is CA $124
CA $233 total
includes taxes & fees
Aug 12 - Aug 13
Little cute house close to C&O canal
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (15)
"Nice clean well kept cottage. "
The price is CA $149
CA $245 total
includes taxes & fees
Aug 18 - Aug 19
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Cannon Cliffside River Retreat- FREE WIFI
Fridge, microwave, oven, stovetop

Cannon Cliffside River Retreat- FREE WIFI

10.0 out of 10, Exceptional, (28)
"Property was clean and quiet, matched the description. We enjoyed our trip!"
Cannon Cliffside River Retreat- FREE WIFI
Sun Valley Overlook A-Frame | Wow Views + Hot Tub
Outdoor spa tub

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

10.0 out of 10, Exceptional, (2)
"Absolutely Stunning Location! Everything in this place is perfect and peaceful!Can’t wait to come back! #AlmostHeaven "
The price is CA $321
CA $497 total
includes taxes & fees
Aug 11 - Aug 12
Sun Valley Overlook A-Frame | Wow Views + Hot Tub
Awesome New Property/ CANAL RIVER RETREAT
Lake

Awesome New Property/ CANAL RIVER RETREAT

9.8 out of 10, Exceptional, (110)
"Beautiful location and comfy home. The house had a lot of spiderwebs but otherwise was clean. The AC was not very powerful so the house was pretty hot. We used the multiple box fans to cool off. The kitchen, cleaning supplies, bathrooms, towels, etc were well stocked. The washer/dryer worked well. "
Awesome New Property/ CANAL RIVER RETREAT
Luxurious country home. 120 acres. 5 Bedrooms. Basement game room. Fitness Rm.
Smart TV, fireplace, DVD player, foosball

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

10.0 out of 10, Exceptional, (67)
"area feels very secluded lots of land around. the hosts were super communicative and nice. Lots of seating around the house, the house is huge! "
Luxurious country home. 120 acres. 5 Bedrooms. Basement game room. Fitness Rm.
Full home near C&O! Perfect for bikers or families!
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (14)
"Super clean. Love the neighborhood and older houses. "
The price is CA $186
CA $316 total
includes taxes & fees
Aug 18 - Aug 19
Full home near C&O! Perfect for bikers or families!
Cozy Appalachian Getaway: 5 Mi to Prospect Peak!
Fridge, microwave, stovetop, dishwasher

Cozy Appalachian Getaway: 5 Mi to Prospect Peak!

9.4 out of 10, Exceptional, (8)
"Woodsy and private."
Cozy Appalachian Getaway: 5 Mi to Prospect Peak!
Beautiful Log Chalet/Cabin with Hot Tub
Smart TV, fireplace, DVD player, computer

Beautiful Log Chalet/Cabin with Hot Tub

10.0 out of 10, Exceptional, (70)
"Beautiful Cabin!"
Beautiful Log Chalet/Cabin with Hot Tub
Pets, hot tub, screen porch, wifi, fenced yard, king bed, town
Exterior

Pets, hot tub, screen porch, wifi, fenced yard, king bed, town

9.6 out of 10, Exceptional, (25)
"It was a group of friends just getting away for the weekend to relax and having a good time."
Pets, hot tub, screen porch, wifi, fenced yard, king bed, town
The Manor - historic mansion, covered porch, wifi, walk to everything, king bed
Property grounds

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

10.0 out of 10, Exceptional, (32)
"Great place. Very clean. True to listing. We loved the place. Perfect for our girls weekend! "
The Manor - historic mansion, covered porch, wifi, walk to everything, king bed
✨Luxurious Mountaintop Lodge🏔️ Scenic Views🫧Hot Tub under the BIG SKY STARS 🌟
Outdoor dining

✨Luxurious Mountaintop Lodge🏔️ Scenic Views🫧Hot Tub under the BIG SKY STARS 🌟

10.0 out of 10, Exceptional, (42)
"Once again everything about 20 Apache Heights was perfect. First night there was a small issue and it was taken care of immediately. Our entire family loves this property and are looking forward to staying a third, forth, fifth...time."
✨Luxurious Mountaintop Lodge🏔️ Scenic Views🫧Hot Tub under the BIG SKY STARS 🌟
Modern and Peaceful Home with Amazing Mountain Views!
Property grounds

Modern and Peaceful Home with Amazing Mountain Views!

9.2 out of 10, Wonderful, (93)
"The house was in a great location, very clean, and had comfortable beds."
Modern and Peaceful Home with Amazing Mountain Views!
Trailblazer - hot tub, trail, game room, pets, wifi, fire pit, view, secluded
Terrace/patio

Trailblazer - hot tub, trail, game room, pets, wifi, fire pit, view, secluded

2.0 star property
10.0 out of 10, Exceptional, (12)
"I booked this place for a weekend getaway with family. The location was great, isolated enough, but close to Berkeley Spring and some nice trails. We enjoyed the amenities, view and the well stocked kitchen. "
Trailblazer - hot tub, trail, game room, pets, wifi, fire pit, view, secluded
Oldtown Guesthouse
Fridge, microwave, oven, stovetop

Oldtown Guesthouse

10.0 out of 10, Exceptional, (23)
"Very clean and charming."
The price is CA $144
CA $255 total
includes taxes & fees
Aug 13 - Aug 14
Oldtown Guesthouse
The Barndominium at Berkeley Ridge - Book your getaway today!
Outdoor dining

The Barndominium at Berkeley Ridge - Book your getaway today!

10.0 out of 10, Exceptional, (49)
"We had a wonderful stay at the barndominium. The weather was perfect for hiking around on the trails. InIncrediblesususunsets,.suchpeacefull"
The Barndominium at Berkeley Ridge - Book your getaway today!
Cedar Loft at The Woods-Vintage Chic Cabin Retreat with Amenities Access
Terrace/patio

Cedar Loft at The Woods-Vintage Chic Cabin Retreat with Amenities Access

10.0 out of 10, Exceptional, (30)
"Absolutely beautiful area. So quiet and peaceful. "
Cedar Loft at The Woods-Vintage Chic Cabin Retreat with Amenities Access
King Beds with Hot Tub, Arcade & Golf Course View
TV, fireplace, video games, books

King Beds with Hot Tub, Arcade & Golf Course View

10.0 out of 10, Exceptional, (11)
"We had an amazing time celebrating my daughters 13th birthday!! House was very well equipped with everything we needed. The Woods resort amenities were perfect for the girls to have some fun!! The hot tub was a big hit and the host provided excellent communication throughout our stay!! "
The price is CA $371
CA $646 total
includes taxes & fees
Aug 13 - Aug 14
King Beds with Hot Tub, Arcade & Golf Course View
West Virginia Home w/ Deck on Golf Course
Fridge, microwave, stovetop, dishwasher

West Virginia Home w/ Deck on Golf Course

8.4 out of 10, Very good, (6)
"The house was just as advertised. Very clean and inviting. The basement bedroom is perfect for kids."
West Virginia Home w/ Deck on Golf Course
Refugio - wifi, fire pit, zen garden, town location, artsy vibe
Interior

Refugio - wifi, fire pit, zen garden, town location, artsy vibe

10.0 out of 10, Exceptional, (4)
"Very comfortable and staff was helpful and responsive "
Refugio - wifi, fire pit, zen garden, town location, artsy vibe
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

Coolfont Resort

Coolfont Resort

10/10 Excellent
"It was nice and quiet. Had no issues at all."
Charles 3-night trip
Posted 2 days ago
Coolfont Resort