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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare Vacation Homes in Oldtown with updated reviews, rates, and availability.

Breathtaking! 5 Acre Private Riverfront Cabin in the Mountains!
Exterior

Breathtaking! 5 Acre Private Riverfront Cabin in the Mountains!

9.8 out of 10, Exceptional, (48)
"We got a chance to celebrate our family 40 years of marriage with our family and it was an absolute blast. The host was very detailed in his instructions about the property ensuring we had everything we needed throughout our stay.and available to ensure He did so in a timely manner throughout our stay. The kind women cleaning and preparing the home put in extra time and was so sweat and pleasant as we began our stay. In terms of the property, it was well was well equipped and clean and the beds...
Breathtaking! 5 Acre Private Riverfront Cabin in the Mountains!
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Exterior

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

10.0 out of 10, Exceptional, (4)
"Nice clean well kept cottage. "
The price is AED 441
AED 701 total
includes taxes & fees
3 Feb - 4 Feb
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Woods Song - Natures Promise
Enjoy your favorite beverage on the enclosed porch.

Woods Song - Natures Promise

9.8 out of 10, Exceptional, (35)
"A great relaxing weekend."
Woods Song - Natures Promise
Charming mountaintop cabin with hot tub, pool table, and breathtaking views
Mountain views from the porch

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

9.8 out of 10, Exceptional, (194)
"We had a great time & the views were absolutely breathtaking. Im going to miss waking up there and relaxing in hot tub. "
Charming mountaintop cabin with hot tub, pool table, and breathtaking views
Awesome New Property/ CANAL RIVER RETREAT
Miscellaneous

Awesome New Property/ CANAL RIVER RETREAT

9.8 out of 10, Exceptional, (105)
"There’s a lot of religious signs up in the house and also political brochures. I’m trying to get away to relax, not to be told of how much I need god in my life. "
Awesome New Property/ CANAL RIVER RETREAT
Eddies Place LLC
Room

Eddies Place LLC

9.0 out of 10, Wonderful, (22)
"This is our spot for the apple butter festival. "
The price is AED 275
AED 494 total
includes taxes & fees
3 Feb - 4 Feb
Eddies Place LLC
Beautiful Log Chalet/Cabin with Hot Tub
Exterior

Beautiful Log Chalet/Cabin with Hot Tub

10.0 out of 10, Exceptional, (61)
"What a beautiful home and great for our family of 8 ( 4 kids and 4 adults). Plenty of room and appreciated the great communication with our host! Thanks Gina! "
Beautiful Log Chalet/Cabin with Hot Tub
5 -Star Luxury Mountain Getaway - Grandview Lodge
Exterior

5 -Star Luxury Mountain Getaway - Grandview Lodge

9.6 out of 10, Exceptional, (17)
"Excellent home, exactly as advertised. The road up to the home was challenging to drive without AWD in the winter, but that didn't take away much from the experience at all. "
5 -Star Luxury Mountain Getaway - Grandview Lodge
Cabin at Sleepy Creek - Charming Cabin
Peace and privacy!

Cabin at Sleepy Creek - Charming Cabin

9.6 out of 10, Exceptional, (37)
"This was our second visit to the cabin and we loved it! The back screened in porch is perfect for sitting and relaxing. The location is great if you are seeking relaxation, there are other cabins nearby but it was very quiet. The cabin was very clean when we arrived. We will be back!"
Cabin at Sleepy Creek - Charming Cabin
Cannon Cliffside River Retreat- FREE WIFI
Full kitchen, +dishwasher with servery breakfast nook connected to dining area

Cannon Cliffside River Retreat- FREE WIFI

10.0 out of 10, Exceptional, (20)
"Wonderful home with beautiful surroundings "
Cannon Cliffside River Retreat- FREE WIFI
Trailblazer Lodge- A Breathtaking Overlook

Trailblazer Lodge- A Breathtaking Overlook

2.0 star property
10.0 out of 10, Exceptional, (4)
"We had a great time at this rental. Thank you."
Trailblazer Lodge- A Breathtaking Overlook
The Outlook - A Majestic View!

The Outlook - A Majestic View!

9.6 out of 10, Exceptional, (61)
"This is our second time staying at The Outlook this year. As before we were greeted by deer on the property. They didn't seem bothered by us at all. The cabin was sparkling clean and linens and towels were made up and ready. The view across the valley was wonderful with the trees changing into their fall colors. The kitchen was fully stocked with all of the utensils we would need to make dinner. We stayed for two full days and didn't run out of things to do. We hiked in Cacapon State Park and...
The Outlook - A Majestic View!
A Cozy Historic Getaway!

A Cozy Historic Getaway!

10.0 out of 10, Exceptional, (1)
"We enjoyed the home and appreciated efforts by property managers to make our stay more comfortable. "
A Cozy Historic Getaway!
The Barndominium at Berkeley Ridge - Book your Fall or Winter getaway!
What you see is what you get to explore.

The Barndominium at Berkeley Ridge - Book your Fall or Winter getaway!

10.0 out of 10, Exceptional, (42)
"Chris gave us a very detailed orientation of the property and features. You guys have thought of everything and our stay couldn’t have been better. The Barndominium is beautiful, extremely clean, peaceful, and very comfortable. We enjoyed watching the deer in the evenings and star gazing at night. The property is awesome! Thank you for allowing dogs to be part of the vacation."
The Barndominium at Berkeley Ridge - Book your Fall or Winter getaway!
Oldtown Guesthouse
Living area

Oldtown Guesthouse

10.0 out of 10, Exceptional, (16)
"We greatly enjoyed our time at the Old Town Guesthouse! The owner was extremely responsive and generous. The homemade cookies were a great touch! We had to reschedule our trip at the last minute and she was so understanding and helped us find another time to visit and add a night to our trip! Not only was the customer support excellent, but the space was beautiful, clean, well maintained, and well stocked with everything you could possibly need! The location might not be for everyone since it's...
The price is AED 386
AED 689 total
includes taxes & fees
5 Feb - 6 Feb
Oldtown Guesthouse
Broadway Cottage - Convenient location!

Broadway Cottage - Convenient location!

10.0 out of 10, Exceptional, (1)
"We had a wonderful visit for Memorial Day weekend. The house is wonderful with updated bathrooms, kitchen, W/D and even a fire pit and hot tub. Pretty much everything you need, can “unplug” if you want but we did have enough Wi-Fi for what we wanted to do. Great location, a short walk to Berkeley Springs park and pools and lots of kitschy fun shops. Several good eating places nearby and stores are convenient if you forget something. Cacapon SP a short drive away and also movies, bowling,...
Broadway Cottage - Convenient location!
Knit Inn..
Living area

Knit Inn..

9.4 out of 10, Exceptional, (3)
"We thoroughly enjoyed our stay at the Knit Inn. It was very well- decorated and well-stocked. Our only complaint was the floors were a bit dirty; we decided to keep our shoes on during our stay. But the bedding, towels, counters, etc were all very clean!"
The price is AED 1,396
AED 2,106 total
includes taxes & fees
3 Feb - 4 Feb
Knit Inn..
Little cute house close to C&O canal
Living room

Little cute house close to C&O canal

8.4 out of 10, Very Good, (6)
"We helped the owner resolve the double booking. I only wish he had taken responsibility for the mistake and not blamed the app. I am grateful for the other travelers who gave up their reservation and went looking for somewhere else to stay."
The price is AED 257
AED 545 total
includes taxes & fees
7 Feb - 8 Feb
Little cute house close to C&O canal
Exclusive 5 STAR Mountain Lodge with Unmatched Hospitality and endless Amenities
Living area

Exclusive 5 STAR Mountain Lodge with Unmatched Hospitality and endless Amenities

10.0 out of 10, Exceptional, (33)
"Very pretty although I didn't feel the property was good for children. No playing room and you always had to leave the property for the kids."
The price is AED 1,487
AED 3,314 total
includes taxes & fees
3 Feb - 4 Feb
Exclusive 5 STAR Mountain Lodge with Unmatched Hospitality and endless Amenities
Full home near C&O & Polar Express! Perfect for bikers or families!
Room

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

9.8 out of 10, Exceptional, (9)
"This property was perfect for a low-key one-night stay with a small group of adults. We were easily able to walk downtown for dinner and the house was comfortable and well-furnished to hang out and get a good night's sleep. The backyard is also very nice - I just wish it hadn't been raining! Some of the bedroom and bathroom doors don't latch all the way, but that was not a problem for us."
The price is AED 551
AED 923 total
includes taxes & fees
3 Feb - 4 Feb
Full home near C&O & Polar Express! Perfect for bikers or families!
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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Other property types in Oldtown

Spectacular couples retreat, private wooded location, pet friendly, WiFi
Snuggle & relax in this well-appointed wooded cabin couple's getaway retreat.

Spectacular couples retreat, private wooded location, pet friendly, WiFi

10.0 out of 10, Exceptional, (137)
"Repeat stay. We love this property. The location, the lodge, the amenities, the attention to detail, the welcomeness of the host…it has it all! Accommodating, flexible, helpful and a beautiful location. We love it. "
Spectacular couples retreat, private wooded location, pet friendly, WiFi
Perched in the Trees, Very Private, Screened in Porch with view
Property grounds

Perched in the Trees, Very Private, Screened in Porch with view

10.0 out of 10, Exceptional, (132)
"This place was an amazing experience. The view was awesome in the morning. Very cool place and the host were easy to work with. "
The price is AED 349
AED 642 total
includes taxes & fees
6 Feb - 7 Feb
Perched in the Trees, Very Private, Screened in Porch with view
Dreamtime - Modern A-frame Cabin w/ Hot tub
Outdoor dining

Dreamtime - Modern A-frame Cabin w/ Hot tub

10.0 out of 10, Exceptional, (34)
"The cabin was in a beautiful community and setting with a fabulous outdoor area facing the woods. Many amenities in the home that made our stay easy with nicely renovated interior. Owner was very willing and able to offer help with anything and was receptive to feedback. Thank you!"
The price is AED 1,098
AED 1,378 total
includes taxes & fees
19 Feb - 20 Feb
Dreamtime - Modern A-frame Cabin w/ Hot tub
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.