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Oldtown Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Oldtown vacation rentals

Coffee/tea maker, fridge, microwave, oven

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (34 reviews)
"Everything was amazing. Fresh cookies and flowers decorated the house. Beautiful location. Nice spot to pack and turn around a big truck."
United States
Joshua E.
The price is ￥18,840
￥32,648 total
includes taxes & fees
Aug 2 - Aug 3
Oldtown Guesthouse
Cabin, 1 Queen Bed, Mountain View | Pillowtop beds, WiFi (free), bed sheets

Canal Cabins

Canal Cabins
3.0 star property
Paw Paw
9.8 out of 10, Exceptional, (16 reviews)
"A great place for a nice getaway. The place is well tailored for the cyclists."
United States
Nebojsa
The price is ￥22,333
￥25,237 total
includes taxes & fees
Jul 29 - Jul 30
Canal Cabins
Interior

Secluded, romantic cabin with hot tub on 12 acres of woodland.

Secluded, romantic cabin with hot tub on 12 acres of woodland.
Cumberland
10.0 out of 10, Exceptional, (117 reviews)
"We had a very relaxing stay! Loved the hot tub and the fireplace!"
United States
Jeanelle B.
The price is ￥30,350
￥52,297 total
includes taxes & fees
Aug 4 - Aug 5
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Outdoor dining

Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit

Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit
Springfield
10.0 out of 10, Exceptional, (40 reviews)
"Excellent stay at this cabin, extremely clean, smooth check in and out process, and all amenities were available plus a well stocked kitchen. Highly recommended stay for a nice quiet getaway. "
United States
Alex K.
The price is ￥24,738
￥56,085 total
includes taxes & fees
Aug 2 - Aug 3
Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit
Property grounds

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, (16 reviews)
"Was a wonderful cabin, plan to go back every year"
United States
Ken H.
The price is ￥22,936
￥30,629 total
includes taxes & fees
Aug 3 - Aug 4
Charming Cottage on 15 Acre Farm near Romney, WV
Property grounds

Private cabin with two double beds (sleep 4)

Private cabin with two double beds (sleep 4)
Flintstone
10.0 out of 10, Exceptional, (6 reviews)
"Weve stayed here before, enroute to visit family in Maryland. The cabins are very amply large, with modern ammenities. The beds were comfy, eating area was clean and spacious, with even a well thought out large front porch, with a rocking chair to enjoy the serenity of the distant mountains. We'll be back!"
Canada
Karl
The price is ￥19,987
￥27,584 total
includes taxes & fees
Jul 28 - Jul 29
Private cabin with two double beds (sleep 4)
2 bedrooms, WiFi (free), bed sheets

Primitive Cozy Tiny Cabin with Starlink internet

Primitive Cozy Tiny Cabin with Starlink internet
Great Cacapon
10.0 out of 10, Exceptional, (12 reviews)
"Always a great stay. Peaceful and plenty to explore. We cant wait to come back!"
United States
Anthony A.
The price is ￥12,386
￥31,282 total
includes taxes & fees
Jul 28 - Jul 29
Primitive Cozy Tiny Cabin with Starlink internet
Terrace/patio

Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
Cumberland
10.0 out of 10, Exceptional, (58 reviews)
"Host was very polite and helpful!"
United States
Quintin
The price is ￥19,660
￥28,828 total
includes taxes & fees
Jul 28 - Jul 29
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
Interior

The Suite On Smallwood

The Suite On Smallwood
Cumberland
9.6 out of 10, Exceptional, (4 reviews)
"Perfect accommodation for our party. Great coffee bar and television selection. Very clean."
United States
Thomas
The price is ￥26,213
￥31,606 total
includes taxes & fees
Jul 29 - Jul 30
The Suite On Smallwood
Interior

River Cabin w/hot tub, fire pit, deck, games, wifi

River Cabin w/hot tub, fire pit, deck, games, wifi
Great Cacapon
9.4 out of 10, Exceptional, (202 reviews)
"Really enjoyed all of the peaceful nature around the cabin and the screened in porch! Would stay here again "
United States
Marykate S.
The price is ￥33,513
￥69,054 total
includes taxes & fees
Aug 3 - Aug 4
River Cabin w/hot tub, fire pit, deck, games, wifi
Property grounds

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, (42 reviews)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
The price is ￥19,660
￥31,433 total
includes taxes & fees
Aug 17 - Aug 18
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
TV, fireplace

Upscale w Fireplace, Fire Pit, Games in Gated Comm

Upscale w Fireplace, Fire Pit, Games in Gated Comm
Paw Paw
9.8 out of 10, Exceptional, (8 reviews)
"Loved our stay overall. Beautiful decor, cozy and remote location. Great communication with host as well. Perfect spot to get away from the hustle and stresses of daily work life. "
United States
Jella S.
The price is ￥30,210
￥62,694 total
includes taxes & fees
Aug 3 - Aug 4
Upscale w Fireplace, Fire Pit, Games in Gated Comm
TV

Stunning Mountain Views w/Deck & Grill on 5 Acres!

Stunning Mountain Views w/Deck & Grill on 5 Acres!
Slanesville
9.0 out of 10, Wonderful, (2 reviews)
"Very remote location- having a 4WD was helpful. Place was clean- no spiders or webs. The rental company was easy to communicate with. Would have been nice to have a space heater as the available heating is insufficient. Mattresses are a hard foam (some people may prefer this, but I was up all night). Much of the place has been renovated, but more is necessary. My adult daughter enjoyed our one night stay."
United States
Naghma H.
The price is ￥26,357
￥57,907 total
includes taxes & fees
Jul 29 - Jul 30
Stunning Mountain Views w/Deck & Grill on 5 Acres!
Game room

Run away to the mountains of WV! Peaceful country home is waiting for you!

Run away to the mountains of WV! Peaceful country home is waiting for you!
Springfield
9.8 out of 10, Exceptional, (56 reviews)
"Fantastic WV getaway! Place was lovely - well accommodated kitchen and lovely private property. Would come back!"
United States
Mike S.
The price is ￥33,176
￥57,171 total
includes taxes & fees
Jul 31 - Aug 1
Run away to the mountains of WV! Peaceful country home is waiting for you!
Exterior

Log Cabin w Loft, Grill, Deck, Fire Pit, & WiFi

Log Cabin w Loft, Grill, Deck, Fire Pit, & WiFi
Great Cacapon
9.0 out of 10, Wonderful, (30 reviews)
"Great stay will do again hot tub was very nice. The bed was super comfy "
United States
michael t.
The price is ￥22,320
￥46,718 total
includes taxes & fees
Jul 28 - Jul 29
Log Cabin w Loft, Grill, Deck, Fire Pit, & WiFi
Coffee/tea maker, fridge, microwave, oven

Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
Cumberland
10.0 out of 10, Exceptional, (8 reviews)
"Easy walk into town and the train station."
United States
Kathy M.
The price is ￥25,770
￥32,851 total
includes taxes & fees
Jul 28 - Jul 29
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
2 bedrooms, iron/ironing board, WiFi, bed sheets

Tiny Cabin w Fire Pit Game Room and Dog Friendly

Tiny Cabin w Fire Pit Game Room and Dog Friendly
Great Cacapon
10.0 out of 10, Exceptional, (4 reviews)
"Lovely little cabin, everything we needed for a short weekend stay. Very cozy and comfortable. "
United States
Abigail G.
The price is ￥24,339
￥45,109 total
includes taxes & fees
Jul 28 - Jul 29
Tiny Cabin w Fire Pit Game Room and Dog Friendly
Smart TV, fireplace, video games, DVD player

Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.

Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.
Cross Junction
9.6 out of 10, Exceptional, (84 reviews)
"The cabin was very cozy and we loved how rustic it felt. "
United States
Ryan
The price is ￥19,610
￥53,554 total
includes taxes & fees
Aug 2 - Aug 3
Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.
Interior

Hot Tub, Fire Pit, Deck, Screened Porch & More

Hot Tub, Fire Pit, Deck, Screened Porch & More
Berkeley Springs
10.0 out of 10, Exceptional, (5 reviews)
"My wife, our little family member dog Faith and I had a great time. We enjoyed the cabin a lot. The peace and quiet, cook outs on the beautiful deck, screened in porch, hot tub and the little town. Great get away! Plus, Tony from VRBO was an excellent host. Big help and quick communication response. We'll be back! :)"
United States
Fredrick C.
The price is ￥36,816
￥67,380 total
includes taxes & fees
Aug 4 - Aug 5
Hot Tub, Fire Pit, Deck, Screened Porch & More
Exterior

Historic chalet w/ porch & BBQ grill

Historic chalet w/ porch & BBQ grill
Capon Bridge
10.0 out of 10, Exceptional, (1 review)
"Comfortable, sheets were outstanding! Host was very accommodating and answered questions right away. Could use a little more lighting, stairs were dark. "
United States
Linda C.
The price is ￥29,000
￥52,972 total
includes taxes & fees
Jul 28 - Jul 29
Historic chalet w/ porch & BBQ grill
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

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

10/10 Excellent
"Staff was friendly , Thank you Lisa!"
Rezwan 1-night trip
Posted 2 hours ago
Rocky Gap Casino & Resort

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:

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

Frequently asked questions

Can I find vacation rentals in Oldtown?

Yes, we have vacation rentals close to well known sights in Oldtown, or you can choose a more secluded option if you're looking for a relaxing stay. Oldtown is known for its parks.

What's the top vacation rental that Oldtown has to offer?

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi: This vacation home near Oldtown is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Oldtown?

Explore the area and family-friendly sights such as Tri-State Zoological Park, or get out into nature at a spot like Potomac River. Paw Paw Tunnel and Chesapeake and Ohio Canal are a couple of places you'll find in the larger area.

What’s a vacation rental in Oldtown like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Oldtown. Vacation rentals feature amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips.