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Oldtown Holiday Rentals

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Our top choices for Oldtown holiday rentals

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 AU$291
includes taxes & fees
2 Aug - 3 Aug
Oldtown Guesthouse

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 AU$221
includes taxes & fees
29 July - 30 July
Canal Cabins

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 AU$459
includes taxes & fees
3 Aug - 4 Aug
Secluded, romantic cabin with hot tub on 12 acres of woodland.

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 AU$486
includes taxes & fees
2 Aug - 3 Aug
Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit

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, (15 reviews)
"Was a wonderful cabin, plan to go back every year"
United States
Ken H.
The price is AU$271
includes taxes & fees
3 Aug - 4 Aug
Charming Cottage on 15 Acre Farm near Romney, WV

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 AU$244
includes taxes & fees
28 July - 29 July
Private cabin with two double beds (sleep 4)

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 AU$276
includes taxes & fees
3 Aug - 4 Aug
Primitive Cozy Tiny Cabin with Starlink internet

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 AU$253
includes taxes & fees
28 July - 29 July
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

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 AU$281
includes taxes & fees
28 July - 29 July
The Suite On Smallwood

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 AU$595
includes taxes & fees
3 Aug - 4 Aug
River Cabin w/hot tub, fire pit, deck, games, 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, (42 reviews)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
The price is AU$278
includes taxes & fees
8 Aug - 9 Aug
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

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 AU$537
includes taxes & fees
3 Aug - 4 Aug
Upscale w Fireplace, Fire Pit, Games in Gated Comm

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 AU$503
includes taxes & fees
29 July - 30 July
Stunning Mountain Views w/Deck & Grill on 5 Acres!

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 AU$502
includes taxes & fees
31 July - 1 Aug
Run away to the mountains of WV! Peaceful country home is waiting for you!

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 AU$410
includes taxes & fees
28 July - 29 July
Log Cabin w Loft, Grill, Deck, Fire Pit, & WiFi

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 AU$295
includes taxes & fees
28 July - 29 July
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

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 AU$395
includes taxes & fees
28 July - 29 July
Tiny Cabin w Fire Pit Game Room and Dog Friendly

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 AU$491
includes taxes & fees
16 Aug - 17 Aug
Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.

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 AU$567
includes taxes & fees
4 Aug - 5 Aug
Hot Tub, Fire Pit, Deck, Screened Porch & More

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 AU$462
includes taxes & fees
28 July - 29 July
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

Find out more about Oldtown

Everything you need to know about Oldtown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oldtown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oldtown holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oldtown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oldtown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oldtown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oldtown holiday rentals we have selected for you start as low as AU$221 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oldtown rentals

At Expedia, we put the best Oldtown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oldtown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oldtown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oldtown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi: This holiday home rental outside of Oldtown is equipped with a BBQ, 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 wider area.

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.