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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.
$186 nightly
The price is $197
Aug 2 - Aug 3
Total with taxes and fees
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
$135 nightly
The price is $153
Aug 14 - Aug 15
Total with taxes and fees
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.
$282 nightly
The price is $319
Aug 5 - Aug 6
Total with taxes and fees
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.
$340 nightly
The price is $342
Aug 2 - Aug 3
Total with taxes and fees
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.
$168 nightly
The price is $187
Aug 3 - Aug 4
Total with taxes and fees
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
$167 nightly
The price is $168
Aug 2 - Aug 3
Total with taxes and fees
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.
$174 nightly
The price is $193
Aug 3 - Aug 4
Total with taxes and fees
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
$165 nightly
The price is $175
Jul 30 - Jul 31
Total with taxes and fees
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
$180 nightly
The price is $191
Aug 2 - Aug 3
Total with taxes and fees
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.
$406 nightly
The price is $441
Aug 2 - Aug 3
Total with taxes and fees
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.
$180 nightly
The price is $191
Aug 8 - Aug 9
Total with taxes and fees
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.
$353 nightly
The price is $383
Aug 3 - Aug 4
Total with taxes and fees
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.
$327 nightly
The price is $353
Jul 30 - Jul 31
Total with taxes and fees
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.
$314 nightly
The price is $349
Jul 31 - Aug 1
Total with taxes and fees
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.
$265 nightly
The price is $285
Aug 2 - Aug 3
Total with taxes and fees
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.
$177 nightly
The price is $201
Jul 31 - Aug 1
Total with taxes and fees
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, (5 reviews)
"Lovely little cabin, everything we needed for a short weekend stay. Very cozy and comfortable. "
United States
Abigail G.
$257 nightly
The price is $275
Aug 2 - Aug 3
Total with taxes and fees
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 best, peaceful, fun, ATV wheeling, target practice, grilling, great kitchen supplies and plenty of space for the family Would stay again"
United States
Lisa G.
$293 nightly
The price is $326
Aug 2 - Aug 3
Total with taxes and fees
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.
$372 nightly
The price is $403
Aug 18 - Aug 19
Total with taxes and fees
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.
$300 nightly
The price is $323
Jul 30 - Jul 31
Total with taxes and fees
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

Comfort Inn & Suites LaVale - Cumberland

Comfort Inn & Suites LaVale - Cumberland

10/10 Excellent
"Clean, comfortable, staff helpful"
rhonda 1-night trip
Posted less than an hour ago
Comfort Inn & Suites LaVale - Cumberland

Find out more about Oldtown

Everything you need to know about Oldtown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oldtown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oldtown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oldtown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $153 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oldtown rentals

At Expedia, we put the best Oldtown vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.