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Oldtown Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Oldtown vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful property and house. Very clean and comfortable."
United States
Don B.
The price is AED 441
AED 759 total
includes taxes & fees
20 Aug - 21 Aug
Oldtown Guesthouse
Cabin, 1 Queen Bed, Mountain View | Pillowtop beds, WiFi (free), bed sheets

2. Canal Cabins

Canal Cabins
3.0 star property
Paw Paw
9.8 out of 10, Exceptional, (17 reviews)
"A great place for a nice getaway. The place is well tailored for the cyclists."
United States
Nebojsa
The price is AED 511
AED 578 total
includes taxes & fees
4 Sep - 5 Sep
Canal Cabins
Interior

3. 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, (119 reviews)
"We had a very relaxing stay! Loved the hot tub and the fireplace!"
United States
Jeanelle B.
The price is AED 680
AED 1,184 total
includes taxes & fees
17 Aug - 18 Aug
Secluded, romantic cabin with hot tub on 12 acres of woodland.
2 bedrooms, WiFi (free), bed sheets

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 AED 298
AED 731 total
includes taxes & fees
24 Aug - 25 Aug
Primitive Cozy Tiny Cabin with Starlink internet
Property grounds

5. 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 AED 514
AED 687 total
includes taxes & fees
17 Aug - 18 Aug
Charming Cottage on 15 Acre Farm near Romney, WV
Pool

6. BIG D's POND & North Branch of the Potomac river Camping.

BIG D's POND & North Branch of the Potomac river Camping.
Cumberland
10.0 out of 10, Exceptional, (3 reviews)
"Big D'S Pond is beautiful and the owner, is very kind and helpful. We had an amazing time!"
United States
Mary G.
The price is AED 228
AED 417 total
includes taxes & fees
16 Aug - 17 Aug
BIG D's POND & North Branch of the Potomac river Camping.
Property grounds

7. 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, (46 reviews)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
The price is AED 441
AED 709 total
includes taxes & fees
17 Aug - 18 Aug
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Outdoor dining

8. 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 AED 525
AED 1,240 total
includes taxes & fees
31 Aug - 1 Sep
Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit
Property grounds

9. 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 AED 459
AED 633 total
includes taxes & fees
10 Sep - 11 Sep
Private cabin with two double beds (sleep 4)
Coffee/tea maker, fridge, microwave, oven

10. 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 AED 500
AED 1,063 total
includes taxes & fees
16 Aug - 17 Aug
Log Cabin w Loft, Grill, Deck, Fire Pit, & WiFi
Terrace/patio

11. 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, (59 reviews)
"Host was very polite and helpful!"
United States
Quintin
The price is AED 441
AED 646 total
includes taxes & fees
20 Aug - 21 Aug
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
Fireplace, stereo, offices

12. Waterfront cabin w/ workspace & BBQ grill

Waterfront cabin w/ workspace & BBQ grill
Paw Paw
9.8 out of 10, Exceptional, (21 reviews)
"Beautiful view of the river. "
United States
Doreen K.
The price is AED 675
AED 1,467 total
includes taxes & fees
31 Aug - 1 Sep
Waterfront cabin w/ workspace & BBQ grill
Beach

13. Fox Burrow @ Timber Ridge Retreat

Fox Burrow @ Timber Ridge Retreat
Berkeley Springs
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 333
AED 823 total
includes taxes & fees
17 Aug - 18 Aug
Fox Burrow @ Timber Ridge Retreat
TV, fireplace

14. 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, (9 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 AED 677
AED 1,425 total
includes taxes & fees
16 Aug - 17 Aug
Upscale w Fireplace, Fire Pit, Games in Gated Comm
Coffee/tea maker, fridge, microwave, oven

15. 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 AED 569
AED 734 total
includes taxes & fees
15 Aug - 16 Aug
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
Exterior

16. Private cabin with two full beds. ADA accessible.

Private cabin with two full beds. ADA accessible.
Flintstone
10.0 out of 10, Exceptional, (7 reviews)
"This cabin has all the necessities, is in a great location and is clean and well maintained. Absolutely perfect for a couple and close to lots of outdoor activities! Will absolutely stay here in the future."
United States
Leah I.
The price is AED 459
AED 633 total
includes taxes & fees
10 Sep - 11 Sep
Private cabin with two full beds. ADA accessible.
Interior

17. The Suite On Smallwood

The Suite On Smallwood
Cumberland
9.8 out of 10, Exceptional, (6 reviews)
"Perfect accommodation for our party. Great coffee bar and television selection. Very clean."
United States
Thomas
The price is AED 588
AED 802 total
includes taxes & fees
16 Aug - 17 Aug
The Suite On Smallwood
Property grounds

18. Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Berkeley Springs
8.8 out of 10, Excellent, (26 reviews)
"Clean cozy room, functional kitchen and the host was communicative! "
United States
Carrie S.
The price is AED 313
AED 769 total
includes taxes & fees
17 Aug - 18 Aug
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Smart TV, fireplace, video games, DVD player

19. 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, (86 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.
The price is AED 479
AED 1,265 total
includes taxes & fees
25 Aug - 26 Aug
Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.
Exterior

20. Private cabin with two double beds (sleeps 4)

Private cabin with two double beds (sleeps 4)
Flintstone
9.6 out of 10, Exceptional, (4 reviews)
"Cute, clean cabins conveniently located to highway and nearby Cumberland. Nice stay!"
United States
Amy R.
The price is AED 448
AED 622 total
includes taxes & fees
16 Aug - 17 Aug
Private cabin with two double beds (sleeps 4)
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

Best Western Braddock Inn

Best Western Braddock Inn

10/10 Excellent
"Very clean room,very nice staff,breakfast very good,air conditioning fair."
David 1-night trip
Posted 2 hours ago
Best Western Braddock Inn

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?

Cannon Cliffside River Retreat- FREE WIFI: This vacation home near Oldtown is located on a river and has a fireplace, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub.

What’s there to see and do in Oldtown?

While you're exploring the area, Potomac River and Lake Habeeb Beaches are a couple of picturesque spots to get outside and enjoy nature. Chesapeake and Ohio Canal and Paw Paw Tunnel 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.