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Oldtown Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Oldtown vacation rentals

A modern kitchen with stainless steel appliances, white cabinetry, and a window with a view of the outdoors.

1. Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (36 reviews)
"Beautiful property and house. Very clean and comfortable."
United States
Don B.
The price is AED 496
AED 814 total
includes taxes & fees
1 Nov - 2 Nov
Oldtown Guesthouse
A bed with a dark quilted cover, two beige pillows, and a headboard with two wall-mounted lamps.

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 516
AED 583 total
includes taxes & fees
2 Oct - 3 Oct
Canal Cabins
A grassy field with a wooden fence and trees in the background.

3. 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, (18 reviews)
"The tiny house was very clean, we were able to message the host easily."
United States
Brenda B.
The price is AED 514
AED 691 total
includes taxes & fees
18 Oct - 19 Oct
Charming Cottage on 15 Acre Farm near Romney, WV
A kitchen with white tiled backsplash, wooden shelves holding glassware, and a coffee maker on the counter.

4. 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, (122 reviews)
"Everything we expected and more. Visited relatively early in the Spring so we're coming back in June to make better use of outdoor dining, etc. The cabin was super cozy and we made full use of the hot tub and fireplace. We really enjoyed our stay."
United States
Steven H.
The price is AED 900
AED 1,454 total
includes taxes & fees
12 Oct - 13 Oct
Secluded, romantic cabin with hot tub on 12 acres of woodland.
A covered patio with a table and chairs, a hanging basket, and a satellite dish.

5. 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, (63 reviews)
"Host was very polite and helpful!"
United States
Quintin
The price is AED 441
AED 642 total
includes taxes & fees
2 Oct - 3 Oct
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
A garden with a variety of flowers and plants, a wooden structure, and a white fence.

6. 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, (51 reviews)
"The house was very clean and the view from the deck was spectacular."
United States
Toni R.
The price is AED 441
AED 709 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
A staircase with carpeted steps, a white door, and a wall-mounted bulletin board.

7. The Suite On Smallwood

The Suite On Smallwood
Cumberland
9.8 out of 10, Exceptional, (10 reviews)
"Perfect accommodation for our party. Great coffee bar and television selection. Very clean."
United States
Thomas
The price is AED 514
AED 705 total
includes taxes & fees
19 Oct - 20 Oct
The Suite On Smallwood
An outdoor wooden deck with seating, a large tree, and a glass-enclosed room with a bench.

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, (45 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 1,224 total
includes taxes & fees
6 Oct - 7 Oct
Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit
A living room with a brown leather sofa, a blue couch with patterned pillows, a coffee table, and a wooden floor.

9. Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!

Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!
Cumberland
9.8 out of 10, Exceptional, (17 reviews)
"Lovely place! "
United States
Courtney N.
The price is AED 551
AED 714 total
includes taxes & fees
2 Oct - 3 Oct
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!
A kitchen with wooden cabinets, a refrigerator, a sink, and a glass-top island with a stool.

10. 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, (11 reviews)
"Easy walk into town and the train station."
United States
Kathy M.
The price is AED 569
AED 726 total
includes taxes & fees
18 Oct - 19 Oct
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
A rustic log cabin with a green roof, a porch with outdoor seating, and a sign indicating an office entrance.

11. 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 411
AED 582 total
includes taxes & fees
4 Oct - 5 Oct
Private cabin with two full beds. ADA accessible.
A high-ceilinged room with large windows, a wooden interior, a sofa, a coffee table, and a fireplace.

12. 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 1,406 total
includes taxes & fees
12 Oct - 13 Oct
Upscale w Fireplace, Fire Pit, Games in Gated Comm
A wooden staircase leading to a deck overlooking a forested valley with hills in the background.

13. 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 780
AED 1,579 total
includes taxes & fees
14 Oct - 15 Oct
Waterfront cabin w/ workspace & BBQ grill

14. Serene Riverfront Cabin Haven near South Branch Potomac River in West Virginia

Serene Riverfront Cabin Haven near South Branch Potomac River in West Virginia
Springfield
The price is AED 1,252
AED 1,510 total
includes taxes & fees
4 Oct - 5 Oct
Serene Riverfront Cabin Haven near South Branch Potomac River in West Virginia
A small attic bedroom with a sloped ceiling, a single bed, and a window.

15. Primitive Cozy Tiny Cabin with Starlink internet

Primitive Cozy Tiny Cabin with Starlink internet
Great Cacapon
9.4 out of 10, Exceptional, (14 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 720 total
includes taxes & fees
6 Oct - 7 Oct
Primitive Cozy Tiny Cabin with Starlink internet
A cabin with a deck, surrounded by trees and a fire pit.

16. 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, (32 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 1,047 total
includes taxes & fees
4 Oct - 5 Oct
Log Cabin w Loft, Grill, Deck, Fire Pit, & WiFi
A two-story building with a green exterior, a black front door, and a small balcony with a metal railing.

17. 5 minute walk to downtown. Cozy family sized home with everything you need.

5 minute walk to downtown. Cozy family sized home with everything you need.
Frostburg
9.4 out of 10, Exceptional, (33 reviews)
"Lovely place, had all we needed for a comfortable stay. Thanks!"
United States
Molly M.
The price is AED 422
AED 835 total
includes taxes & fees
4 Oct - 5 Oct
5 minute walk to downtown. Cozy family sized home with everything you need.
A wooden cabin with a dining area, seating, and a view of the landscape.

18. Mountain chalet w/ hot tub & private balcony

Mountain chalet w/ hot tub & private balcony
Augusta
9.6 out of 10, Exceptional, (15 reviews)
"Had a great time, place was clean. The hot tub was clean, beautiful views the heating and air air-conditioning all worked great. The bed upstairs is a little uncomfortable. The cabin was stocked with pretty much everything we needed with paper towel towels, soap, towel, towels, hair dryer, shampoo, conditioner, body wash. The deck view was spectacular. Didn’t get to use the fire pit, but it was very nice definitely would rent again."
United States
Heather D.
The price is AED 710
AED 1,310 total
includes taxes & fees
15 Oct - 16 Oct
Mountain chalet w/ hot tub & private balcony
A deck with a white railing, a table, and a view of a forested landscape.

19. Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale

Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale
La Vale
9.2 out of 10, Wonderful, (5 reviews)
"The host was very responsive and accessible. The house is freshly updated and uncluttered. The beds and pillows are comfortable. The view is lovely. The showers are small but manageable and there is no washing machine or dryer at this property. Overall it is a nice place and met our need for sleeping and making breakfast. We will very likely stay here again when we are in the area visiting family."
United States
TRINA P.
The price is AED 661
AED 798 total
includes taxes & fees
5 Oct - 6 Oct
Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale
A wooden cabin with a deck, large windows, and a fireplace.

20. Hot Tub, Deck, Grill, Fire Pit, Game Room & WiFi

Hot Tub, Deck, Grill, Fire Pit, Game Room & WiFi
Great Cacapon
10.0 out of 10, Exceptional, (3 reviews)
"This home was amazing and just the getaway we needed. Thank you for the great hospitality!"
United States
Virginia P.
Hot Tub, Deck, Grill, Fire Pit, Game Room & WiFi
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

8/10 Good
"."
Jason 2-night trip
Posted 11 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?

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?

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.