Photo by Kayla Berry

Oldtown Holiday Rentals

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Holiday Rentals in Oldtown

Oldtown Guesthouse

10.0 out of 10, Exceptional, (23)
"Very clean and charming."
The price is NZ$309
includes taxes & fees
16 July - 17 July
Oldtown Guesthouse

Canal Cabins

3.0 star property
10.0 out of 10, Exceptional, (3)
"All was expected. Nice Cabins"
The price is NZ$228
includes taxes & fees
16 July - 17 July
Canal Cabins

Dreamtime - Modern A-frame Cabin w/ Hot tub

10.0 out of 10, Exceptional, (41)
"We stayed here for our anniversary and had a great time. Hosts were very responsive when we had a question about the hot tub, "
Dreamtime - Modern A-frame Cabin w/ Hot tub

Perched in the Trees, Very Private, Screened in Porch with view

10.0 out of 10, Exceptional, (149)
"We loved staying here with our pup! The privacy was just what we needed living in the Maryland state capital right outside our nations capital. The quiet and seclusion gave us time to think and our dog a place to be a dog. We hope to come back to the good vibes soon..."
The price is NZ$274
includes taxes & fees
24 July - 25 July
Perched in the Trees, Very Private, Screened in Porch with view

Charming mountaintop cabin with hot tub, pool table, and breathtaking views

9.8 out of 10, Exceptional, (206)
"My wife and I had a great time exploring the surrounding area and had a wonderful time relaxing in the cabin. It was very clean!"
Charming mountaintop cabin with hot tub, pool table, and breathtaking views

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

2.0 star property
10.0 out of 10, Exceptional, (25)
"Very well appointed property. Lovely view. Looking forward to a future trip back!"
The price is NZ$562
includes taxes & fees
6 Aug - 7 Aug
Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit

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

10.0 out of 10, Exceptional, (97)
"The cabin in the woods was an absolutely stunning, quiet, romantic retreat. "
The price is NZ$531
includes taxes & fees
15 July - 16 July
Secluded, romantic cabin with hot tub on 12 acres of woodland.

★Cabin: Pet/Family Friendly, Hot Tub, Large Deck★

9.8 out of 10, Exceptional, (42)
"Nice and large property. Great for 5 people. "
★Cabin: Pet/Family Friendly, Hot Tub, Large Deck★

Modern Cabin w Hot Tub, Wifi & Huge Deck!

10.0 out of 10, Exceptional, (7)
"Tiny house, just adorable! Clean and bright. Wrap around porch & hot tub were wonderful. We will definitely look ti book again!"
The price is NZ$417
includes taxes & fees
15 July - 16 July
Modern Cabin w Hot Tub, Wifi & Huge Deck!

Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

9.2 out of 10, Wonderful, (7)
"The cabin was peaceful and relaxing. Modern decor and nice outdoor amenities on the property. We enjoyed our stay."
The price is NZ$460
includes taxes & fees
23 July - 24 July
Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

Private Log Cabin - Hot Tub, NEW SatelliteWi-Fi, Fireplace, Sm Pet Considered

9.8 out of 10, Exceptional, (119)
"Peaceful, quiet, remote retreat. Enjoyed the hot tub and the beds were comfy. Walked around town and bought some treasures from the antique stores. Would recommend and will stay again."
Private Log Cabin - Hot Tub, NEW SatelliteWi-Fi, Fireplace, Sm Pet Considered

Private, light filled retreat space... with your own pickleball court!

10.0 out of 10, Exceptional, (37)
"Beautiful vacation home situated on a picturesque landscape. Peaceful and quiet, it's everything you would hope for as a get-away. The owners are so very kind and helpful with anything you may need. Would definitely stay here again, and give my highest recommendation to other fellow travelers."
Private, light filled retreat space... with your own pickleball court!

Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.

9.8 out of 10, Exceptional, (273)
"Very nice stay. We used the fire pit and hot tub and enjoyed both. Excellent location close to cacapon, we ended up hiking and doing the clay shooting. The cabin itself was very nice, cozy, and clean. "
The price is NZ$604
includes taxes & fees
15 July - 16 July
Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.

Full home near C&O! Perfect for bikers or families!

10.0 out of 10, Exceptional, (11)
"We were very impressed with this location. It is in a beautiful section of town and close to town. It was everything we could ask for for our family of 5."
The price is NZ$386
includes taxes & fees
16 July - 17 July
Full home near C&O! Perfect for bikers or families!

Authentic Log Cabin Getaway w/Private Hot Tub

10.0 out of 10, Exceptional, (71)
"Close to hiking and golf. "
Authentic Log Cabin Getaway w/Private Hot Tub

Wow! Look @ That View! Sleeps 7, cabin with AC, Wifi, lots of games.

10.0 out of 10, Exceptional, (13)
"Cozy cabin, fabulous design, incredible views, and delightful hosts. "
Wow! Look @ That View! Sleeps 7, cabin with AC, Wifi, lots of games.

Romantic, rustic, private A-frame chalet tucked in the woods - 4 miles to town!

8.8 out of 10, Excellent, (43)
"We had a wonderful stay on a wonderful property for our first trip as a family of 3 with our one year old! We would highly recommend this resort and cabin and would visit again any day! It was warm, cozy, and the staff were above and beyond friendly and accommodating "
Romantic, rustic, private A-frame chalet tucked in the woods - 4 miles to town!

Breathtaking! 5 Acre Private Riverfront Cabin in the Mountains!

9.8 out of 10, Exceptional, (53)
"Great place for our college friends to fish & enjoy nature (& have a laugh or 2)"
Breathtaking! 5 Acre Private Riverfront Cabin in the Mountains!

Hidden Gem in the woods with hot tub

9.6 out of 10, Exceptional, (78)
"Beautiful location and great little cabin "
Hidden Gem in the woods with hot tub

Couples Cabin - 5 Mi to DT Berkeley Springs!

10.0 out of 10, Exceptional, (75)
"We had the best time staying at the carriage house. The accommodations were top notch and the host thought of everything that you could need, plus a couple extras!!!! Host was easy to contact with any questions, and there was sooo much to do!!!!!"
Couples Cabin - 5 Mi to DT Berkeley Springs!
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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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?

Oldtown Guesthouse: This highly rated holiday home rental in Oldtown offers a patio, a selection of books and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What’s there to see and do in Oldtown?

Potomac River and Chesapeake and Ohio Canal National Historical Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Paw Paw Tunnel and Chesapeake and Ohio Canal.

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.