Oldtown Holiday Homes from £44: Search Holiday Homes in Oldtown

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Our top choices for Oldtown holiday homes

Coffee/tea maker, fridge, microwave, oven

1. Oldtown Guesthouse

Oldtown

Don B.

includes taxes & fees

24 Aug - 25 Aug

2. Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Cumberland

Larry M.

includes taxes & fees

17 Aug - 18 Aug

3. Country Roads Cottage - Amish Living Reimagined in WV - HOT TUB

Augusta

includes taxes & fees

24 Aug - 25 Aug

4. Sun Valley Overlook A-Frame | Wow Views + Hot Tub

Augusta

Tom H.

3 bedrooms, iron/ironing board, WiFi, bed sheets

5. Cozy Mountain Retreat with Hot Tub & Fire Pit

Great Cacapon

includes taxes & fees

24 Aug - 25 Aug

1 bedroom, iron/ironing board, free WiFi, bed sheets

6. Eddie's Place

Berkeley Springs

Justin O.

includes taxes & fees

15 Aug - 16 Aug

7. The Cowbell - 3-bedroom farmhouse in charming Berkeley Springs

Berkeley Springs

Anne D.

includes taxes & fees

1 Sept - 2 Sept

8. Family-Friendly Cabin – Games, Fire Pit, & Nature!

Berkeley Springs

"We had a family gathering over Christmas and this was the perfect place for us! The house was beautiful! It was clean, spacious, very comfortable and the kitchen had all the things needed to cook meals for a group.The great room (on the main level) was a wonderful place to sit and relax, read or visit and the downstairs was a fantastic place to play games and watch TV. The property is large, wooded, very quiet and private. The house has lots of outdoor space, a nice screened in porch and two...

Christy B.

9. Luxury And Beautiful House With Amazing Mountain View. Perfect For Getaway

Berkeley Spring

Maxine

includes taxes & fees

17 Aug - 18 Aug

10. Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres

Keyser

Cole D.

includes taxes & fees

19 Aug - 20 Aug

11. Modern, family-friendly, nature packed getaway

Berkeley Springs

Annie W.

includes taxes & fees

16 Aug - 17 Aug

12. Renovated Farmhouse located near the C and O Canal

Hancock

Cliff

includes taxes & fees

15 Aug - 16 Aug

13. Penby Cabin- Pet Friendly | Hot Tub | Firepit

Berkeley Springs

scott j.

includes taxes & fees

19 Aug - 20 Aug

14. 5-Min Walk Downtown +Fireplace + Office

Berkeley Springs

"My friend and I rented this home for a girls out weekend. The home was cozy, clean and well accommodated for our needs. Upon arrival we ran into a small setback with an extra lock on the door keeping us from getting in but Heena responded quickly and walked us through how to get it unlocked. I have a very large SUV that took some maneuvering to get into the driveway but im sure smaller vehicles will not have any issues. Highly recommended if you are looking to stay in Berkley Springs. Thank...

Spyder D.

includes taxes & fees

27 Aug - 28 Aug

15. Modern Cabin w Hot Tub & Indoor Pool/Gym Access!

The Woods

Lauren P.

includes taxes & fees

31 Aug - 1 Sept

16. Modern w/ Hot Tub, Grill, WiFi & Resort Access

The Woods

includes taxes & fees

1 Sept - 2 Sept

17. Cozy Chalet & Luxe Domes Retreat w/Stunning Views

Augusta

includes taxes & fees

8 Sept - 9 Sept

18. Knit Inn..

Frostburg

Lori F.

includes taxes & fees

26 Aug - 27 Aug

19. Game Room, FirePit, Screened Porch & Golf Views

The Woods

John M.

includes taxes & fees

3 Sept - 4 Sept

20. Peaceful, spacious farmhouse getaway with views, nature, hiking and biking

Clearville

includes taxes & fees

31 Aug - 1 Sept

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Top Oldtown Hotel Reviews

The Wills Hotel

10/10 Excellent

"We had been traveling for 4 days and this was by far the nicest place we stayed in. The staff are all extremely helpful, especially Caden, the concierge, at the front desk, who gave us good restaurant/ coffee shops recommendations and helped us a lot with directions and parking logistics. The room was beautiful, tasteful decor, very comfortable bed and pillows and two complimentary water bottles awaiting us when we arrived. Nice size small fridge, not filled with drinks like so many places. Gorgeous bathroom with a strong flow of apparently endless hot water. Very large windows with lots of light. This is a renovated historic building on the corner of Baltimore St. which is a historical neighborhood filled with great restaurants, coffee shops, bakeries and an ice cream parlor. We were able to take a self guided walking architectural tour starting at the entrance to the hotel. I would highly recommend this boutique hotel."

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

10/10 Excellent

"I figured by the description that the cabin would have been nice but I was wrong, it was AMAZING! The entire place was spotless, I’m not sure talking about just clean but absolutely spotless, not a speck of dust anywhere, not single cobweb up in the corner somewhere, just really clean! The bed linens and towels were so fresh and nice, like they were brand new! The whole cabin is decorated with so many cool things, the furniture is really high quality, the two stuffed chairs in the living room are super comfortable! The view out the big windows is beautiful, deer every morning running around our there about 6am and again right before dark.The property is silent and pitch dark at night Get up early at least once to enjoy the sun is coming up, The sun rising above the treetops and the mountains for a background is just a reminder as to how amazing nature is!There is plenty of everything in the kitchen, WiFi is strong, cell service is good ! Could go on forever but I’ll stop here other than to say that speaking to Pattie on the phone and online assured me that the host was friendly and helpful, I met her husband Bill a great guy, so easy to talk to.My hat’s off to the person that cleans the cabin, nothing was forgotten, every nook and cranny spotless!Thank you to both hosts for providing excellence! We will tell everyone that if they are staying anywhere near Berkeley Springs to consider staying here, you definitely will love it.Blessings to you.John, Samantha"