Oldtown Holiday Homes from £126: Search Holiday Homes in Oldtown

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Our top choices for Oldtown holiday homes

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

1. Oldtown Guesthouse

Oldtown

Don B.

includes taxes & fees

30 Sept - 1 Oct

A garden with a variety of flowers and plants, a wooden structure, and a white fence.

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

Cumberland

Toni R.

includes taxes & fees

6 Oct - 7 Oct

A bedroom with a bed, desk, chair, and a television.

3. Newly renovated 1905 house, within walking distance to all downtown attractions!

Cumberland

includes taxes & fees

13 Oct - 14 Oct

A hot tub with two glasses of red wine on a wooden tray.

4. GlampingDome + Ponds Cabin retreat near Capacon State Park in Berkeley Spring WV

Berkeley Springs

Matthew C.

includes taxes & fees

30 Sept - 1 Oct

A deck with a white railing, a table, and a view of a forested landscape.

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

La Vale

"This was a really lovely place to stay on a quick trip to Cumberland. It’s in a quiet neighborhood with a great Mountain View off the back deck. The property was clean and the owner was communicative. Convenient to town and the scenic railroad. The only complaint I have was the thermostat was auto set to a temp that was too high for the summer, and I had to wake up twice to make it cooler. Other than that it really is exactly as advertised and I would stay again."

Kasey G.

includes taxes & fees

5 Oct - 6 Oct

A room with a wooden ceiling and large windows.

6. Cozy Mountain Retreat with Hot Tub & Fire Pit

Great Cacapon

includes taxes & fees

25 Oct - 26 Oct

A rustic cabin with a wooden deck and stairs leading to the entrance.

7. Wooded Nest, Cozy 3BR Chalet Near Spas & Hiking

Berkeley Springs

Brittany W.

includes taxes & fees

30 Sept - 1 Oct

A bedroom with a large bed, a nightstand, a window, and a view of the outdoors.

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

Augusta

Tom H.

includes taxes & fees

5 Oct - 6 Oct

9. Eddie's Place

Berkeley Springs

Justin O.

includes taxes & fees

30 Sept - 1 Oct

A spacious living area with a stone fireplace, wooden ceiling beams, and a large window overlooking a deck.

10. 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.

includes taxes & fees

30 Sept - 1 Oct

A stone fire pit surrounded by stone benches in a grassy area with trees in the background.

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

Berkeley Spring

Karen O.

includes taxes & fees

1 Oct - 2 Oct

A wooden table with a cheese and fruit platter, surrounded by white cups and a bottle of champagne.

12. New Listing! Riverfront Home-Hot Tub-Fire Pit-Swimming-Wildlife-Couples Retreat

Great Cacapon

An outdoor hot tub with a fire, a wicker basket with bread, and a bottle of wine.

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

Keyser

Cole D.

includes taxes & fees

30 Sept - 1 Oct

A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with wooden chairs and a table.

14. Modern, family-friendly, nature packed getaway

Berkeley Springs

Lisa D.

includes taxes & fees

30 Sept - 1 Oct

A wooden cabin with a covered porch and a staircase leading to the main floor.

15. Mountain views, total seclusion Southern Bedford County, PA - Big Discounts!

Clearville

Charles V.

includes taxes & fees

13 Oct - 14 Oct

A view from inside a house looking out through a large window to a deck with a table and chairs, a tree, and a grassy yard.

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

Berkeley Springs

Anne D.

includes taxes & fees

28 Oct - 29 Oct

A spacious living room with a large window, a wooden dining table, and a comfortable sofa.

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

The Woods

Lauren P.

includes taxes & fees

20 Oct - 21 Oct

18. 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 Oct - 28 Oct

A kitchen with a central island, grey cabinets, a double door, and a refrigerator.

19. Renovated Farmhouse located near the C and O Canal

Hancock

Gloria

includes taxes & fees

1 Oct - 2 Oct

A house with a front porch, a set of stairs leading to a double door with glass panels, and a small window above the door.

20. Eddies Place LLC

Berkeley Springs

B R.

includes taxes & fees

30 Sept - 1 Oct

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Top Oldtown Hotel Reviews

SureStay Plus Hotel by Best Western Berkeley Springs

8/10 Good

"Great place for a visit to Berkeley Springs. Clean, comfortable room and good buffet breakfast. Walls are a bit thin, could hear next door TV on late."

The Country Inn of Berkeley Springs

10/10 Excellent

"Let me get the con out of the way first. We were initially put on the third floor of the West Inn. Unfortunately, in the roofline are the HVAC units, and we were directly beneath one. Can be rather noisy. Also unfortunately, we couldn’t be moved, it being the weekend and the hotel was full. Sunday, we were able to be moved to the second floor. With that done, this is a great hotel! Rooms are very clean and comfortable, great staff, very helpful when we were moved. Nice restaurant and bar in the hotel, the two meals we had there were delicious. Fantastic amenities onsite including a full service spa with all the pampering you could want. Berkeley Spring Park is right next door, with more spa features available. The hotel sits right on Main Street, making the downtown area very walkable, with lots of great little shops. Will definitely go back."

Find out more about Oldtown

Oldtown Holiday Homes information

Number of reviews	309
Accommodation	179 Holiday Homes
Lowest Price	£126
Highest Price	£331

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oldtown holiday homes

1. Oldtown Guesthouse

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

3. Newly renovated 1905 house, within walking distance to all downtown attractions!

4. GlampingDome + Ponds Cabin retreat near Capacon State Park in Berkeley Spring WV

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

6. Cozy Mountain Retreat with Hot Tub & Fire Pit

7. Wooded Nest, Cozy 3BR Chalet Near Spas & Hiking

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

9. Eddie's Place

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

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

12. New Listing! Riverfront Home-Hot Tub-Fire Pit-Swimming-Wildlife-Couples Retreat

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

14. Modern, family-friendly, nature packed getaway

15. Mountain views, total seclusion Southern Bedford County, PA - Big Discounts!

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

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

18. 5-Min Walk Downtown +Fireplace + Office

19. Renovated Farmhouse located near the C and O Canal

20. Eddies Place LLC

Find holiday rentals that suit your style

Top Oldtown Hotel Reviews

SureStay Plus Hotel by Best Western Berkeley Springs

Ramada by Wyndham Cumberland Downtown

Fairfield Inn & Suites by Marriott Cumberland

Keyser Inn

Comfort Inn & Suites LaVale - Cumberland

The Country Inn of Berkeley Springs

Sleep Inn & Suites Cumberland - LaVale

The Wills Hotel

Best Western Braddock Inn

Find out more about Oldtown

Oldtown Holiday Homes information

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