Oldtown Holiday Homes from €147: Search Top House Rentals

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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

28 Sept - 29 Sept

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

27 Sept - 28 Sept

A brick tunnel with a wooden gate at the end.

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

Cumberland

includes taxes & fees

8 Oct - 9 Oct

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

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

Augusta

Tom H.

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

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

Berkeley Springs

Matthew C.

includes taxes & fees

27 Sept - 28 Sept

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

6. 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

28 Sept - 29 Sept

A room with a wooden ceiling and large windows.

7. Cozy Mountain Retreat with Hot Tub & Fire Pit

Great Cacapon

A two-story house with a front porch, a garage, and a large lawn.

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

Augusta

Everett E.

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

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

Berkeley Springs

Brittany W.

includes taxes & fees

28 Sept - 29 Sept

10. Eddie's Place

Berkeley Springs

Justin O.

includes taxes & fees

26 Sept - 27 Sept

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

11. 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.

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

includes taxes & fees

18 Oct - 19 Oct

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

13. Modern, family-friendly, nature packed getaway

Berkeley Springs

Lisa D.

includes taxes & fees

27 Sept - 28 Sept

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

14. Renovated Farmhouse located near the C and O Canal

Hancock

Gloria

includes taxes & fees

26 Sept - 27 Sept

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

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

Keyser

Cole D.

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

16. 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.

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

Berkeley Springs

Anne D.

includes taxes & fees

26 Oct - 27 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

14 Oct - 15 Oct

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

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

The Woods

Lauren P.

includes taxes & fees

27 Sept - 28 Sept

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

26 Sept - 27 Sept

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Top Oldtown Hotel Reviews

Rocky Gap Casino & Resort

10/10 Excellent

"Great place to go for fun"

The Country Inn of Berkeley Springs

10/10 Excellent

"We have travelled through Berkeley Springs many times each year going to and from Route 17 and on to the shore. Each time we drove through the town we would say, "we need to spend some time here sometime". We finally made that happen and we were not disappointed! The Inn was clean and well-appointed considering its age and history. The food at the Tavern was very tasty and portion sizes were large. The staff were helpful in answering any questions we had about the town and activities during our stay. We plan to make this a yearly stop in our travels."

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

10/10 Excellent

"Extremely clean. The accomodations were much bigger than I imagined from the photos. The hosts made everything easy! They even had fire starters right next to the door for the fire pit and included all the ingredients to make s'mores "

Find out more about Oldtown

Oldtown Holiday Homes information

Number of reviews	236
Accommodation	177 Holiday Homes
Lowest Price	€147
Highest Price	€468

Room 1

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

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

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

7. Cozy Mountain Retreat with Hot Tub & Fire Pit

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

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

10. Eddie's Place

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

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

13. Modern, family-friendly, nature packed getaway

14. Renovated Farmhouse located near the C and O Canal

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

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

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

18. 5-Min Walk Downtown +Fireplace + Office

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

20. Eddies Place LLC

Find holiday rentals that suit your style

Top Oldtown Hotel Reviews

Rocky Gap Casino & Resort

Comfort Inn & Suites LaVale - Cumberland

Sleep Inn & Suites Cumberland - LaVale

The Country Inn of Berkeley Springs

The Wills Hotel

Fairfield Inn & Suites by Marriott Cumberland

Coolfont Resort

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

SureStay Plus Hotel by Best Western Berkeley Springs

Find out more about Oldtown

Oldtown Holiday Homes information

Holiday Homes in Oldtown

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

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

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

7. Cozy Mountain Retreat with Hot Tub & Fire Pit

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

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

10. Eddie's Place

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

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

13. Modern, family-friendly, nature packed getaway

14. Renovated Farmhouse located near the C and O Canal

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

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

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

18. 5-Min Walk Downtown +Fireplace + Office

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

20. Eddies Place LLC

Find holiday rentals that suit your style

Top Oldtown Hotel Reviews

Rocky Gap Casino & Resort

Find out more about Oldtown

Oldtown Holiday Homes information