Oldtown Holiday Rentals, Maryland: Private House Rentals

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Go beyond your typical stay in Oldtown

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Cottage

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Our top choices for Oldtown hotels

A swimming pool with clear blue water, surrounded by orange chairs and large windows offering a view of the outdoors.

An outdoor patio with stone walls, a covered seating area, and small trees.

A conference room with a long table, chairs, a TV, and a geometric patterned wall.

A building with three electric vehicle charging stations in front.

1. Hampton Inn Cumberland

Cumberland

Theresa

฿5,194

฿5,922 total

includes taxes & fees

6 Nov - 7 Nov

A Sleep Inn & Suites hotel with a prominent tower sign, a covered entrance, and a parking lot.

A swimming pool with a tiled edge, a lifeguard chair, and a seating area with chairs.

A hotel room with a bed, a sofa, a desk, and a chair. There are two lamps, a window with curtains, and artwork on the wall.

A reception area with a wooden reception desk, a small seating area, and a wall with a floral mural.

2. Sleep Inn & Suites Cumberland - LaVale

Cumberland

Carol

฿2,805

฿3,197 total

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with white brick walls, wooden cabinets, and a herringbone floor. There are various food items and appliances on the countertops.

A modern lobby with a sofa, chairs, a bar area, and a fireplace.

A hotel lobby with a reception desk, seating area, and artwork on the walls.

An outdoor patio with round tables and chairs, benches, and a stone wall.

3. Fairfield Inn & Suites by Marriott Cumberland

Cumberland

MayBritt

฿4,829

฿5,505 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a sitting area, a large bathtub, and a vanity with a mirror.

A reception area with a wooden reception desk, a stone wall with a crescent moon design, and a floor with wooden planks.

A lobby with blue armchairs, a round table, and a stone wall with framed awards.

A spacious kitchen with a wooden countertop, marble backsplash, and a ceiling with intricate patterns.

4. Comfort Inn & Suites LaVale - Cumberland

Cumberland

Pam and Neil

฿4,112

฿4,688 total

includes taxes & fees

5 Nov - 6 Nov

A multi-story building with a prominent sign reading "ROCKY GAP CASINO RESORT".

An indoor swimming pool with a glass enclosure, lounge chairs, and tables.

A hotel with a glass-enclosed patio area featuring outdoor seating and a fire feature.

A hotel room with two beds, a large window with a view of greenery, a desk with a lamp, and a chair.

5. Rocky Gap Casino & Resort

Cumberland

Penny

฿3,298

฿4,950 total

includes taxes & fees

27 Oct - 28 Oct

A wooden deck with benches and chairs, surrounded by trees and a brick building.

A modern kitchen with wooden cabinets, a central island, and a flat-screen TV mounted on the wall.

An indoor swimming pool with a wooden gazebo, lounge chairs, and a view of the outside through large windows.

A reception area with a wooden desk, a patterned chair, a black metal trash bin, and a reception counter.

6. Best Western Braddock Inn

Cumberland

Ronald

฿2,572

฿2,932 total

includes taxes & fees

1 Nov - 2 Nov

A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

A gym with cardio equipment, dumbbells, and mirrors.

A small kitchenette with a microwave, coffee maker, and sink. There is a table with a placemat and a chair. The floor has a patterned carpet.

A hotel room with a bed, a sofa, a chair, a table, and a lamp.

7. Holiday Inn Express & Suites Cumberland - La Vale by IHG

Cumberland

Carl

฿4,682

฿5,337 total

includes taxes & fees

6 Nov - 7 Nov

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A gym with treadmills, elliptical machines, and weight benches.

A lobby with a large autumn-themed mural, a grey sofa, a red armchair, a wooden coffee table, and a patterned rug.

A spacious bar area with wooden furniture and a tiled floor, featuring a bar counter and multiple seating options.

8. Ramada by Wyndham Cumberland Downtown

Cumberland

Philip

฿2,543

฿2,899 total

includes taxes & fees

3 Nov - 4 Nov

A modern building with a stone facade, large glass entrance, and outdoor seating area.

A hotel dining area with multiple tables and chairs, a kitchen in the background, and a stone wall with framed pictures.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a tiled floor.

A coffee station with four dispensers labeled 'Hot Water,' 'Light Roast,' 'Dark Roast,' and 'Decaf Roast.' There are stacks of white cups and a coffee machine on the table.

9. Hampton Inn Frostburg

Frostburg

Stephen

฿4,256

฿4,852 total

includes taxes & fees

5 Nov - 6 Nov

An indoor dining area with multiple tables and chairs, a kitchen in the background, and a view of the outdoors through large windows.

A hotel room with a four-poster bed, a sofa, a small table, and a cabinet.

A lobby with two armchairs, a table with a lamp, and a large autumn-themed mural.

A lobby with two armchairs, a table with a red lamp, and a large autumn-themed mural on the wall.

10. Quality Inn & Suites Frostburg - Cumberland

Frostburg

Jennifer

฿3,531

฿4,025 total

includes taxes & fees

1 Nov - 2 Nov

A lobby with a round table, two sofas, a flower arrangement, and a television.

A modern interior with a green sofa, patterned cushions, and large windows offering a view of the street.

A modern bedroom with a bed, bedside tables, a wardrobe, and a small sitting area with a sofa and a vase of flowers.

A bar area with wooden chairs, a counter with a digital screen, and a bar stocked with bottles.

11. The Wills Hotel

Cumberland

Theresa Alexis

฿4,547

฿5,183 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a nightstand, a lamp, and a clock.

A spacious lobby with a seating area, a reception desk, and a large window offering a view.

A spacious lobby with multiple seating areas, a reception desk, and ceiling fans.

12. South Branch Inn Romney

Romney

Chris

฿5,440

฿6,093 total

includes taxes & fees

8 Oct - 9 Oct

A hotel room with a large bathtub, a bed with a blue and white patterned blanket, a desk with a television, and a window with curtains.

A multi-story hotel with a stone facade, a covered parking area, and a car in the background.

A bar area with wooden chairs, a television mounted on the wall, and a variety of bottles on shelves.

A swimming pool with lounge chairs and a fenced area, surrounded by buildings and a forested hill.

13. SureStay Plus Hotel by Best Western Berkeley Springs

Berkeley Springs

Jane

฿3,199

฿3,583 total

includes taxes & fees

12 Oct - 13 Oct

A hotel room with a large bed, two bedside lamps, a chair, a window with curtains, and a framed landscape picture on the wall.

A hotel room with a large bed, a nightstand, a lamp, a window with curtains, and a wall-mounted picture.

A hotel room with a desk, chair, TV, lamp, air conditioning unit, and window with curtains.

A bathroom with a shower, a white bathtub, a white chair, and a shelf with towels.

14. LaVale Inn Cumberland Area

Cumberland

Dekontee

฿2,092

฿2,384 total

includes taxes & fees

19 Oct - 20 Oct

A hotel entrance with a covered porch, a stone facade, and a car parked in front.

A compact kitchen with white cabinets, a coffee machine, and a dining area with a table and chairs.

A building with a white exterior, a stone facade, and a covered entrance with a door. There are hay bales with pumpkins and flowers on either side of the entrance.

A hotel hallway with patterned armchairs, a desk with a lamp, and framed artwork on the walls.

15. Keyser Inn

Keyser

Charles

฿2,694

฿3,018 total

includes taxes & fees

8 Oct - 9 Oct

A reception area with a modern design, featuring a counter with a stone facade and a digital display.

A compact kitchenette with a microwave, refrigerator, and a small sink.

A compact kitchen with a microwave, refrigerator, and wooden cabinets.

A laundry room with two stacked front-loading washing machines and dryers, marble-tiled walls, and a visible electrical outlet on the wall.

16. Suburban Studios LaVale-Cumberland

Cumberland

James

฿2,147

฿2,448 total

includes taxes & fees

6 Nov - 7 Nov

A bed with a dark quilted cover, two beige pillows, and a headboard with two wall-mounted lamps.

A campground with small cabins, picnic tables, and a gravel parking area.

A campground with several cabins and a large grassy field.

A compact interior with a kitchenette, a small dining area, and a red cushioned bench.

17. Canal Cabins

Paw Paw

Abraham

฿4,774

฿5,394 total

includes taxes & fees

8 Oct - 9 Oct

A two-story brick building with a balcony and columns, featuring multiple flags and outdoor seating.

A riverside view of a historic brick building with a white porch and a stone wall.

A modern living room with a curved glass coffee table, a black leather sofa, and a large window offering a view of the outdoors.

An outdoor patio with stone flooring, metal and white wicker furniture, and flowering trees.

18. The Country Inn of Berkeley Springs

Berkeley Springs

Diyana

฿4,378

฿4,947 total

includes taxes & fees

12 Oct - 13 Oct

A spacious living room with a brown leather sofa, a green patterned rug, a stone fireplace, and a large window with a view of a building.

A hotel lobby with a reception desk, a waiting area with chairs, a door leading to the hallway, and a sign with a phone number.

A motel with a large sign reading "Clarysville Motel" and a website address. There is a parking lot in front and a small office building to the right.

A convenience store with shelves stocked with snacks, beverages, and a 'Treat Yourself' sign.

19. Clarysville Motel

Frostburg

Duane

฿2,290

฿2,611 total

includes taxes & fees

8 Oct - 9 Oct

A cabin with a wooden deck and a triangular roof, surrounded by trees.

A cabin with a triangular roof, a porch with chairs, and a sign reading "EGRET 57".

A bedroom with a large bed, two bedside tables with lamps, a desk, and two framed pictures on the wall.

An indoor swimming pool with clear blue water, surrounded by chairs and potted plants.

20. Coolfont Resort

Berkeley Springs

Amy

฿4,243

฿4,753 total

includes taxes & fees

8 Oct - 9 Oct

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Stay near popular Oldtown attractions

Paw Paw Tunnel

10.0/10 (1 review)

Find out about the history of Oldtown when you spend time at Paw Paw Tunnel. Amble around this romantic area's forests or seek out the hiking trails.

See properties

Learn more about Oldtown

Oldtown awaits: its parks and more!

See all hotels in Oldtown

A stone tunnel with greenery on the sides.

Top Oldtown Hotel Reviews

Rocky Gap Casino & Resort

10/10 Excellent

"Always enjoy our visit to Rocky Gap. It's always clean and well kept. The staff is accomodating. The food is good and the casino is always an adventure. Just a excellent place to go to get away from it all."

Keyser Inn

8/10 Good

"Property was clean and well maintained. No complaints. The Continental Breakfast however was very meager. I never expect much from Continental breakfast. I had breakfast at Dennys about a mile down the road. If I were ever back in Keyser I would stay there again."

Best Western Braddock Inn

10/10 Excellent

"It was good"

Ramada by Wyndham Cumberland Downtown

8/10 Good

"Ramada in Cumberland is a favorite among bikers and railfans. It is across a road from the Amtrak station and a short walk into the center of town or the Western Maryland RR with its mallet steam locomotive 1309 (make sure it is running by visiting their website). The hotel is old but the staff and the people who stay there are friendly. The breakfast is functional. Overall the Ramada is an economical way to see the beauty and history of west Maryland."

The Wills Hotel

10/10 Excellent

"What a beautifully renovated historic hotel! Loved!"

South Branch Inn Romney

10/10 Excellent

"Kevin is great and very helpful"

Suburban Studios LaVale-Cumberland

8/10 Good

"Clean, quiet, quick. Cost appropriate. No frills just good."

Canal Cabins

10/10 Excellent

"Very clean and cozy cabins!"

Fairfield Inn & Suites by Marriott Cumberland

10/10 Excellent

"If you are travelling by bicycle, this is the place to stay in Cumberland! You won't be the only cyclist and the staff is very accommodating of bikes, including a bike-cleaning station just outside the hotel. We had fun talking with other cyclists doing the C&O and GAP trails while eating a good free breakfast."

More cheap stays in Oldtown

Suburban Studios LaVale-Cumberland

12310 Winchester Road SW Cumberland MD

฿2,147

฿2,448 total

6 Nov - 7 Nov

includes taxes & fees

7/10 Good! (736 reviews)

Best Western Braddock Inn

1268 National Hwy Cumberland MD

฿2,572

฿2,932 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,007 reviews)

Keyser Inn

51 Josie Drive Keyser WV

฿2,694

฿3,018 total

8 Oct - 9 Oct

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

SureStay Plus Hotel by Best Western Berkeley Springs

1776 Valley Rd Berkeley Springs WV

฿3,199

฿3,583 total

12 Oct - 13 Oct

includes taxes & fees

Sleep Inn & Suites Cumberland - LaVale

13320 Ali Ghan Road NE Cumberland MD

฿3,349

฿3,818 total

25 Oct - 26 Oct

includes taxes & fees

Comfort Inn & Suites LaVale - Cumberland

1216 National Hwy Cumberland MD

฿4,112

฿4,688 total

5 Nov - 6 Nov

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Oldtown?

Located 11.2 mi (18 km) from the heart of Oldtown, Rocky Gap Casino & Resort is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Ramada by Wyndham Cumberland Downtown and Sleep Inn & Suites Cumberland - LaVale. See all available top hotels, or vacation rentals in Oldtown.

If I need to cancel my hotel reservation in Oldtown, will I receive a refund?

Yes, the majority of room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which often is within 24-48 hours of check in. If your reservation is non-refundable, you might be able to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Oldtown.

What is staying in Oldtown like?

Visitors can enjoy all that Oldtown has to offer, including its parks. In Oldtown, there are 2 hotels and other accommodation options to choose from. Find out more about Oldtown.

What are the top places to visit in Oldtown?

A couple of favourite places to visit are Potomac River and Paw Paw Tunnel. You'll also find Rocky Gap State Park and C&O Canal National Historic Park Visitor's Center in the area. Take a look at what more there is to see and do in Expedia's Oldtown guide.

What's the seasonal weather in Oldtown?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Oldtown is 1039 mm.

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Book Hotels in Oldtown on Expedia.com

Find hotels in Oldtown, MD from ฿2,001

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Oldtown

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Oldtown hotels

1. Hampton Inn Cumberland

2. Sleep Inn & Suites Cumberland - LaVale

3. Fairfield Inn & Suites by Marriott Cumberland

4. Comfort Inn & Suites LaVale - Cumberland

5. Rocky Gap Casino & Resort

6. Best Western Braddock Inn

7. Holiday Inn Express & Suites Cumberland - La Vale by IHG

8. Ramada by Wyndham Cumberland Downtown

9. Hampton Inn Frostburg

10. Quality Inn & Suites Frostburg - Cumberland

11. The Wills Hotel

12. South Branch Inn Romney

13. SureStay Plus Hotel by Best Western Berkeley Springs

14. LaVale Inn Cumberland Area

15. Keyser Inn

16. Suburban Studios LaVale-Cumberland

17. Canal Cabins

18. The Country Inn of Berkeley Springs

19. Clarysville Motel

20. Coolfont Resort

Stay near popular Oldtown attractions

Paw Paw Tunnel

Learn more about Oldtown

Top Oldtown Hotel Reviews

Rocky Gap Casino & Resort

Keyser Inn

Best Western Braddock Inn

Ramada by Wyndham Cumberland Downtown

The Wills Hotel

South Branch Inn Romney

Suburban Studios LaVale-Cumberland

Canal Cabins

Fairfield Inn & Suites by Marriott Cumberland

More cheap stays in Oldtown

Suburban Studios LaVale-Cumberland

Best Western Braddock Inn

Keyser Inn

SureStay Plus Hotel by Best Western Berkeley Springs

Sleep Inn & Suites Cumberland - LaVale

Comfort Inn & Suites LaVale - Cumberland

Frequently asked questions

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