Oldtown Holiday Rentals, Maryland: Private House Rentals

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Our top choices for Oldtown hotels

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

A reception desk at Rocky Gap Casino & Resort with a red backdrop, two flower arrangements, and a 'VIP Services' mat.

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

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

1. Rocky Gap Casino & Resort

Cumberland

Penny

2.542.360 ₫

3.815.716 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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.

A spacious dining area with multiple wooden tables and chairs, a kitchen area in the background, and large windows providing natural light.

2. Sleep Inn & Suites Cumberland - LaVale

Cumberland

Carol

2.070.688 ₫

2.360.585 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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 snack bar with a 'TREATS' sign, refrigerated drinks, and shelves stocked with snacks and condiments.

3. Hampton Inn Cumberland

Cumberland

Theresa

3.943.119 ₫

4.495.157 ₫ total

includes taxes & fees

5 Nov - 6 Nov

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

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

An indoor swimming pool with lounge chairs and a hot tub.

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

4. Fairfield Inn & Suites by Marriott Cumberland

Cumberland

MayBritt

3.502.547 ₫

3.992.903 ₫ total

includes taxes & fees

3 Nov - 4 Nov

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

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

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.

5. Comfort Inn & Suites LaVale - Cumberland

Cumberland

Pam and Neil

3.028.285 ₫

3.452.271 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

6. Ramada by Wyndham Cumberland Downtown

Cumberland

Christopher

1.845.219 ₫

2.103.550 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

7. Best Western Braddock Inn

Cumberland

Ronald

1.960.545 ₫

2.235.021 ₫ total

includes taxes & fees

15 Oct - 16 Oct

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

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

A restaurant with a wooden floor, white wicker chairs, a brown leather booth, and a large wall mural.

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

8. The Wills Hotel

Cumberland

Theresa Alexis

3.498.660 ₫

3.988.473 ₫ 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 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 banquet hall with round tables set for dining, each with white tablecloths, chairs, and floral centerpieces.

A conference room with a long wooden table and multiple leather chairs.

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

Cumberland

Carl

3.369.080 ₫

3.840.751 ₫ total

includes taxes & fees

12 Nov - 13 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 reception area with a wooden reception desk, a clock, and a sign for Quality Inn & Suites.

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

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

10. Quality Inn & Suites Frostburg - Cumberland

Frostburg

Jennifer

2.735.434 ₫

3.118.213 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a wooden desk, a television, a microwave, and a coffee maker.

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

A hotel room with a bed, a sofa, a nightstand, a lamp, and a painting on the wall.

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

11. Hampton Inn Frostburg

Frostburg

Stephen

3.187.150 ₫

3.633.351 ₫ total

includes taxes & fees

12 Nov - 13 Nov

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

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

A bar area with wooden furniture, a variety of bottles, and framed pictures on the walls.

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

12. The Country Inn of Berkeley Springs

Berkeley Springs

Diyana

3.368.821 ₫

3.806.801 ₫ total

includes taxes & fees

15 Oct - 16 Oct

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

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

A wooden cabin interior with a dining table, chairs, a water cooler, a fire extinguisher, and a television mounted on the wall.

A campground with several cabins and a large grassy field.

13. Canal Cabins

Paw Paw

Abraham

3.682.344 ₫

4.161.047 ₫ total

includes taxes & fees

17 Oct - 18 Oct

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.

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

14. South Branch Inn Romney

Romney

Chris

4.434.668 ₫

4.966.828 ₫ total

includes taxes & fees

16 Oct - 17 Oct

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

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

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

15. Suburban Studios LaVale-Cumberland

Cumberland

James

1.652.145 ₫

1.883.445 ₫ total

includes taxes & fees

12 Nov - 13 Nov

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

A hotel room with two beds, a window with curtains, a wall-mounted lamp, and two framed pictures.

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

16. Keyser Inn

Keyser

Charles

2.073.280 ₫

2.322.074 ₫ total

includes taxes & fees

18 Oct - 19 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 bathroom with a shower, a white bathtub, a white chair, and a shelf with towels.

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

A La Vale Inn with a parking lot, a building with multiple windows, and a signboard.

17. LaVale Inn Cumberland Area

Cumberland

David

1.609.384 ₫

1.834.698 ₫ total

includes taxes & fees

18 Oct - 19 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 swimming pool with lounge chairs and a fenced area, surrounded by buildings and a forested hill.

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

18. SureStay Plus Hotel by Best Western Berkeley Springs

Berkeley Springs

Jane

2.720.921 ₫

3.047.433 ₫ total

includes taxes & fees

15 Oct - 16 Oct

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

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

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

A sign for Coolfont Resort with amenities including registration, a restaurant, and lodging.

19. Coolfont Resort

Berkeley Springs

Sara

3.265.157 ₫

3.657.007 ₫ total

includes taxes & fees

18 Oct - 19 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 convenience store with shelves stocked with snacks, beverages, and a 'Treat Yourself' sign.

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 cozy living room with a stone fireplace, comfortable seating, a television, and a clock on the wall.

20. Clarysville Motel

Frostburg

Duane

1.762.288 ₫

2.009.009 ₫ total

includes taxes & fees

15 Oct - 16 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

Keyser Inn

10/10 Excellent

"Very nice hotel"

Rocky Gap Casino & Resort

8/10 Good

"Very easy check in and was quick. Casino was not packed and was so relieved they have designated smoking. Would go again."

Canal Cabins

10/10 Excellent

"It was the perfect accommodation after our first day on the C&O Trail."

SureStay Plus Hotel by Best Western Berkeley Springs

10/10 Excellent

"The staff was very nice, great location, loved the free breakfast, check out time is great. Thank you."

Super 8 by Wyndham Hancock MD

10/10 Excellent

"Great stay"

Coolfont Resort

10/10 Excellent

"Amazing place to visit especially when it’s Apple Festival weekend!"

Quality Inn & Suites Frostburg - Cumberland

8/10 Good

"Like other reviews this property is dated so the fixtures are lower. They have containers of shampoo and conditioner but no shower gel. Breakfast didn’t have many choices as I’m used to but what was there was good. The beds were comfy and I felt like the area was safe. We stayed for 1 night passing through and I would stay here again if in the area."

The Country Inn of Berkeley Springs

10/10 Excellent

"Great staff and location."

Suburban Studios LaVale-Cumberland

8/10 Good

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

More cheap stays in Oldtown

Suburban Studios LaVale-Cumberland

12310 Winchester Road SW Cumberland MD

1.652.145 ₫

1.883.445 ₫ total

12 Nov - 13 Nov

includes taxes & fees

7/10 Good! (738 reviews)

Best Western Braddock Inn

1268 National Hwy Cumberland MD

1.960.545 ₫

2.235.021 ₫ total

15 Oct - 16 Oct

includes taxes & fees

8/10 Very good! (1,000 reviews)

Keyser Inn

51 Josie Drive Keyser WV

2.073.280 ₫

2.322.074 ₫ total

18 Oct - 19 Oct

includes taxes & fees

9/10 Wonderful! (1,001 reviews)

Sleep Inn & Suites Cumberland - LaVale

13320 Ali Ghan Road NE Cumberland MD

2.070.688 ₫

2.360.585 ₫ total

8 Nov - 9 Nov

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

SureStay Plus Hotel by Best Western Berkeley Springs

1776 Valley Rd Berkeley Springs WV

2.720.921 ₫

3.047.433 ₫ total

15 Oct - 16 Oct

includes taxes & fees

8.6/10 Excellent! (1,007 reviews)

Comfort Inn & Suites LaVale - Cumberland

1216 National Hwy Cumberland MD

3.028.285 ₫

3.452.271 ₫ total

8 Nov - 9 Nov

includes taxes & fees

Hotels in Oldtown with star rating

Frequently asked questions

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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More ways to book

Book Hotels in Oldtown on Expedia.com

Find hotels in Oldtown, MD from 1.539.535 ₫

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. Rocky Gap Casino & Resort

2. Sleep Inn & Suites Cumberland - LaVale

3. Hampton Inn Cumberland

4. Fairfield Inn & Suites by Marriott Cumberland

5. Comfort Inn & Suites LaVale - Cumberland

6. Ramada by Wyndham Cumberland Downtown

7. Best Western Braddock Inn

8. The Wills Hotel

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

10. Quality Inn & Suites Frostburg - Cumberland

11. Hampton Inn Frostburg

12. The Country Inn of Berkeley Springs

13. Canal Cabins

14. South Branch Inn Romney

15. Suburban Studios LaVale-Cumberland

16. Keyser Inn

17. LaVale Inn Cumberland Area

18. SureStay Plus Hotel by Best Western Berkeley Springs

19. Coolfont Resort

20. Clarysville Motel

Stay near popular Oldtown attractions

Paw Paw Tunnel

Learn more about Oldtown

Top Oldtown Hotel Reviews

Keyser Inn

Rocky Gap Casino & Resort

Canal Cabins

SureStay Plus Hotel by Best Western Berkeley Springs

Super 8 by Wyndham Hancock MD

Coolfont Resort

Quality Inn & Suites Frostburg - Cumberland

The Country Inn of Berkeley Springs

Suburban Studios LaVale-Cumberland

More cheap stays in Oldtown

Suburban Studios LaVale-Cumberland

Best Western Braddock Inn

Keyser Inn

Sleep Inn & Suites Cumberland - LaVale

SureStay Plus Hotel by Best Western Berkeley Springs

Comfort Inn & Suites LaVale - Cumberland

Hotels in Oldtown with star rating

Frequently asked questions

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