Oldtown Vacation Rentals from AED 240: Search Short-Term Rentals

A stone tunnel with greenery on the sides.

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Our top choices for Oldtown vacation rentals

A spacious room with wooden flooring, a dining area with a table and chairs, and a kitchen area with cabinets and a countertop.

1. Oldtown Guesthouse

Oldtown

Stephanie R.

AED 748 total

includes taxes & fees

16 Nov - 17 Nov

A patio with a table and chairs, a patterned rug, and a small shed in a garden setting.

2. Mountain-View Condo w/ Patio & Free Parking

Cumberland

AED 705 total

includes taxes & fees

16 Nov - 17 Nov

A small attic bedroom with a sloped ceiling, a single bed, and a window.

3. Primitive Cozy Tiny Cabin with Starlink internet

Great Cacapon

Anthony A.

AED 678 total

includes taxes & fees

23 Nov - 24 Nov

A compact kitchen with a stone wall, wooden ceiling, a microwave, coffee maker, sink, and a trash bin.

4. Private cabin with two full beds. ADA accessible.

Flintstone

Leah I.

AED 551 total

includes taxes & fees

16 Nov - 17 Nov

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

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

Cumberland

WILSON

AED 646 total

includes taxes & fees

16 Nov - 17 Nov

A grassy field with a wooden fence and trees in the background.

6. Charming Cottage on 15 Acre Farm near Romney, WV

Romney

Danielle S.

AED 656 total

includes taxes & fees

16 Nov - 17 Nov

A compact kitchen with a stove, microwave, and sink.

7. Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Berkeley Springs

Alfred

AED 735 total

includes taxes & fees

16 Nov - 17 Nov

A covered patio with a table and chairs, a hanging basket, and a satellite dish.

8. Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

Cumberland

Quintin

AED 588 total

includes taxes & fees

16 Nov - 17 Nov

A serene pond with a wooden dock and chairs, surrounded by lush greenery and trees.

9. BIG D's POND & North Branch of the Potomac river Camping.

Cumberland

Mary G.

AED 456 total

includes taxes & fees

17 Nov - 18 Nov

A wooden deck with two lounge chairs and a metal railing, surrounded by lush greenery.

10. Secluded, romantic cabin with hot tub on 12 acres of woodland.

Cumberland

John V.

AED 1,083 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with white cabinets, a granite countertop, a built-in microwave, and a coffee maker.

11. The Suite On Smallwood

Cumberland

Joseph S.

AED 712 total

includes taxes & fees

17 Nov - 18 Nov

A natural setting with a body of water, trees, and a sandy area.

12. Fox Burrow @ Timber Ridge Retreat

Berkeley Springs

"The retreat was , what can I say???? AHHHMAZING!! We absolutely loved everything . King sized bed. Decor was adorable and clean, clean, clean. Wood fired hot tub...what a cool concept. Michael, our host was more than accommodating to all our needs and responded to all questions in a timely manner. Although, we didn't bring our four-legged pooch, Stella was nice to know the entire retreat in Pup friendly.We will be back again and more than likely bring friends and family. A.must visit!!!"

Venus R.

AED 774 total

includes taxes & fees

16 Nov - 17 Nov

A blue door with a small window above it, a street sign on the left, and a black metal railing in front.

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

Cumberland

Mark M.

AED 899 total

includes taxes & fees

1 Dec - 2 Dec

A blue door with the number 137, a wreath, and a mailbox.

14. Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

Cumberland

Kathy M.

AED 672 total

includes taxes & fees

16 Nov - 17 Nov

A wooden deck with a hot tub, a table, and benches.

15. Peaceful and relaxing three bedroom home with hot tub, right beside I-68

La Vale

AED 857 total

includes taxes & fees

8 Dec - 9 Dec

A sunroom with large windows, a ceiling fan, and a table with chairs.

16. Mid-Century Ranch & Fire Pit, Cumberland

Cresaptown, MD

AED 1,107 total

includes taxes & fees

1 Dec - 2 Dec

17. Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!

Cumberland

Courtney N.

AED 667 total

includes taxes & fees

16 Nov - 17 Nov

A cabin with a deck, surrounded by trees, and a fire pit in front.

18. Log Cabin w Loft, Grill, Deck, Fire Pit, & WiFi

Great Cacapon

michael t.

AED 1,102 total

includes taxes & fees

17 Nov - 18 Nov

A rustic cabin with a metal roof, surrounded by trees and a stone pathway.

19. Perched in the Trees, Very Private, Screened in Porch with view

Needmore

Martina M.

AED 601 total

includes taxes & fees

19 Nov - 20 Nov

A wooden cabin with a porch, a green door, and a window.

20. 1/2 of a double cabin with one king sized bed (sleeps 2)

Flintstone

"If you’re looking for a quiet peaceful cabin to just go get lost in the world of your significant other, this is the place to go! They’re far enough from the everyday life but still close enough to enjoy all the beauty of their charming city!! The food is to die for and definitely a reason for us to return!! Nothing bad to say at all except they need larger hot water tanks bc when I’m enjoying my wife that includes sharing a shower that we would have preferred not to be rushed out of!! Otherwise...

LaRon G.

AED 551 total

includes taxes & fees

16 Nov - 17 Nov

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Find vacation rentals that suit your style

Top Oldtown Hotel Reviews

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

Comfort Inn & Suites LaVale - Cumberland

Cumberland

10/10 Excellent

Joel

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

Sleep Inn & Suites Cumberland - LaVale

Cumberland

10/10 Excellent

Daniel

A buffet with labeled containers of turkey sausage and cookies.

Holiday Inn Express & Suites Cumberland - La Vale by IHG

Cumberland

10/10 Excellent

Hotel was booked as part of a group outing. We had previously used this property and knew that this would be the right choice again. I was surprised yet pleased with the precautions taken due to COVID-19. Rooms are cleaned before arrival but not during the stay. But they made it easy to bag you towels each morning and have a new set waiting at your door when you return. Breakfast was limited as to not create any health risks but still adequate. Hotel staff was pleasant and great to work with.

David

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

Hampton Inn Frostburg

Frostburg

10/10 Excellent

P Alex

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

Quality Inn & Suites Frostburg - Cumberland

Frostburg

10/10 Excellent

Bindesh

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

South Branch Inn Romney

Romney

10/10 Excellent

carol

An outdoor patio with seating and a fire pit, overlooking a lake and hills.

Rocky Gap Casino & Resort

Cumberland

10/10 Excellent

My husband and I stayed 2 nights. We came in by Amtrak on Friday and lft Sunday however we found out there is no transporation on Sunday. We called the front desk to ask if they knew of any way to get us back to Amtrak. Candi who works the front desk tried to find us trasportation however none was available. Candi after completeing her shift waited for us in the hotel lobby to let us know she would be taking us to Amtrak. We look forward to returning however we will pick another day other...

Jacqueline

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.

SureStay Plus Hotel by Best Western Berkeley Springs

Berkeley Springs

10/10 Excellent

Anonymous traveler

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

The Country Inn of Berkeley Springs

Berkeley Springs

10/10 Excellent

Anonymous traveler

A kitchen with wooden cabinets, stainless steel appliances, a central island with stools, and hanging pots.

Allegheny Trail House

Frostburg

10/10 Excellent

Sofia

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

Coolfont Resort

Berkeley Springs

10/10 Excellent

Anonymous traveler

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

Suburban Studios LaVale-Cumberland

Cumberland

10/10 Excellent

Anonymous traveler

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.

Clarysville Motel

Frostburg

10/10 Excellent

Ken

A motel with a row of rooms, a parking lot, and a Super 8 sign.

Super 8 by Wyndham Hancock MD

Hancock

10/10 Excellent

Kimberley S

Frequently Asked Questions

Can I find vacation rentals in Oldtown?

Yes, we have vacation rentals close to well known sights in Oldtown, or you can choose a more secluded option if you're looking for a relaxing stay. Oldtown is known for its parks.

What's the top vacation rental that Oldtown has to offer?

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi: This vacation home near Oldtown is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Oldtown?

While you're exploring the area, Potomac River and Lake Habeeb Beaches are a couple of picturesque spots to get outside and enjoy nature. Chesapeake and Ohio Canal and Paw Paw Tunnel are a couple of places you'll find in the larger area.

What’s a vacation rental in Oldtown like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Oldtown. Vacation rentals feature amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips.

Oldtown Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oldtown vacation rentals

1. Oldtown Guesthouse

2. Mountain-View Condo w/ Patio & Free Parking

3. Primitive Cozy Tiny Cabin with Starlink internet

4. Private cabin with two full beds. ADA accessible.

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

6. Charming Cottage on 15 Acre Farm near Romney, WV

7. Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

8. Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

9. BIG D's POND & North Branch of the Potomac river Camping.

10. Secluded, romantic cabin with hot tub on 12 acres of woodland.

11. The Suite On Smallwood

12. Fox Burrow @ Timber Ridge Retreat

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

14. Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

15. Peaceful and relaxing three bedroom home with hot tub, right beside I-68

16. Mid-Century Ranch & Fire Pit, Cumberland

17. Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!

18. Log Cabin w Loft, Grill, Deck, Fire Pit, & WiFi

19. Perched in the Trees, Very Private, Screened in Porch with view

20. 1/2 of a double cabin with one king sized bed (sleeps 2)

Find vacation rentals that suit your style

Top Oldtown Hotel Reviews

Comfort Inn & Suites LaVale - Cumberland

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Oldtown?

What's the top vacation rental that Oldtown has to offer?

What’s there to see and do in Oldtown?

What’s a vacation rental in Oldtown like?