This newly renovated one-bedroom apartment in Cumberland's historic downtown is situated directly above the Corner Tavern & Cafe, offering immediate access to food and drink. The self-catering flat sleeps two guests and boasts a modern design, including a fridge, freezer, microwave, dishwasher, air conditioning, and parking; enjoy live music downstairs.
10 3 reviews
Cumberland, MD
23/06 – 26/06
A$287/nighttotal: A$861 (3 )
Charming 2-bedroom Apartment With Equipped Kitchen And Ac, In Cumberland, Md.
2 2
apartment , Cumberland
This Cumberland apartment is situated a short 0.8 km distance from Cumberland's historic district and George Washington's headquarters, offering easy access to the Cumberland Train Station (approximately 1 km walk). The two-bedroom, one-bathroom flat sleeps six guests and includes a fully equipped kitchen, in-unit laundry, air conditioning, and proximity to outdoor winter activities such as snowboarding and snowmobiling near Wills Mountain State Park.
9.8 35 reviews
Cumberland, MD
17/08 – 20/08
A$226/nighttotal: A$678 (3 )
Cozy Cottage 2 Bedroom House One And Half Bathrooms Cumberland, Md With Ac, Wifi
2 1
apartment , Cumberland
This Cumberland cottage, situated just over 1.6km from Route 68 and a little over 3 minutes' drive from Cumberland's town centre, offers easy access to the C&O Canal towpath, the Western Maryland Scenic Railroad, and the Great Allegheny Passage. The two-bedroom, two-bathroom property sleeps four guests and boasts a back deck, air conditioning, internet access, and is pet-friendly, providing a peaceful base for exploring Western Maryland's attractions including Rocky Gap Casino Resort.
9.9 87 reviews
Cumberland, MD
17/08 – 20/08
A$195/nighttotal: A$585 (3 )
The Hidden Tree
1 1
house , Cumberland
This comfortable house is located in Cumberland, just a short distance from UPMC Hospital, Planet Fitness, the town centre and Rocky Gap Casino. It has received excellent ratings for location, cleanliness and user experience. This two-bedroom home can accommodate up to four guests. It includes a kitchen with a fridge, freezer and microwave, air conditioning, a Jacuzzi, a garden, parking and internet access.
10 47 reviews
Cumberland, MD
12/08 – 20/08
A$205/nighttotal: A$1640 (8 )
Spacious Parkside Oasis!
1 2
apartment , Cumberland
This Cumberland apartment is situated in a desirable neighbourhood, just a short walk from Constitution Park and less than 1.6 kilometres from the UPMC hospital complex and Allegany College of Maryland. The apartment has received excellent ratings for its location, cleanliness and overall experience. The apartment has three bedrooms, comfortably accommodating up to six guests. It is fully equipped with a kitchen including a fridge, microwave, and dishwasher, as well as a laundry space, air conditioning, and parking.
10 3 reviews
Cumberland, MD
12/08 – 20/08
A$224/nighttotal: A$1792 (8 )
The Whistle Stop In Cumberland, Maryland
1 2
apartment , Cumberland
This restored historic farmhouse in Cumberland, Maryland, offers family-friendly accommodation with four bedrooms and two bathrooms, sleeping up to eight guests, and is conveniently located for exploring local attractions. This property features a fully equipped kitchen, on-site laundry, WiFi, and air conditioning, providing a comfortable and connected stay for those visiting Cumberland.
10 589 reviews
Cumberland, MD
17/08 – 20/08
A$161/nighttotal: A$483 (3 )
Steeple View Flat In Historic District
1 1
apartment , Cumberland
This one-bedroom apartment is situated in Cumberland's Historic District on a brick-lined street, within walking distance of the C&O Canal, the Great Allegheny Passage Trail, Canal Place and the Cumberland Theatre. The apartment boasts a fully equipped kitchen, a private garden, a spa, parking, and is ideal for couples seeking a comfortable and convenient base for exploring the area.
9.8 145 reviews
Cumberland, MD
17/08 – 20/08
A$268/nighttotal: A$804 (3 )
Queen City Quarters- Cozy, Historic, 1920s Home
1 1
apartment , Cumberland
This charming three-bedroom apartment is situated in a peaceful residential neighbourhood in Cumberland, just a short walk from the historic downtown and the train station. Guests consistently rate the apartment as excellent for its cleanliness, location, and overall experience. The apartment has two bathrooms and can comfortably accommodate five guests. It comes equipped with a fully fitted kitchen, a dedicated workspace, and a bike rack for exploring the scenic trails. Enjoy the outdoor space on the front porch, patio, or small backyard, and relax with a game of Scrabble on the provided table.
9.9 244 reviews
Cumberland, MD
17/08 – 20/08
A$196/nighttotal: A$588 (3 )
The Shadoe On Greene
1 1
house , Cumberland
The Shadoe on Greene is situated in downtown Cumberland, a short walk from the Western Maryland Scenic Railroad, the Great Allegheny Passage trail, and the Historic City Centre. This one-bedroom house, ideal for four guests, boasts a large foyer, living room, master bedroom, kitchenette, full bathroom, and office space/lounge area, perfect for a comfortable stay.
Cumberland, MD
17/08 – 20/08
A$242/nighttotal: A$726 (3 )
Beautiful 1-bedroom Home In Charming Cumberland. Convenient Downtown Location.
1 1
apartment , Cumberland
This apartment in Cumberland offers a central location, placing you within 500 metres of the Allegany Museum and Windsor Hall, and a short walk to the Western Maryland Scenic Railroad and Tri-State Zoological Park. This one-bedroom flat accommodates up to four guests with a king bed and sofa bed, featuring two bathrooms, air conditioning, and a kitchen, providing a comfortable base for exploring Cumberland.
10 3 reviews
Cumberland, MD
12/08 – 20/08
A$240/nighttotal: A$1920 (8 )
Lock#7four
1 2
apartment , Cumberland
Lock#74 is a historic three-bedroom apartment located in the centre of Cumberland, Maryland, offering immediate access to the renovated downtown area and proximity to mountain views and biking routes. This family home accommodates up to six guests with three bedrooms and one bathroom, featuring a fully equipped kitchen, in-unit laundry facilities, and is situated just 250 metres from the C&O Canal Towpath, a popular biking trail.
9.8 42 reviews
Cumberland, MD
12/08 – 20/08
A$198/nighttotal: A$1584 (8 )
Mountain Maryland Getaway
1 2
apartment , Cumberland
This Cumberland duplex, a short 0.8km walk from the Allegany Passage/Gap Trail, offers a peaceful yet central location ideal for exploring the town. The two-bedroom, two-bathroom house sleeps four guests and includes a kitchen with fridge, freezer, microwave, and dishwasher, plus free on-street parking; access to the entire house (excluding one locked room) is provided.
Best family friendly Cumberland, MD holiday rentals
Among the 76 accommodations in Cumberland, MD, here are the 4 best family friendly rentals
9.6 188 reviews
Cumberland, MD
23/06 – 26/06
A$307/nighttotal: A$921 (3 )
Hilltop 10 Acre Cabin Retreat Getaway - Wifi!
3 2
cabin , Fort Ashby
This family-friendly cabin is located in the mountains, just 25 kilometres from attractions like Advanced Medical Care, Canal Place, and the C&O Canal National Historic Park Visitor's Center. The cabin has excellent user, location, and cleanliness ratings, making it a popular choice for travellers. The cabin has three bedrooms and two bathrooms, covering 120 square metres and comfortably sleeping six guests. The cabin is well-equipped with a fully fitted kitchen, a terrace, a garden, and parking, ensuring a comfortable stay for families and groups.
9.8 72 reviews
Cumberland, MD
12/08 – 20/08
A$183/nighttotal: A$1464 (8 )
Historic Eden Ranch, Built 1837
1 2
gîte , Ellerslie
This charming farmhouse, situated on a 110-acre property in Allegany County, Maryland, is just a short distance from the base of Wills Knob and Wills Mountain, offering a tranquil escape in a rural setting. It has been awarded excellent ratings for its location, cleanliness, and overall experience. The three-bedroom farmhouse can comfortably accommodate up to six guests and features a sitting room upstairs, a living room with a large TV, and a fully equipped kitchen. Guests have access to the entire property, including walking trails, a BBQ grill, and the opportunity to experience life on a working cattle ranch.
9.8 8 reviews
Cumberland, MD
12/08 – 20/08
A$293/nighttotal: A$2344 (8 )
Mountain View Escape | Great Allegheny Passage
3 2
apartment , Corriganville
This three-bedroom Corriganville apartment, perfect for families or groups of up to eight, offers a peaceful mountain setting with access to beautifully tended gardens and parking. The property features a fully renovated kitchen with modern appliances, two bathrooms with rainfall showers, and ample natural light throughout its spacious living areas; nearby landmarks' precise distances are unavailable.
10 200 reviews
Cumberland, MD
12/08 – 20/08
A$261/nighttotal: A$2088 (8 )
The Cottage On The Hill
1 2
apartment , Cumberland
This charming cottage is located on a hillside in Cumberland, just a short walk from the historic town centre. It has consistently received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers. The property can accommodate up to 11 guests and features three bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen, a spacious garden, a private patio with a fire pit, and a vintage game room with a pool table and games for all ages.
Best Cumberland, MD holiday rentals with parking
10 56 reviews
Cumberland, MD
17/08 – 20/08
A$218/nighttotal: A$654 (3 )
Private 2 Bedroom Apt With Bike Storage 1 Mile To The Gap And C&o Canal /
2 1
apartment , Cumberland
This two-bedroom apartment is situated in Cumberland's city centre, less than a mile from the downtown area, the GAP trail, the C&O Canal, and a variety of restaurants. Guests have consistently rated this property as excellent, praising its convenient location and comfortable amenities. The self-catering apartment comfortably accommodates up to five guests and features a fully equipped kitchen, a living area, and a private porch. Guests can enjoy a range of amenities including air conditioning, a garden, secure bike storage, and a 40-inch TV with access to streaming services.
10 8 reviews
Cumberland, MD
17/08 – 20/08
A$242/nighttotal: A$726 (3 )
Relaxing Rustic Oasis Ii - 6 Min Walk To Downtown! Cyclist Welcomed!
1 1
apartment , Cumberland
This Cumberland apartment offers a central location, within a 1.6km walk of the Downtown Historic District, Windsor Hall, Allegany Museum, Emmanuel Episcopal Church, the Western Maryland Scenic Railroad, and Cumberland Station. The one-bedroom flat sleeps four guests and includes a fully equipped kitchen with fridge, microwave, dishwasher, and in-unit laundry; free Wi-Fi and parking are also provided.
10 73 reviews
Cumberland, MD
17/08 – 20/08
A$309/nighttotal: A$927 (3 )
Wiggerzen
1 1
apartment , Cumberland
This modern home is located in a peaceful neighbourhood, just 3.2 kilometres from the Great Allegheny Passage and historic downtown Cumberland. It has consistently received excellent ratings for its cleanliness, location, and overall experience. The property features three bedrooms and one bathroom, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a garden, a fitness centre, parking, and secure bike storage, making it ideal for cyclists exploring the area.
Cumberland, MD
23/06 – 26/06
A$367/nighttotal: A$1101 (3 )
Gorgeous, Fully Renovated 3-bedroom House With Ac In Tranquil La Vale
3 2
apartment , Cumberland
This recently renovated flat, offering a secluded mountain setting on Haystack Mountain, provides expansive views overlooking National Highway and is conveniently located just minutes from I68, with a 10-minute drive to downtown Cumberland's attractions. This 124 square meter flat features 3 bedrooms, 2 bathrooms, and accommodates up to 8 guests, boasting a fully equipped kitchen with a fridge and microwave, air conditioning, Wi-Fi, and a terrace or balcony, with nearby attractions including Rocky Gap Casino and Golf Course and the Western Maryland Scenic Railroad.
Frequently asked questions about holiday rentals in Cumberland, MD
Which neighborhood in Cumberland, MD should you consider for a vacation rental?
The historic district is a great choice for a vacation rental. You'll be within walking distance of many attractions, restaurants, and shops. The area around the Canal is also a good option, offering a peaceful atmosphere and beautiful views.
What are the best Airbnb and holiday rentals in Cumberland, MD?
What are the top family-friendly attractions in Cumberland, MD?
The Western Maryland Scenic Railroad is a great option for a family day out. They offer various train rides, including a trip to Frostburg. The Cumberland Heritage Village is another popular choice, with historical buildings and exhibits that are sure to fascinate children.
What are the most popular Airbnbs in Cumberland, MD?
When is the best time to book a vacation rental in Cumberland, MD?
The best time to book a vacation rental in Cumberland is during the shoulder seasons, April-May and September-October. You'll enjoy pleasant weather and fewer crowds. The summer months can get busy, especially during the annual Allegany County Fair.
What are the best holiday rentals with a pool in Cumberland, MD?
What are the best budget-friendly activities in Cumberland, MD?
Take a walk or bike ride along the C&O Canal Towpath. It's a beautiful and scenic way to spend a few hours. You can also visit the free exhibits at the Allegany Museum or enjoy a picnic at the scenic Rocky Gap State Park.
What are the best rentals for families and kids in Cumberland, MD?
What are the best restaurants with local dishes in Cumberland, MD?
For local dishes, try the Chesapeake Inn, known for its Maryland crab cakes. The Old Italy Restaurant serves traditional Italian dishes, and the Blue Moon Cafe is a great spot for a casual meal.
What are the best rentals or Airbnbs with a jacuzzi in Cumberland, MD?
What are the best walking or cycling routes in Cumberland, MD?
The C&O Canal Towpath is a great option for both walking and cycling, offering scenic views and a flat, easy route. The Great Allegheny Passage is another popular choice for cyclists, offering a longer, more challenging ride.
Are there pet-friendly attractions in Cumberland, MD?
Yes, many attractions in Cumberland are pet-friendly. The C&O Canal Towpath is a great place to take your dog for a walk, and the Rocky Gap State Park also welcomes dogs on leash. The Allegany Museum has a designated pet-friendly entrance.
What are the benefits of choosing a vacation rental in Cumberland, MD?
Vacation rentals offer more space and privacy than hotels, and you can often find rentals with unique features like hot tubs or fireplaces. They also allow you to cook your own meals and enjoy a more home-like experience.
What are the top sports attractions and facilities in Cumberland, MD?
Cumberland is home to the Rocky Gap State Park, which offers various recreational activities like hiking, fishing, and boating. The city also has a few golf courses, including the Rocky Gap Golf Resort.
Destinations nearby
Best Cumberland, MD holiday rentals with a balcony
9.9 129 reviews
Cumberland, MD
17/08 – 20/08
A$330/nighttotal: A$990 (3 )
The Dacha. Cumberland Vacation
2 1
house , Cumberland
The Dacha. Cumberland vacation is situated in Cumberland, a short distance from Frostburg State University and a drive from Altoona-Blair County Airport. The property consistently receives excellent ratings for its location, cleanliness, and overall guest experience. The two-bedroom house offers 134 square metres of space, comfortably accommodating up to four guests. Guests can enjoy a range of amenities and activities, including a private pool, spa, tennis court, and a fully equipped kitchen.
10 8 reviews
Cumberland, MD
12/08 – 20/08
A$210/nighttotal: A$1680 (8 )
The Dacha. Cumberland Vacation
2 2
apartment , Cumberland
This Cumberland mountainside property is a 10-minute walk from the Chesapeake & Ohio Canal National Historic Park and within 5km of Canal Place and Advanced Medical Care. This 134 square metre house offers two bedrooms, two bathrooms, sleeps four, and boasts a fully equipped kitchen, swimming pool, hot tub, games room, free breakfast, and free Wi-Fi.
8.8 12 reviews
Cumberland, MD
17/08 – 20/08
A$222/nighttotal: A$666 (3 )
Relaxing Rustic Oasis Ii, Unit B - 6 Minute Walk To Downtown! Cyclists Welcome!
1 1
house , Cumberland
This comfortable flat is located in downtown Cumberland, just 19 kilometres from Frostburg State University, making it a convenient choice for visitors and families with students. It has received positive feedback from previous guests, who have rated it as "good". The property offers 75 square metres of living space, with one bedroom and one bathroom, comfortably accommodating up to four guests. The flat includes amenities such as a fully equipped kitchen, a private balcony, and free parking, ensuring a pleasant stay.
9.6 7 reviews
Cumberland, MD
17/08 – 20/08
A$683/nighttotal: A$2049 (3 )
Make Memories: Mountain View Grand 6br 3ba Lavale Home, 15 Min To Rocky Gap
6 1
apartment , La Vale
This spacious six-bedroom La Vale property, located on National Highway, offers easy access to Cumberland (approximately 13km away) and attractions such as Rocky Gap State Park (24km) and Deep Creek Lake (72km). The 327 square metre dwelling boasts a six-bedroom, three-bathroom layout sleeping up to 15 guests, complete with a fully equipped kitchen, air conditioning, parking, and a terrace with garden views.
Best pet friendly Cumberland, MD holiday rentals
Among the 76 accommodations in Cumberland, MD, here are the 4 best pet friendly rentals
8.8 3 reviews
Cumberland, MD
12/08 – 20/08
A$476/nighttotal: A$3808 (8 )
Historic Mountain Retreat: Breathtaking Views, Pet Friendly, Trampoline/playroom
4 2
apartment , Cumberland
This apartment is located in Cumberland, a 3-minute drive from the Chesapeake and Ohio Canal National Historical Park Visitor Centre and Western Maryland Scenic Railroad, with Cumberland Station a 14-minute walk (approximately 1.1 kilometres) away. This accommodation sleeps up to 10 guests across 4 bedrooms and 1.5 bathrooms, featuring air conditioning, Wi-Fi, a television, a fireplace, a grill, and a hot tub, with an in-unit washer and dryer and a fully equipped kitchen.
9.8 124 reviews
Cumberland, MD
17/08 – 20/08
A$337/nighttotal: A$1011 (3 )
Awesome New Property/ Canal River Retreat
5 1
apartment , Cumberland
This five-bedroom house is located in the mountains of Cumberland, just 1.6km from the Chesapeake and Ohio Canal and National Historic Park and 3.2km from the Western Maryland Railroad Station. The property has received excellent user ratings, making it a popular choice for travellers. The 228 square metre house comfortably accommodates up to eight guests and features a fully equipped kitchen, a garden, a terrace, and parking. Guests can enjoy free Wi-Fi, air conditioning, and a DVD player, as well as access to ski-in/ski-out slopes.
9.3 3 reviews
Cumberland, MD
12/08 – 20/08
A$197/nighttotal: A$1576 (8 )
Cozy Country Charm – Mins To Cumberland & Trails
1 2
apartment , Wiley Ford
This apartment in Wiley Ford, West Virginia, is situated 1.1 kilometres from downtown Cumberland and offers immediate access to the Great Allegheny Passage, C&O Canal Towpath, and the Potomac River for outdoor pursuits. This pet-friendly, single-level cottage accommodates up to six guests with one bedroom, one bathroom, a full kitchen including a fridge, freezer, microwave, and dishwasher, air conditioning, a garden with a picnic area and fire pit, and on-site parking.
Cumberland, MD
12/08 – 20/08
A$266/nighttotal: A$2128 (8 )
Cresaptown Condo On The Creek
1 2
apartment , Cresaptown
This Cresaptown flat offers a convenient base, located approximately 3 kilometres from the historic Allegany County Fairgrounds and within easy reach of local shops and eateries. This 2-bedroom, 1-bathroom flat accommodates up to 4 guests, featuring air conditioning, a kitchen, and internet access, making it suitable for families or small groups exploring the area.
