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Best Vacation rentals and Airbnb offers in Cumberland, MD
9.3 3 reviews
Cumberland, MD
08/12 – 08/20
$138/nighttotal: $1104 (8 )
Charming One Bedroom With Lanai!
1 2
apartment , Cumberland
This one-bedroom Cumberland apartment rental in the Johnson Heights neighborhood is conveniently located three minutes from UPMC and five minutes from downtown Cumberland and Canal Place. The unit features a renovated kitchen and bathroom, a private lanai, and accommodates two guests, offering a comfortable stay with amenities including air conditioning, internet access, parking, and a shared garden.
9.0 2 reviews
Cumberland, MD
08/12 – 08/20
$84/nighttotal: $672 (8 )
Cozy & Simple Private Basement In Cumberland
1 2
apartment , Cumberland
This basement dwelling is situated in a quiet residential district of Cumberland, offering convenient access to local amenities and attractions. This private apartment accommodates up to two guests and features a kitchenette with a microwave and refrigerator, air conditioning, private parking, and self-check-in.
9.8 42 reviews
Cumberland, MD
08/12 – 08/20
$139/nighttotal: $1112 (8 )
Mountain Maryland Getaway
1 2
apartment , Cumberland
This Cumberland duplex, located a five-minute walk from the Great Allegheny Passage/Chesapeake & Ohio Canal Towpath, offers easy access to hiking and biking trails. The two-bedroom, two-bathroom house sleeps four guests and includes a full kitchen with fridge, freezer, microwave, and dishwasher; free on-street parking is available, and Wi-Fi is provided.
Cumberland, MD
08/12 – 08/20
$117/nighttotal: $936 (8 )
The Suite On Smallwood
2 2
apartment , Cumberland
This 2-bedroom, 1-bathroom condo in Cumberland provides comfortable lodging with internet, air conditioning, and parking, located a short drive from the Allegany County Fairgrounds and Rocky Gap Casino. This accommodation sleeps up to 6 guests and offers convenient access to attractions like the Western Maryland Scenic Railroad and Tri-State Zoological Park, ideal for exploring the Cumberland area.
9.9 31 reviews
Cumberland, MD
06/27 – 07/04
$141/nighttotal: $987 (7 )
The Art House
1 2
apartment , Cumberland
This Cumberland rental is located just a block from the trail and a few blocks from downtown, putting you within easy reach of both nature and city amenities. It has earned excellent ratings for location, cleanliness, and overall user experience. This two-bedroom, two-bathroom home can comfortably accommodate up to four guests. The kitchen is well-equipped with modern appliances, and the charming ambiance is enhanced by unique design elements, whimsical decor, and a private garden.
This apartment is located in a quiet neighborhood just one block off Washington Street, Cumberland's historic district, and is less than a mile from both downtown Cumberland and the Allegheny Highlands Trail and the C&O Canal trail. It has received excellent ratings for cleanliness, location, and user experience. The rental offers a comfortable living space for up to four guests with two bedrooms and one bathroom. It features a spacious eat-in kitchen, a comfortable living room, a dedicated workspace, and secure storage for bikes, making it ideal for exploring the trails and enjoying the nearby attractions.
9.8 10 reviews
Cumberland, MD
08/12 – 08/20
$116/nighttotal: $928 (8 )
Polk-a-dot #2 - Walk To Downtown & Pets Welcome
1 2
apartment , Cumberland
This 2-bedroom rental in Cumberland offers prime walkability to downtown attractions, including shops, dining, the Western Maryland Scenic Railroad, and direct access to the C&O Canal trail, all within a few blocks. This pet-friendly apartment sleeps 6 guests and features air conditioning, internet, a fully equipped kitchen, and parking, making it ideal for outdoor enthusiasts and those exploring the historic district.
9.5 8 reviews
Cumberland, MD
06/27 – 07/04
$76/nighttotal: $532 (7 )
The Caverne, Basement Apartment
1 2
apartment , Cumberland
This one-bedroom, one-bathroom rental unit is located in Cumberland, offering immediate access to the Canal Rail Trail for outdoor activities and placing guests within walking distance of downtown dining and amenities. This secured basement apartment accommodates up to three guests with a full kitchen, air conditioning, and available laundry facilities, featuring a shared backyard with a grill and bike storage.
8.5 4 reviews
Cumberland, MD
06/27 – 07/04
$157/nighttotal: $1099 (7 )
The Downtown Railside Nook
1 2
apartment , Cumberland
This second-floor condo is located in downtown Cumberland, Maryland, approximately 5,280 feet from the shops, restaurants, art galleries, and nightlife of the downtown district, and is situated in a historic building. This three-bedroom lodging accommodates up to four guests and includes air conditioning, parking, and a kitchen equipped with a fridge, freezer, and microwave oven.
9.8 100 reviews
Cumberland, MD
06/27 – 07/04
$141/nighttotal: $987 (7 )
2 Br Apt, 1 Mile To C&o & Gap Trail W/bike Storage
2 2
apartment , Cumberland
This Cumberland apartment is located in a quiet neighborhood, less than a mile from downtown, the Great Allegheny Passage trail, the C&O Canal, and restaurants. It has earned excellent ratings for location, cleanliness, and user experience. This two-bedroom unit can accommodate up to five guests and offers a full kitchen, bathroom, living area, and a private porch. Amenities include a 40" Roku TV, fast Wi-Fi, washer and dryer, secure bike storage, and a well-equipped kitchen.
9.5 15 reviews
Cumberland, MD
08/12 – 08/20
$85/nighttotal: $680 (8 )
Apartment Attic High Ceiling C&ocanal, Upmc, Rocky
1 2
apartment , Cumberland
This private attic dwelling in Cumberland is located in a central and safe district, offering panoramic views of historic architecture and situated just 10,560 feet from the police station. This 1-bedroom, 1-bathroom apartment accommodates up to 2 guests and features a kitchen with a fridge and microwave, air conditioning, internet, and parking, with secure bicycle storage available on the front porch.
9.8 8 reviews
Cumberland, MD
06/27 – 07/04
$234/nighttotal: $1638 (7 )
Mountain View Escape | Great Allegheny Passage
3 2
apartment , Corriganville
This Corriganville apartment is peacefully situated in a neighborhood near flowing creeks and rolling hills, offering a tranquil mountain setting. The three-bedroom, two-bathroom rental boasts a fully renovated kitchen with modern appliances, a garden, parking, and accommodates up to eight guests, perfect for family vacations or group getaways.
Compare Vacation Rentals for Families in Cumberland, MD
These kid-friendly vacation rentals in Cumberland, MD keep you close to top city attractions for a stress-free family vacation.
8.8 3 reviews
Cumberland, MD
08/12 – 08/20
$334/nighttotal: $2672 (8 )
Historic Mountain Retreat: Breathtaking Views, Pet Friendly, Trampoline/playroom
4 2
apartment , Cumberland
This four-bedroom, 1.5-bathroom apartment in Cumberland offers convenient on-site parking and is located a 3-minute drive from the Chesapeake and Ohio Canal National Historical Park and the Western Maryland Scenic Railroad, with Cumberland Station just a 14-minute walk away. This pet-friendly rental accommodates up to 10 guests with amenities including air conditioning, a jacuzzi, a grill, Wi-Fi, a television, and an in-unit washer and dryer for a comfortable stay.
10 56 reviews
Cumberland, MD
06/27 – 07/04
$148/nighttotal: $1036 (7 )
Private 2 Bedroom Apt With Bike Storage 1 Mile To The Gap And C&o Canal /
2 2
apartment , Cumberland
This two-bedroom apartment is located less than a mile from downtown Cumberland, the GAP Trail, the C&O Canal, and restaurants in a safe, quiet neighborhood. The apartment has received excellent user ratings and is perfect for families or groups of up to five guests. The apartment features a full kitchen, bathroom, living area, porch, and a private entrance. Guests can enjoy amenities like WiFi, a 40” TV, streaming services, a DVD player, movies, games, books, and secure bike storage.
9.8 46 reviews
Cumberland, MD
08/12 – 08/20
$146/nighttotal: $1168 (8 )
Johnson Heights Getaway
1 2
apartment , Cumberland
This 3-bedroom, 2-bathroom apartment in Cumberland is close to UPMC, Constitution Park, downtown, and bike trails. It has excellent user, location, and cleanliness ratings. The apartment can accommodate up to 6 guests and features a spacious layout, a bonus attic space, an outdoor oasis, a charming interior, modern amenities, and is pet-friendly. It also offers ample parking.
10 3 reviews
Cumberland, MD
08/12 – 08/20
$157/nighttotal: $1256 (8 )
The Whistle Stop In Cumberland, Maryland
1 2
apartment , Cumberland
This family-friendly apartment is located in Cumberland, Maryland, within a restored historic home offering proximity to local attractions. This residence provides accommodation for up to 8 guests with 4 bedrooms, 2 bathrooms, a fully equipped kitchen, and on-site laundry, featuring air conditioning and WiFi.
Best Cumberland, MD vacation rentals with parking
9.8 124 reviews
Cumberland, MD
08/12 – 08/20
$189/nighttotal: $1512 (8 )
Awesome New Property/ Canal River Retreat
5 2
apartment , Cumberland
This vacation home is located in the mountains of Cumberland, just a mile from the Chesapeake and Ohio Canal and National Historic Park. The house has received excellent ratings from previous guests. This five-bedroom, four-bathroom property is perfect for families or groups of up to eight people. The house features a fully equipped kitchen, a terrace, a garden, and free WiFi, making it an excellent choice for a relaxing and enjoyable stay.
9.8 133 reviews
Cumberland, MD
06/27 – 07/04
$197/nighttotal: $1379 (7 )
The Dacha. Cumberland Vacation
2 2
house , Cumberland
The Dacha is a Cumberland vacation rental located just 14 miles from Frostburg State University and 60 miles from Altoona-Blair County Airport, making it a convenient base for exploring the area. It has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. This 2-bedroom house comfortably sleeps 4 guests and spans 1440 square feet. Enjoy a private pool, patio, mountain views, a fully equipped kitchen, a spa with a hot tub, outdoor play equipment, casino access, continental breakfast, free Wi-Fi, and parking.
Cumberland, MD
08/12 – 08/20
$215/nighttotal: $1720 (8 )
Gorgeous, Fully Renovated 3-bedroom House With Ac In Tranquil La Vale
3 2
apartment , Cumberland
This fully renovated 3-bedroom, 2-bathroom apartment on Haystack Mountain offers a secluded mountain setting overlooking National Highway, with convenient access to I68 and located just 10 minutes from downtown Cumberland's attractions. This 1330 square foot residence accommodates up to 8 guests and features a kitchen with a fridge and microwave, air conditioning, a terrace/balcony, garden, parking, and high-speed internet, ideal for remote work and offering proximity to Allegany County Fairgrounds, Rocky Gap Casino and Golf Course, and the Western Maryland Scenic Railroad.
10 3 reviews
Cumberland, MD
08/12 – 08/20
$165/nighttotal: $1320 (8 )
Charming 2-bedroom Apartment With Equipped Kitchen And Ac, In Cumberland, Md.
2 2
apartment , Cumberland
This two-bedroom, one-bathroom apartment in Cumberland, Maryland is conveniently located five minutes from downtown's historic district and George Washington's Headquarters, and a 13-minute walk from the Cumberland Train Station. This rental offers in-unit laundry, a fully equipped kitchen, Wi-Fi, air conditioning, and sleeps up to six guests, with easy access to the Chesapeake & Ohio Canal National Historic Park and Wills Mountain State Park.
Frequently Asked Questions about vacation rentals in Cumberland, MD
What are the top family-friendly attractions in Cumberland, MD?
The Western Maryland Scenic Railroad is a great option for families. They have a variety of train rides throughout the year, including a Polar Express ride during the holidays. The Cumberland Railroad Station is also a great place to visit, as it's a National Historic Landmark.
What are the best Airbnb and vacation rentals 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, in the spring and fall. The weather is mild, and there are fewer crowds. If you're looking for a more affordable option, you can also book during the winter months. You can find some great deals on vacation rentals during this time.
What are the most popular Airbnbs in Cumberland, MD?
What events or festivals should visitors check out in and around Cumberland, MD?
The Canal Place Festival is a great event to check out in the summer. It's a celebration of the C&O Canal, with live music, food vendors, and arts and crafts. The Allegany County Fair is another popular event, held in August. It features agricultural exhibits, livestock shows, and carnival rides.
What are the best vacation rentals with a pool in Cumberland, MD?
What are the best restaurants with local dishes in Cumberland, MD?
For a taste of local flavor, check out The Old Firehouse Restaurant. They have a great menu with dishes made with fresh, local ingredients. The Chesapeake Inn is another great option, serving up classic Maryland seafood dishes.
What are the best rentals for families and kids in Cumberland, MD?
What are the best walking or cycling routes in Cumberland, MD?
The C&O Canal Towpath is a great option for walking or cycling. It's a paved path that follows the canal for miles, offering stunning views of the surrounding countryside. The Great Allegheny Passage is another popular route, offering a scenic ride through the mountains.
What are the best rentals or Airbnbs with a jacuzzi in Cumberland, MD?
Are there pet-friendly attractions in Cumberland, MD?
The C&O Canal National Historical Park is a great place to bring your furry friend. They have a number of pet-friendly trails and picnic areas. The Western Maryland Scenic Railroad also welcomes well-behaved pets on their train rides.
What are the top sports attractions and facilities in Cumberland, MD?
The city has a few sports facilities, including the Allegany County Recreation Park, which has a variety of fields and courts for different sports. The city also has a number of golf courses, including the Country Club of Cumberland. For a more unique experience, check out the Cumberland Railroad Station, which hosts the annual Cumberland Railroad Heritage Festival.
Destinations nearby
Choose the Right Vacation Rentals with a Terrace in Cumberland, MD
Enjoy your own private terrace with city skyline views at these vacation rentals in Cumberland, MD.
10 8 reviews
Cumberland, MD
06/27 – 07/04
$167/nighttotal: $1169 (7 )
The Dacha. Cumberland Vacation
2 2
apartment , Cumberland
This Cumberland mountainside vacation home sits a 10-minute walk from the Chesapeake & Ohio Canal National Historic Park and under 3 miles from Canal Place and Advanced Medical Care. This 1440-square-foot property boasts two bedrooms, two bathrooms, sleeps four guests, and includes a fully equipped kitchen, swimming pool, jacuzzi, and on-site hot tub and arcade/game room.
8.9 13 reviews
Cumberland, MD
08/12 – 08/20
$144/nighttotal: $1152 (8 )
Relaxing Rustic Oasis Ii, Unit B - 6 Minute Walk To Downtown! Cyclists Welcome!
1 2
house , Cumberland
This downtown Cumberland apartment is located in Hambright's Alley, just 12 miles from Frostburg State University and within walking distance of shops, restaurants, and attractions. It has received good user ratings for its comfortable accommodations. The apartment has one bedroom, one bathroom, and a floor area of 810 square feet, comfortably accommodating four guests. Enjoy the fresh air and city views from the private balcony, prepare meals in the fully equipped kitchen, and relax with streaming TV.
9.6 7 reviews
Cumberland, MD
08/12 – 08/20
$403/nighttotal: $3224 (8 )
Make Memories: Mountain View Grand 6br 3ba Lavale Home, 15 Min To Rocky Gap
6 2
apartment , La Vale
This six-bedroom La Vale, Maryland apartment is located on National Highway, minutes from Cumberland and attractions like Rocky Gap State Park (15-minute drive) and Deep Creek Lake (45-minute drive). This 3800-square-foot rental boasts a spacious layout, accommodating up to 15 guests with amenities including a fully equipped kitchen, a terrace, a garden, and on-site parking; board games are also available.
Discover Pet-Friendly Vacation Rentals in Cumberland, MD
Experience a pet-friendly stay in Cumberland, MD with vacation rentals located steps away from city dog parks and walking trails.
9.7 69 reviews
Cumberland, MD
08/12 – 08/20
$126/nighttotal: $1008 (8 )
Laverne’s Lodge
1 2
apartment , Cumberland
This Victorian apartment is located just a mile from downtown Cumberland, close to the C&O Canal and the Western MD railroad, offering a blend of historic charm and easy access to the city's attractions. The apartment receives excellent ratings for location, cleanliness, and user satisfaction. This charming home features three bedrooms, accommodating up to six guests. The apartment offers a full kitchen, air conditioning, a garden, and parking, making it a convenient and comfortable option for your Cumberland stay.
9.9 162 reviews
Cumberland, MD
08/12 – 08/20
$178/nighttotal: $1424 (8 )
Rails And Trails Retreat ~ Historic Home W. Yard
1 2
apartment , Cumberland
This Cumberland apartment is located just 100 feet from the GAP and C&O trails and a short walk from the historic downtown area, making it a great choice for travelers who want to be close to the action. It has received excellent ratings for location, cleanliness, and overall experience. The rental offers a comfortable and spacious living space for up to 8 guests. It features a fully equipped kitchen, laundry facilities, excellent broadband, and covered bike storage, along with three porches and a fenced-in yard for outdoor enjoyment.
Cumberland, MD
06/27 – 07/04
$187/nighttotal: $1309 (7 )
Cresaptown Condo On The Creek
1 2
apartment , Cresaptown
This two-bedroom, one-bathroom condo in Cresaptown offers internet, air conditioning, and a full kitchen, accommodating up to four guests in a comfortable setting near local shops and dining. This residence is conveniently located within 2 miles of Allegany County Fairgrounds and a short drive to Rocky Gap State Park, providing easy access to community amenities and outdoor recreation.
9.8 74 reviews
Cumberland, MD
08/12 – 08/20
$129/nighttotal: $1032 (8 )
Historic Eden Ranch, Built 1837
1 2
gîte , Ellerslie
This historic farmhouse built in 1837 is registered in the Maryland Historic Society. It is situated on 110 acres of rolling countryside with scenic walking trails and abundant wildlife. This gîte has excellent user, location, and cleanliness ratings. It has 3 bedrooms, 1 bathroom, and can accommodate up to 6 guests. It offers modern conveniences such as a 55-inch TV with internet streaming capabilities and Wi-Fi. Guests can enjoy a patio with a BBQ grill for outdoor dining and relaxation, and observe deer, turkey, and geese roaming freely on the property.
