This two-bedroom apartment is located in a peaceful neighbourhood just one block from Cumberland’s historic Washington Street district, within easy reach of both the downtown area and the Allegheny Highlands and C&O Canal trails. It has consistently received excellent ratings for its cleanliness, location and overall experience. The flat is suitable for up to four guests and has a dedicated workspace, making it perfect for remote workers. It also offers secure storage for bikes, ideal for exploring the nearby trails, and is close to a range of attractions including the Casino at Rocky Gap.
9.8 151 reviews
Cumberland, MD
12/08 – 20/08
A$193/nighttotal: A$1544 (8 )
Queen City Quarters- Cozy, Historic, 1920s Home
1 2
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.
10 1 review
Cumberland, MD
12/08 – 20/08
A$155/nighttotal: A$1240 (8 )
Adorable 1-bedroom Apartment With Ac In Charming Cumberland
1 2
apartment , Cumberland
This one-bedroom flat in Cumberland offers convenient access to historical sites such as the Allegany Museum and Windsor Hall, and is located 500 meters from the Western Maryland Scenic Railroad. This apartment accommodates two guests and includes air conditioning, heating, a microwave oven, and parking, with the Tri-State Zoological Park and Frostburg State University Arboretum also within easy reach.
8.8 5 reviews
Cumberland, MD
27/06 – 04/07
A$222/nighttotal: A$1554 (7 )
The Downtown Railside Nook
1 2
apartment , Cumberland
This centrally located flat in historic Cumberland, Maryland, is situated in the downtown district, a 10-minute walk from Cumberland's shopping, restaurants, and art galleries. This three-bedroom residence, accommodating up to four guests, features air conditioning, Wi-Fi, and on-site parking, with a kitchen equipped with a fridge, freezer, and microwave.
9.8 56 reviews
Cumberland, MD
12/08 – 20/08
A$189/nighttotal: A$1512 (8 )
Downtown Rustic Oasis Ii - Cyclists Welcome!
1 2
apartment , Cumberland
This one-bedroom flat is located just one block from Cumberland's centre, within easy walking distance of the Cumberland Theatre, Western Maryland Scenic Railroad, and the C&O Canal & GAP Trail, making it ideal for exploring the town. The flat is situated in a quiet, safe neighbourhood, offering a peaceful retreat after a day of sightseeing. The flat can accommodate up to four guests and features a comfortable living space, a well-equipped kitchen with a unique antique island, and a modern bathroom. Amenities include free Wi-Fi, a TV with streaming services, a washer and dryer, and complimentary laundry detergent, ensuring a comfortable stay.
9.6 37 reviews
Cumberland, MD
27/06 – 04/07
A$137/nighttotal: A$959 (7 )
344 Cozy Cottage
1 2
cabin , La Vale
This charming cottage is located directly across the street from Fratelli's restaurant in La Vale, a short distance from the town's shopping and dining district. The surrounding area offers a convenient and peaceful setting, perfect for exploring the local attractions. This cosy self-contained property has one bedroom and one bathroom, comfortably accommodating two guests. The cottage includes a kitchen with a fridge, freezer, microwave, and a private garden, offering a relaxing space to enjoy the outdoors.
9.8 90 reviews
Cumberland, MD
12/08 – 20/08
A$157/nighttotal: A$1256 (8 )
The Hidden Tree
1 2
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.
10 200 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.
9.8 12 reviews
Cumberland, MD
12/08 – 20/08
A$166/nighttotal: A$1328 (8 )
Polk-a-dot #2 - Walk To Downtown & Pets Welcome
1 2
apartment , Cumberland
This two-bedroom flat in Cumberland offers direct access to the C&O Canal trail, is within 500 meters of the town centre's shops and restaurants, and is a short walk from the Western Maryland Scenic Railroad. This pet-friendly accommodation accommodates up to six guests with two bedrooms, one bathroom, a fully equipped kitchen, air conditioning, and parking, providing a convenient base for exploring Cumberland.
10 8 reviews
Cumberland, MD
27/06 – 04/07
A$186/nighttotal: A$1302 (7 )
809- Lovely 1 Bed/1 Bath Unit W/ Free Parking
1 2
apartment , Cumberland
This one-bedroom apartment is conveniently located in central Cumberland, just a short drive from the town centre and the Cumberland Infirmary. The self-catering flat is newly renovated, sleeps up to four guests and offers free Wi-Fi, off-street parking and a modern kitchen with a fridge, freezer and microwave.
10 149 reviews
Cumberland, MD
27/06 – 04/07
A$207/nighttotal: A$1449 (7 )
New Listing-"cumberland Cottage"-charming,quaint
3 2
apartment , Pleasant Grove
This three-bedroom, one-bathroom house is situated just outside Pleasant Grove, offering easy access to nearby attractions and is a short drive from Pennsylvania and West Virginia. Sleeping up to five guests, this renovated property features a fully equipped kitchen with dishwasher, air conditioning, a garden, on-site parking, and excellent guest reviews.
9.9 115 reviews
Cumberland, MD
12/08 – 20/08
A$170/nighttotal: A$1360 (8 )
Great Location, Spacious, Comfy 2 Bdrm 3 Bed Home
1 2
apartment , Cumberland
This two-bedroom apartment is located in a peaceful residential neighbourhood in the Western Maryland mountains, just minutes from historic downtown Cumberland, the Potomac River, and Rocky Gap State Park. The apartment has consistently received excellent ratings for its location, cleanliness, and overall guest experience. The apartment is spacious, comfortably accommodating up to four guests, and features a fully equipped kitchen, comfortable living areas, and two bedrooms with queen-size beds and 55" TVs. The apartment also offers blackout curtains, a private garden, parking for one small car, and a range of amenities to make your stay as enjoyable as possible.
Best family friendly Cumberland, MD holiday rentals
Among the 76 accommodations in Cumberland, MD, here are the 4 best family friendly rentals
10 9 reviews
Cumberland, MD
27/06 – 04/07
A$239/nighttotal: A$1673 (7 )
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.
9.6 7 reviews
Cumberland, MD
12/08 – 20/08
A$573/nighttotal: A$4584 (8 )
Make Memories: Mountain View Grand 6br 3ba Lavale Home, 15 Min To Rocky Gap
6 2
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.
9.8 46 reviews
Cumberland, MD
12/08 – 20/08
A$208/nighttotal: A$1664 (8 )
Johnson Heights Getaway
1 2
apartment , Cumberland
This three-bedroom apartment is situated in a convenient neighbourhood just 5km from downtown Cumberland, close to UPMC and Constitution Park. It has received excellent ratings for location, cleanliness, and overall user experience. The property offers ample space for families with a finished attic that can be used as a games room or hangout area, accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a patio, a sun porch, and parking.
10 5 reviews
Cumberland, MD
27/06 – 04/07
A$516/nighttotal: A$3612 (7 )
Hillside Family Retreat
1 2
apartment , Cumberland
This Cumberland property, comprising The Cottage on the Hill and The Hillside Hideaway, is situated near a wooded area, offering privacy yet convenient access to local attractions (distances unspecified). Sleeping up to 16 guests across 6 bedrooms and 4 bathrooms, this large holiday home boasts extensive grounds with fire pits, two game rooms featuring pool tables, and private parking for 6-8 cars, plus options for larger vehicles.
Best Cumberland, MD holiday rentals with parking
9.8 133 reviews
Cumberland, MD
12/08 – 20/08
A$280/nighttotal: A$2240 (8 )
The Dacha. Cumberland Vacation
2 2
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.
9.0 2 reviews
Cumberland, MD
12/08 – 20/08
A$166/nighttotal: A$1328 (8 )
The Suite On Smallwood
2 2
apartment , Cumberland
This two-bedroom flat in Cumberland is located near the Allegany County Fairgrounds and Rocky Gap Casino and Golf Course. Offering accommodation for up to six guests, this apartment includes internet, air conditioning, parking, and a shower, with comfortable sleeping arrangements featuring a queen and a full bed.
10 114 reviews
Cumberland, MD
12/08 – 20/08
A$466/nighttotal: A$3728 (8 )
Secluded, Romantic Cabin With Hot Tub On 12 Acres Of Woodland.
1 2
cabin , Spring Gap
This Spring Gap lodge is situated on a 19-hectare woodland plot, one mile (1.6km) from The Millstone store and two miles (3.2km) from the C&O Canal Towpath trailhead. The self-catering property, sleeping four guests in one bedroom and one bathroom, boasts a full kitchen with granite worktops, a hot tub, a hydrotherapy bath, Starlink internet, and complimentary firewood for the fire ring.
10 45 reviews
Cumberland, MD
12/08 – 20/08
A$213/nighttotal: A$1704 (8 )
Cj’s Escape
Great Location & Just Like Home
1 2
apartment , La Vale
This three-bedroom house in La Vale, Maryland, offers excellent proximity to I-68, a five-minute drive from Frostburg, and a 72-kilometre drive from Deep Creek Lake. The property sleeps five, boasts a fully equipped kitchen, a garden with fire pit, smart TV, and parking, and adheres to a strict no-smoking, no-guests, no-parties policy.
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
Cumberland, MD
12/08 – 20/08
A$305/nighttotal: A$2440 (8 )
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.
8.9 13 reviews
Cumberland, MD
12/08 – 20/08
A$204/nighttotal: A$1632 (8 )
Relaxing Rustic Oasis Ii, Unit B - 6 Minute Walk To Downtown! Cyclists Welcome!
1 2
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.
Best pet friendly Cumberland, MD holiday rentals
Among the 76 accommodations in Cumberland, MD, here are the 4 best pet friendly rentals
9.7 69 reviews
Cumberland, MD
12/08 – 20/08
A$179/nighttotal: A$1432 (8 )
Laverne’s Lodge
1 2
apartment , Cumberland
This Victorian flat is located just 1.6km from Cumberland's town centre, close to the C&O Canal and the Western MD railway, offering a peaceful setting within easy reach of local attractions. It has consistently received excellent ratings for location, cleanliness, and overall experience. The flat has three bedrooms, a master with a king-size bed, a queen-size bedroom, and a TV room with a king-size daybed, comfortably accommodating up to six guests. It is fully equipped with a kitchen, air conditioning, a garden, and parking, making it a convenient and comfortable home away from home.
9.8 126 reviews
Cumberland, MD
12/08 – 20/08
A$269/nighttotal: A$2152 (8 )
Awesome New Property/ Canal River Retreat
5 2
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 12 reviews
Cumberland, MD
27/06 – 04/07
A$190/nighttotal: A$1330 (7 )
Romantic Condo With A View In Historic Cumberland
1 2
apartment , Cumberland
This one-bedroom apartment is situated in historic Cumberland, just 16km from the Rocky Gap resort and casino. The flat boasts a fully equipped kitchen, a comfortable living area, and a private deck with panoramic views of the city, making it perfect for a relaxing getaway for up to three guests.
9.8 74 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.