Vacation Rentals in Cumberland, MD

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Cumberland, MD holiday rentals
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76 Holiday rentals and Airbnb in Cumberland, MD

Best family friendly Cumberland, MD holiday rentals

Among the 76 accommodations in Cumberland, MD, here are the 4 best family friendly rentals

The Dacha. Cumberland Vacation - Cumberland, MD
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.
Make Memories: Mountain View Grand 6br 3ba Lavale Home, 15 Min To Rocky Gap - Cumberland, MD
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.
Johnson Heights Getaway - Cumberland, MD
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.
Hillside Family Retreat - Cumberland, MD
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

The Dacha. Cumberland Vacation - Cumberland, MD
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.
The Suite On Smallwood - Cumberland, MD
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.
Secluded, Romantic Cabin With Hot Tub On 12 Acres Of Woodland. - Cumberland, MD
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.
Cj’s Escape
Great Location & Just Like Home - Cumberland, MD
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?

    The Dacha - Cumberland Vacation, Quiet One Bedroom Apartment and The Dacha - Cumberland Vacation 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?

    The best holiday rentals or Airbnb with a jacuzzi in Cumberland, MD are No Cleaning Fees - The Dove’s Nest, The Dacha - Cumberland Vacation and The Hidden Tree.

  • 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

Gorgeous, Fully Renovated 3-bedroom House With Ac In Tranquil La Vale - Cumberland, MD
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.
Relaxing Rustic Oasis Ii, Unit B - 6 Minute Walk To Downtown! Cyclists Welcome! - Cumberland, MD
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

Laverne’s Lodge - Cumberland, MD
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.
Awesome New Property/ Canal River Retreat - Cumberland, MD
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.
Romantic Condo With A View In Historic Cumberland - Cumberland, MD
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.
Historic Eden Ranch, Built 1837 - Cumberland, MD
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.
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