Cumberland holiday rentals

We found 30 holiday rentals — enter your dates for availability

Discover a selection of 7 homes and other holiday rentals in Cumberland that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the amenities that you expect and more, such as Wi-Fi and cable TV. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The majestic setting of Cumberland is ready to explore

The area's history and churches are just some of the reasons to come on holiday to Cumberland. Travellers to this scenic city praise the casino gaming, hiking and cycling. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Cumberland

Are you searching for attractions to visit in the city? You'll be sure to enjoy Cumberland for its hiking and cycling. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Cumberland a fun place to get away to. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Allegany County Fairgrounds (3.6 mi / 5.9 km)
  • Rocky Gap Casino and Golf Course (6.5 mi / 10.5 km)
  • Rocky Gap Golf Resort (6.7 mi / 10.8 km)
  • Potomac Highland Winery (18.9 mi / 30.5 km)
  • Tri-State Zoological Park (2.5 mi / 4.1 km)
  • Maplehurst Country Club (8.2 mi / 13.2 km)

Exploring the natural features in Cumberland

Travellers enjoy Cumberland for its mountain views, riverfront and lakeside setting. Whether you're looking for fun outdoor activities or just want to take in the scenery, Cumberland is a great place to get out in nature. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Canal Place (0.3 mi / 0.6 km)
  • Lake Habeeb Beaches (6.8 mi / 10.9 km)
  • Lake Habeeb (6.9 mi / 11.1 km)
  • Savage River (11 mi / 17.7 km)
  • Chesapeake and Ohio Canal National Historical Park (17.8 mi / 28.7 km)
  • Public River Access (21.7 mi / 34.9 km)

How to get to and around Cumberland

The nearest airport is in Hagerstown, MD (HGR-Hagerstown Regional), located 54.9 mi (88.4 km) from the city centre.

If you're travelling by train, make your way to Cumberland Station or Allegany College Bus Stop to see more of the city.

Frequently asked questions

What is the best area to stay in Cumberland when booking a holiday home?
Among the more sought-after destinations to book your holiday home in Cumberland is LaVale. Set up home here and have fun visiting its must-see attractions, including La Vale Tollgate House and Country Club Mall.
What is the most popular type of holiday home accommodation in Cumberland?
The most in-demand types of holiday homes in Cumberland are houses. Ready for more choices? Stayz has numerous options to match the unique needs of our guests, so you’ll see holiday properties in all sizes, and for all budgets. The perfect home away from home is waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Cumberland?
Length of stay, property type and season are some factors that can affect the price of a holiday home. Simply click on your dates of travel to find your dream escape. From comfy cottages to sprawling villas, all Stayz holiday homes provide incredible value.
How much does it cost to rent a beach house in Cumberland?
When you travel and the size and style of the property will influence how much you’ll pay for your beachside escape. Put in your Cumberland travel dates to see all your options on Stayz. Can’t live without a hot tub? Use the filters to choose the features and amenities you want in your home.
Are there pet-friendly holiday homes in Cumberland?
Pack a tug toy and treats for your puppy dog because Cumberland has five holiday homes that throw out the welcome mat to doggie guests. Let your furriest pal join in on the family trip at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and travel dates, then check our “Pets allowed” filter box.
What are popular home amenities in Cumberland?
High-speed internet services, an oven and winery tours rank as the most popular home amenities in Cumberland. Whether you plan to travel on your own, with your sweetheart or a group of friends, Stayz can help you find a holiday home that fits your tastes with all the conveniences you’re looking for.
Are there large group holiday homes in Cumberland?
Take your pick of three Stayz properties in Cumberland that can host a group of five or more guests. You’ll get all the space and privacy you need to relax with the people you’re holidaying with — and no one else.
Are there holiday homes in Cumberland that welcome kids?
Bring the whole group together for an epic adventure in Cumberland at one of our five family-friendly holiday homes. Many of these stays offer amenities that are perfect for getaways with the little ones, like laundry facilities, extra bedrooms and entertainment areas. Just click on the “Properties good for families” filter and book your favourite.
What are the top attractions for families in Cumberland?
You’ll find lots of cool things to see and do with the family in Cumberland, such as:

  • Western Maryland Railroad Station
  • Tri-State Zoological Park
  • Allegany Museum

Can I find two-bedroom holiday homes in Cumberland?
Pick from two two-bedroom holiday properties in Cumberland. Settle the kids into the second room or fill it with a couple of your besties. There’s ample space for whoever’s lucky enough to be joining your adventure.
How can I find holiday homes with air conditioning in Cumberland?
Select your travel dates and then make use of our filters to search for holiday homes with air conditioning in Cumberland on Stayz. With four air-conditioned properties on offer here, you can enjoy a comfy and cool stay.
How old do you have to be to rent a holiday home in Cumberland?
The minimum required age is generally 16, 18 or 21. It can differ between properties on Stayz, so check the rules of your preferred Cumberland holiday home before booking your trip.
How long can I rent a holiday home in Cumberland for?
It’s down to the Cumberland property. To view a list of options offering extended stays, simply enter your travel dates and guest number into Stayz. Enjoy having the entire property to yourself, along with home comforts such as air conditioning, a kitchen and an outdoor space where your little ones can play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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