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A calm river with dense trees on both sides, a clear sky, and a pathway along the riverbank.

Cumberland Vacation Rentals

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    Check prices for these dates, December 13 – 14, 2026

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    Our top choices for Cumberland vacation rentals

    1. Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

    A covered patio with a table and chairs, a hanging basket, and a satellite dish.

    2. Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

    A garden with a variety of flowers and plants, a wooden structure, and a white fence.

    3. Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

    A blue door with the number 137, a wreath, and a mailbox.

    4. Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!

    A blue door with the number 137, a wreath, and a mailbox.

    5. BIG D's POND & North Branch of the Potomac river Camping.

    A serene pond with a wooden dock and chairs, surrounded by lush greenery and trees.

    6. The Suite On Smallwood

    A modern kitchen with white cabinets, a granite countertop, a built-in microwave, and a coffee maker.

    7. Mountain-View Condo w/ Patio & Free Parking

    A patio with a table and chairs, a patterned rug, and a small shed in a garden setting.

    8. Abrams Creek Center

    A wooden deck with a chair, overlooking a forested area with tall trees and a fallen log.

    9. Secluded, romantic cabin with hot tub on 12 acres of woodland.

    A wooden deck with two lounge chairs and a metal railing, surrounded by lush greenery.

    10. Mid-Century Ranch & Fire Pit, Cumberland

    A sunroom with large windows, a ceiling fan, and a table with chairs.

    11. Peaceful and relaxing three bedroom home with hot tub, right beside I-68

    A wooden deck with a hot tub, a table, and benches.

    12. 5 minute walk to downtown. Cozy family sized home with everything you need.

    A covered outdoor seating area with stone flooring and a pergola with climbing plants.

    13. 1/2 of a double cabin with one king sized bed (sleeps 2)

    A wooden cabin with a porch, a green door, and a window.

    14. Oldtown Guesthouse

    A spacious room with wooden flooring, a dining area with a table and chairs, and a kitchen area with cabinets and a countertop.

    15. Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale

    A deck with a white railing, a table, and a view of a forested landscape.

    16. Private, clean mountain home near Rocky Gap!

    A residential area with a house partially obscured by trees, a winding driveway, and a grassy lawn.

    17. The Lodge at Wisp Resort

    A spacious lounge area with comfortable seating, a fireplace, and large windows providing natural light.

    18. Private Home in Garrett County, surrounded by trees, fields and farmland.

    A wooden interior with a spiral staircase, a kitchen area, and a dining space.

    19. Romantic Riverside Getaway! Riverview Hot Tub!

    A wooden deck leading to a barrel sauna with a modern house in the background.

    20. Knit Inn..

    A dining area with a long wooden table, chairs, a patterned rug, and a floral mural on the wall.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Top Cumberland Hotel Reviews

    Paddler's Lane Retreat

    Two people sitting on wooden chairs by a campfire, with a river and forest in the background.

    Hampton Inn Cumberland

    A modern hotel with a covered entrance, a clear sign indicating a 19' clearance, and a welcoming sign.

    The Garrett Inn

    A sign for The Garrett Inn with a swan logo, surrounded by autumn foliage and decorative pumpkins.

    Lake Pointe Inn

    A lodge with a stone foundation, wooden exterior, and a dock extending into a lake.

    Comfort Inn & Suites LaVale - Cumberland

    A Comfort Inn & Suites hotel with a prominent sign, a covered entrance, and a parking lot.

    Allegheny Trail House

    A kitchen with wooden cabinets, stainless steel appliances, a central island with stools, and hanging pots.

    Sleep Inn & Suites Cumberland - LaVale

    A Sleep Inn & Suites hotel with a prominent tower sign, a covered entrance, and a parking lot.

    Hampton Inn Frostburg

    A modern building with a stone facade, large glass entrance, and a covered outdoor area.

    The Casselman Inn

    A white building with a sign reading "The Casselman Inn."

    River House Lodge

    A house with a sign that reads "RIVER HOUSE" and a staircase leading to the entrance.

    The Lodges at Sunset Village

    A wooden cabin-style bedroom with a large bed, a stone fireplace, a dining table, and a TV mounted on the wall.

    Nemacolin

    A large hotel with a symmetrical facade, multiple balconies, and a central courtyard with seating and greenery.

    Rocky Gap Casino & Resort

    An outdoor patio with seating and a fire pit, overlooking a lake and hills.

    Keyser Inn

    A hotel entrance with a covered porch, a stone facade, and a car parked in front.

    The Country Inn of Berkeley Springs

    A two-story brick building with a balcony and columns, featuring multiple flags and outdoor seating.

    Find out more about Cumberland

    Everything you need to know about Cumberland vacation rentals

    Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cumberland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Cumberland vacation rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Cumberland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cumberland in high season.

    Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $91 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

    How to find incredible deals on Cumberland rentals

    At Expedia, we put the best Cumberland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Cumberland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cumberland vacation.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cumberland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Can I find vacation rentals in Cumberland?

    Yes, there are vacation rentals in Cumberland close to Western Maryland Scenic Railroad, or you can go with a secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the mountain landscape and riverfront in Cumberland. Make sure you have time to check out the casinos and churches during your trip.

    What's the top vacation rental in Cumberland?

    Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi: Visitors like this Cumberland vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave. Some other homes for rent in Cumberland include The Dacha. Cumberland vacation and Make memories: Mountain view Grand 6BR 3BA LaVale Home, 15 min to Rocky Gap.

    How many vacation rentals will I find in Cumberland?

    With 11 Expedia vacation rentals, you're sure to find just the right place for your Cumberland stay.

    What’s there to see and do in Cumberland?

    Enjoy the outdoors at Lake Habeeb Beaches and Lake Habeeb, or simply take in cultural attractions like Allegany Museum and Windsor Hall. Downtown Cumberland Historic District and Western Maryland Scenic Railroad are other places to visit while you're in town.

    What’s a vacation rental in Cumberland like?

    Vacation rentals are private properties you can book for several days or longer in Cumberland. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for small groups.

    Explore a world of travel with Expedia