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Cumberland Vacation Rentals

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Nov 22 - Nov 23
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Vacation Rentals in Cumberland

Smart TV, fireplace, DVD player, books
Secluded, romantic cabin with hot tub on 12 acres of woodland.

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

Cumberland
10.0 out of 10, Exceptional, (104)
"Very clean, nicely appointed, good quality."
United States
Yisrael D.
$282 nightly
The price is $319
Nov 24 - Nov 25
Total with taxes and fees
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Exterior detail
NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap

NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap

La Vale
9.6 out of 10, Exceptional, (4)
"Our family truly enjoyed our stay. The house was warm and comfortable, and the host was fabulous. We highly recommend this older home for large family gatherings. Our small dog enjoyed and deeply appreciated the large yard. "
United States
Janet F.
$469 nightly
The price is $497
Nov 25 - Nov 26
Total with taxes and fees
NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap
Pool
BIG D's POND & North Branch of the Potomac river Camping.

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

Cumberland
10.0 out of 10, Exceptional, (3)
"Big D'S Pond is beautiful and the owner, is very kind and helpful. We had an amazing time!"
United States
Mary G.
$107 nightly
The price is $114
Nov 24 - Nov 25
Total with taxes and fees
BIG D's POND & North Branch of the Potomac river Camping.
Fridge, microwave, oven, stovetop
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

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

Cumberland
10.0 out of 10, Exceptional, (7)
"The property was exactly as described. The location was perfect for walking around safely to restaurants, and the communication with the property owner was excellent!"
United States
Evelyn W.
$152 nightly
The price is $162
Nov 23 - Nov 24
Total with taxes and fees
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
Lake
Awesome New Property/ CANAL RIVER RETREAT

Awesome New Property/ CANAL RIVER RETREAT

Cumberland
9.8 out of 10, Exceptional, (119)
"This was our second time staying at this property. We all love this place. Very clean and beautiful."
United States
Karen D.
Awesome New Property/ CANAL RIVER RETREAT
Fridge, microwave, oven, stovetop
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

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

Cumberland
9.8 out of 10, Exceptional, (33)
"A perfect, quiet and cozy place. The house is very clean and easy for an older couple like us. We only stayed overnight, but we will definitely stay here again if we are back in the Cumberland area."
United States
Carol
$181 nightly
The price is $192
Dec 9 - Dec 10
Total with taxes and fees
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Fridge, microwave, oven, stovetop
Full home near C&O! Perfect for bikers or families!

Full home near C&O! Perfect for bikers or families!

Cumberland
9.6 out of 10, Exceptional, (19)
"This stay was perfect for the beginning of our GAP Trail ride! "
United States
Marilyn S.
$220 nightly
The price is $233
Nov 28 - Nov 29
Total with taxes and fees
Full home near C&O! Perfect for bikers or families!
Cabin B | 2 bedrooms
Abrams Creek Center

Abrams Creek Center

2.0 star property
Elk Garden
7.4 out of 10, Good, (44)
"We DID NOT SEE THOS PHOTO BEFORE RENTING!! There was no water/air conditioning or refrigerator?!? This was not the photo of the cabin I renter either!! We were supposed to have a cabin with enough room for 8 to sleep"
United States
Samantha
$74 nightly
The price is $83
Dec 1 - Dec 2
Total with taxes and fees
Abrams Creek Center
Property grounds
LAKEFRONT Cabin: Romantic Hot Tub, Kayaks, Dock & Gardens -OWLS NEST Deep Creek

LAKEFRONT Cabin: Romantic Hot Tub, Kayaks, Dock & Gardens -OWLS NEST Deep Creek

Penelacres
10.0 out of 10, Exceptional, (366)
"The rooms were very clean and provided everything we could possibly need. The hot tub was wonderful and very clean. The cabin was very cozy and comfortable. I felt like I was home. ❤️"
United States
Lisa
LAKEFRONT Cabin: Romantic Hot Tub, Kayaks, Dock & Gardens -OWLS NEST Deep Creek
Fridge, microwave, oven, stovetop
Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip

Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip

Oakland
10.0 out of 10, Exceptional, (51)
"This house was actually as beautiful as the pictures! We had a great stay and hope to return in the future."
United States
Sandra R.
Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip
Terrace/patio
Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing

Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing

Oakland
10.0 out of 10, Exceptional, (84)
"As advertised! Very comfortable. A wonderful getaway!"
United States
Joanna C.
Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing
Indoor pool, outdoor pool
New! Epic lakefront home with indoor pool!

New! Epic lakefront home with indoor pool!

McHenry
10.0 out of 10, Exceptional, (2)
"Our stay at this property was exceptional and perfectly suited for a family gathering. The amenities, including the pools, hot tub, and volleyball court, were a hit with everyone in our group. The cleanliness of the house was impeccable, and the pleasant aroma throughout was a welcome touch. We look forward to returning in the future and highly recommend this property to others seeking a comfortable and enjoyable retreat."
United States
SHANNON T.
$1,611 nightly
The price is $1,708
Nov 23 - Nov 24
Total with taxes and fees
New! Epic lakefront home with indoor pool!
Property grounds
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

2.0 star property
Oakland
10.0 out of 10, Exceptional, (11)
"Nothing negative to say. Beautiful place and friendly owner. Owner is accessible and very accommodating. "
United States
Sean
$644 nightly
The price is $729
Dec 3 - Dec 4
Total with taxes and fees
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Exterior
Pool, HotTub, FirePit, EVCharger, & Great Location

Pool, HotTub, FirePit, EVCharger, & Great Location

Oakland
10.0 out of 10, Exceptional, (15)
"The property was great for our golf trip. We were close to a couple of the courses we played and close to everything else we needed. It was clean and very nice"
United States
Anonymous traveler
$994 nightly
The price is $1,124
Nov 23 - Nov 24
Total with taxes and fees
Pool, HotTub, FirePit, EVCharger, & Great Location
Exterior
Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit

Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit

Oakland
10.0 out of 10, Exceptional, (41)
"Such a fabulous house in a great location! We had multiple generations come together for a fun week at the lake and we all agreed that it was one of our favorite vacations! Rent this place… you won’t be disappointed! "
United States
Niki H.
Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit
Fridge, microwave, oven, stovetop
Level lakefront, family-friendly, hot tub, low fees, private dock

Level lakefront, family-friendly, hot tub, low fees, private dock

Paradise Point
10.0 out of 10, Exceptional, (116)
"Relaxing lake home in a quiet cove. Conveniently located. Clean and comfortable."
United States
Mary M.
Level lakefront, family-friendly, hot tub, low fees, private dock
Smart TV
5 minute walk to downtown. Cozy family sized home with everything you need.

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

Frostburg
9.6 out of 10, Exceptional, (26)
"Cozy and charming. Great location. Would certainly book again. "
United States
Dennis F.
$157 nightly
The price is $177
Nov 24 - Nov 25
Total with taxes and fees
5 minute walk to downtown. Cozy family sized home with everything you need.
Terrace/patio
Luxury Lakefront 5BR - Hot Tub + Dock + Firepit - 3 Master Suites - Near Wisp

Luxury Lakefront 5BR - Hot Tub + Dock + Firepit - 3 Master Suites - Near Wisp

McHenry
9.8 out of 10, Exceptional, (172)
"The house and location were beautiful. Kathleen was a great host. She responded very quickly to my messages. . "
United States
Dory F.
Luxury Lakefront 5BR - Hot Tub + Dock + Firepit - 3 Master Suites - Near Wisp
Terrace/patio
Rustic Luxury Lake Escape w/ Indoor Pool & Dock

Rustic Luxury Lake Escape w/ Indoor Pool & Dock

McHenry
8.8 out of 10, Excellent, (13)
"Our Girls Group stay at this location every year. We enjoy the house and its amenities as well as the location. "
United States
LaMonica T.
Rustic Luxury Lake Escape w/ Indoor Pool & Dock
Exterior
Lazy Bear Cabin a Private Vacation Home

Lazy Bear Cabin a Private Vacation Home

McHenry
9.8 out of 10, Exceptional, (77)
"Had a great time!"
United States
Sandra L.
Lazy Bear Cabin a Private Vacation Home
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

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

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

10/10 Excellent
"Hist was very welcoming. Little house was perfect for our needs "
Brian M. 4-night trip
Posted 3 days ago
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

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 $83 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.

Explore a world of travel with Expedia

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?

NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap: Visitors like this Cumberland vacation home rental. It offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Some other homes for rent in Cumberland include Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi and Full home near C&O! Perfect for bikers or families!.

How many vacation rentals will I find in Cumberland?

With 10 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 Chesapeake and Ohio Canal, or simply take in cultural attractions like Windsor Hall and Allegany Museum. 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.