
House holiday rentals in Cumberland
Find and book unique houses on Airbnb
Quick stats about house rentals in Cumberland

Total holiday rentals
Explore 40 holiday rentals in Cumberland

Nightly prices starting at
Cumberland holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 2,840 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Cumberland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cumberland rentals

4.8 Average rating
Cumberland stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Cumberland
Guests agree: these houses are highly rated for location, cleanliness and more.

Berkeley Springs Jungle Lodge w/ private stream
Welcome to the Berkeley Springs Jungle Lodge! Getaway from it all and stay at this stress free jungle themed lodge. Enjoy morning coffee on the back deck or sit under the stars while having a fire while overlooking your own private stream! Get the feeling of staying in the "jungle" while also being close to tons of activities, festivals, parks and other local attractions! The lodge is right off highway 522 and an 8 minute drive from Cacapon park, it is 12 minutes from downtown Berkeley Springs!

Rails and Trails Retreat ~ historic home w. yard
Spacious, beautifully restored historic home in a prime Cumberland location perfect for families, couples, and groups exploring Western Maryland. Just 100 feet from the GAP and C&O Canal trails, and an easy walk to downtown historic Cumberland with restaurants, cafés, shops, and the train station. The home blends historic charm with modern comfort, offering generous living space across three levels, a fully equipped kitchen, and a large private backyard - a peaceful retreat after a full day out.

Jacob's Cottage
Free WI-FI now available. Our place is good for couples, solo adventurers, business travelers and families (with kids). The Cottage is a quaint, Cape Cod style house built in 1950. It sits high on a hill in the heart of Maryland's Appalachian Mountains in Allegany County. It is surrounded by views of Wills Mountain and Shrivers Ridge. The Cottage sits amongst a 660 acre family managed forest. Visitors have spotted deer, turkey, rabbits, squirrels, black bear and a multitude of song birds.

Wills Mountain Ranch
Lovely, private home overlooking our beautiful valley with breathtaking views of Wills Mountain. It is the perfect setting for a family retreat/reunion. The ranch house has a red roof in the pictures. My husband & I live in the 3 story. We have a in-ground pool on property (heated from Mid-May to early September), a gas grill, and fire pit on the large scenic patio for your enjoyment. The large windows & patio offer a spectacular view of Wills Mt. The ranch house offers a quiet getaway retreat.

NEW LISTING-"Cumberland Cottage"-charming,quaint
Relax in this charming, renovated rancher in a peaceful setting. Located outside of the city limits but convenient to attractions and dining. This home is comfy with all the amenities you have in your own home. Outside area for your children to play or for you to relax on the back porch. Cumberland is in easy driving distance to PA and WV. Enjoy cooking together and dining or playing games in the dining room, then relaxing in the living area. Renovated but still keeping the charm of a rancher.

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fish~Swim
Mountain home: like in the movies, on 50 acres. Includes soaring mountain views, swimming holes, hiking trails, ATV trails, fishing creek, mini white sand beach, hot tub in a cave, huge boulder rustic fire pits, cave, lake, cabanas, all in a heavy forest exclusively for guests. Private: you cannot see another house from the front porch or back decks and it has thick woods all around. At the top of the property are soaring views with 3 miles of visibility. No need to go to the national park.

Great Location, Spacious, Comfy 2 bdrm 3 bed home
This home is centrally located near all things fun and exciting to do in Cumberland. Situated in a quiet residential neighborhood in the Western Maryland mountains. Minutes from historic downtown, the Potomac River, Rocky Gap State Park, Pennsylvania, the University of Pittsburg Medical Center, the C &O canal and much more. This home features 3 queen beds, 2 bedrooms both with 55" TV's and blackout curtains, a large separate dining room, a spacious kitchen, and living room with a 65" TV.

Our Shangri La
Take it easy at this unique and tranquil getaway. Our Shangri La is located above Prospect Overlook. National Geographic Magazine rated Prospect Overlook as one of the five best in the East. Views include three states: Pennsylvania, Maryland and West Virginia; and two rivers, the Potomac and Cacapon. Our Shangri La is 3 miles from the town of quaint town of Berkeley Springs, 9 miles from the picturesque Cacapon State Park and Cacapon Resort and golf (Robert Trent Jones masterpiece).

The Dacha. Rebirth sauna experience
After a year of a complete renovation of the house, we invite you to visit a 122-year-old house that fully meets modern housing standards. We installed an advanced smart home system that controls lights, blinds, heating, and air conditioning and even helps you rate your sleep quality and listen your favorite music. For your culinary masterpieces, there is a full kitchen with all the necessary equipment and a basic set of spices. Please, absolutely No smoking on the property, and No pets

Cumberland Street House -GAP trail perfection!
Cyclists dream come true! The Cumberland Street House is less than a quarter mile from the Great Allegheny Passage - perfect for large groups! All of Cumberland's charm within walking distance. Downtown restaurants and shops only a half a mile away. Historic district, Cumberland Theatre & Western Maryland Scenic Railroad are just around the corner. Bikes can easily be stowed in the back room off the kitchen. Easy parking, and fenced-in yard is great for kids and pooches.

Queen City Quarters- cozy, historic, 1920s home
Stay in a quiet setting as you explore Cumberland, MD. Enjoy a day trip on the nearby, scenic, steam train. Bike the Gap and C&O trail, minutes away. Explore the restored historic downtown with shopping and restaurants. This space is not suitable for small children or those with mobility concerns. No large groups or parties. Bedroom doors are louvered doors. See pictures. Research city and area if you are unfamiliar with economic conditions. We have a bike rack for 3 bikes.

Hart's Overlook | HOT TUB, Mtn Views + Pond!
BNB Breeze Presents: Hart's Overlook! Experience the West Virginia Mountains from our newly-built retreat! With a private hot tub, fire pit, and picturesque views of the West Virginia Mountains that you get with your personal retreat in paradise! This newly built modern cabin includes: - HOT TUB! - Fire Pit - Smart TV - Charcoal Grill - Hilltop Pavillion - Private Pond! - Picturesque Views
Popular amenities for house rentals in Cumberland
House rentals with a pool

Barnswallow Ranch, 3 BDM, SPLS 10, Private Pool

Cabin w/King Bed, Hot Tub

4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acr

Cozy Cottage, Perfect for Girls Weekend or Family

Forest Spa Retreat | Hot Tub, Sauna, Hike, Relax

Spacious Home Near All Deep Creek MD Has to Offer

Heated Pool I Hot Tub I View I Bedford Heights

Wild Creek Cabin: Hot Tub, Fire Pit, Resort
Weekly house rentals

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres

Southern Charm Getaway in Romney, WV - Sleeps 6

Abby's Lookout - Raised Retreat w/Hot Tub & WiFi

Little Red Schoolhouse in Cross Junction

Crestview Cottage

the Lodge- Stunning View- Hot Tub- Dog Friendly

Rines' Country Getaway

Allegany Retreat
Private house rentals

CJ’s Escape Great location & just like home

616 Mountain Suite

The Cumberland Trail House - Near GAP/C&O Canal

The Whistle Stop in Cumberland, Maryland

Mountain view Grand 6BR in LaVale |15min Rocky Gap

Mountain Maryland Getaway

The Rivers Edge

WiggerZen
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £95 | £95 | £96 | £91 | £94 | £93 | £99 | £100 | £99 | £103 | £99 | £99 |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 13°C | 16°C | 18°C | 18°C | 15°C | 9°C | 4°C | -1°C |
Destinations to explore
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- Cabin rentals Cumberland
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- House rentals Maryland
- House rentals United States
- Fallingwater
- Wisp Resort
- Seven Springs Mountain Resort
- Ohiopyle State Park
- Berkeley Springs State Park
- Cacapon Resort State Park
- Rock Gap State Park
- Whitetail Resort
- Deep Creek Lake State Park
- Swallow Falls State Park
- Blue Knob All Seasons Resort
- Laurel Hill State Park
- Green Ridge State Forest
- Fort Ligonier
- Fort Necessity National Battlefield
- Laurel Ridge State Park
- Shawnee State Park
- Old Town Winchester Walking Mall
- Museum of the Shenandoah Valley
- Laurel Mountain Ski Resort
- Lodestone Golf Course
- Linn Run State Park
- Western Maryland Scenic Railroad





