
Apartment holiday rentals in Cumberland
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Top-rated apartment rentals in Cumberland
Guests agree: these apartments are highly rated for location, cleanliness and more.

Oldtown Schoolhouse. C&O Canal Lock 70.
The space is an open concept classroom inside of an old school 500 yards from the C&0 Canal Lock 70. Guests of Lock 70 Schoolhouse enjoy the entire space of this open concept which includes 1 King Bed, 2 Bunk Beds, and a fully stocked coffee bar area with a microwave, water cooler and refrigerator and internet. A private bathroom with a hot shower awaits after your long day on the trail. Also housed in the school is a restaurant and a small store (owned by a separate party, closed on Mondays.)

BlueSideUp! Comfy, light filled, eclectic, retreat
Just 2 short blocks from the bike trail, is the light filled, colorful & private 2nd floor apartment. Great eat in kitchen, spacious work from home office and comfortable large living room. Queen size bed in the main level primary bedroom. Featuring an upstairs loft that has two separate sleeping spaces. Perfect for accommodating friends and family. As an interior designer I have created a spot guests appreciate. The use of color and the quirky art and make an inviting and comfortable space.

Rustic Ranch Guest Apartment
Cozy newly furnished basement apartment in Rockwood, PA. Very clean and spacious area, yet comfortable and homey. Nestled in the Laurel Highlands within driving distance of Great Allegheny Passage bike trail, Seven Springs Mountain Resort, state parks, wedding venues, Maple Festival, Flight 93 Memorial, Ohiopyle, and Fallingwater. Easy access to the PA turnpike and major highways. Relax and enjoy the adventures of the Laurel Highlands. This is a non-smoking property. Limit 4 guests

Steeple View Flat in Historic District
Relax in your first level flat. Entire private efficiency suite with a secure self check in. The entrance located along side of the main house in Cumberland’s Historic District. You can safely park your car and walk to many of Cumberlands amenities. If you’re biking, they can be stored inside. Canal Place has unique shops a winery and a bike rental facility. Cumberland theater is adjacent to the property, also Baltimore St. Promenade offers a delicious choice of indoor and outdoor dining.

Country Home
Relax with family, friends, or enjoy a solo retreat at this peaceful place to stay in the country. Chestnut House was built in the early 1940s, with Wormy Chestnut wood everywhere! It is a unique home, with an apartment built over a garage / wood working shop.. then connected to the main house later. This space available to rent is separate and fully functional from the main house where we live. Enjoy 2 bedrooms, 1 bathroom, full kitchen and living area.. along with the large outdoors!

The GreyLoo
Cozy, clean and friendly downstairs apartment. Stocked with all the things you need for a short stay as well as the long haul. Close to the Great Allegheny Passage, Main Street Frostburg, Frostburg State University, the Frostburg Pool, and many other locations. Located 33 mi from Wisp Resort/Deep Creek Lake and 18 mi from Rocky Gap Casino Resort. Just a few miles from I68. Enjoy this cozy place and bring your furry friends. Lots of nearby hiking, biking, and outdoor adventures.

Corner Tavern-Allegheny Suite
Nestled above Corner Tavern & Cafe in historic downtown, this newly renovated modern apartment supplies you with all the comforts of home in a tasteful design. Our location provides all the benefits of a night out of town, located in historic downtown, above a tavern & cafe, you'll find food, drink & maybe even music in a few short steps from your apartment. We are long time co-hosts that have officially taken over hosting. This location has 4.8 star average review.

The Nest near Deep Creek
Kick back and relax in this calm, stylish space. Brand new, beautiful one bedroom apartment above a detached garage just 5 miles from Deep Creek Lake. Beautifully designed space with craftsman quality large kitchen, king size neo-industrial walnut bed, live-edge vanity and wall cap, articulating lamp, all made by local craftsman. Leather pull out couch with queen bed sleeps two extra guests. Relax by the fire pit and listen to the birds in the woods.

Apartment Attic high ceiling C&Ocanal, UPMC, Rocky
1 min to C&O JUCTION AND 5 minutes to UPMC around stores just walking have high ceiling attic for tall person 😍 is in a residence just meters from I-68 East on the left and I-68 West on the right! It's incredible how easily u can go outside without having to go through so many traffic lights or streets! This makes it easy to get back home after your stay. 🥰 Humble full apartment in a safe and central area! for workers If you're looking

Polk-A-Dot #2 - Walk to Downtown & Pets Welcome
Cozy 2-bedroom apartment perfectly located within walking distance to downtown Cumberland where you will find charming shops, local restaurants and bars, historic attractions, the Western MD Scenic Railroad and the C&O Canal trail. Whether you are visiting for a weekend getaway, a bike trip on the canal or an extended stay, this apartment offers the perfect blend of comfort, convenience, and location.

Downtown Rustic Oasis II - Cyclists Welcome!
This Comfy 2nd Flr (Unit B) Flat provides access to everything! Explore local attractions or take day trips to Luray Caverns(VA), Smithsonian Museums(DC), or the world's largest Bicycle Museum(PA) all within 2 hours. Our place is perfect for any stay - pleasure, festivals, work, or just passing through. Enjoy the GAP trail and more outdoor adventures! We have everything you need for a comfy stay.

Downtown Cumberland Jewel
This beautiful craftsman apartment is centrally located in downtown Cumberland within walking distance of restaurants and coffee shops. It boasts a lot of living space on the second and third floor of the building. With large spaces for gathering, three bedrooms and two full baths, this space is perfect for your next visit to Allegany County and Mountain Maryland!
Popular amenities for Cumberland apartment rentals
Weekly apartment rentals

Kat's Place

The Caverne, Basement Apartment

Tiny Cabin w Fire Pit Game Room and Dog Friendly

Wishes Inn at 90 Goff St. #H

Vintage Charm w/ Private Balcony

1 Mi to Dtwn Cumberland: Historic Apt w/ Patio!

Bear Paw Bungalow

805- Lovely 1 bed/1 bath rental w/ free parking
Private apartment rentals

C&O Canal Stay

Jackson's Ballad

A nice apartment and quiet place

Corner Tavern-Braddock Suite

Lovely 1bed unit in the hills of Western Maryland

Downtown Rustic Oasis - Cyclists & Pets Welcomed!

2 BD 1 Bath apartment in the heart of Fort Ashby

Updated One-Bedroom in Rawlings
Family-friendly apartment rentals

809- Lovely 1 bed/1 bath unit w/ free parking

NamaStay Studio

The Suite on Main Street

Romantic Getaway with Beautiful Lake Views

BeAuTiFuL Efficiency Apartment

Lovers Loft Suite

The Downtown Railside Nook

Historic Cozy Apartment
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £77 | £77 | £77 | £77 | £75 | £78 | £85 | £88 | £87 | £77 | £77 | £75 |
| 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 |
Quick stats about flat rentals in Cumberland

Total holiday rentals
Explore 30 holiday rentals in Cumberland

Nightly prices starting at
Cumberland holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 960 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 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!
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- Wisp Resort
- Fallingwater
- Seven Springs Mountain Resort
- Whitetail Resort
- Berkeley Springs State Park
- Ohiopyle State Park
- Shawnee State Park
- Cacapon Resort State Park
- Blue Knob All Seasons Resort
- Laurel Mountain Ski Resort
- Lodestone Golf Course
- JayDee's Family Fun Center
- Warden Lake
- West Whitehill Winery
- Rock Gap State Park




