
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.

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!

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

Sweet 68
This stylish and unique place sets the stage for a memorable trip. You will feel right at home in this studio equipped with all the conveniences of home. Studio is in own private space with own entrance where you can sip some coffee on either of the patios. It is also located steps away from the hot tub. This studio apartment is located 1 mile off interstate 68. It is convenient to local restaurants in walking distance.

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!

Taking reservations *Newly Renovated* GORGEOUS!
This newly renovated apartment is situated in Rockwood's town center. It has a kitchen to please any chef and the perfect layout to relax and unwind. You may be in town from biking the Great Allegheny Passageway, Skiing at Seven Springs/Hidden Valley, Touring Flight 93, or maybe just to visit family. We can't wait for you to stay here!
Popular amenities for Cumberland apartment rentals
Weekly apartment rentals

Tranquil suite in private wooded setting

Jackson's Ballad

A nice apartment and quiet place

Wishes Inn at 90 Goff St. #H

BeAuTiFuL Efficiency Apartment

Corner Tavern-Braddock Suite

Lovely 1bed unit in the hills of Western Maryland

Willow Branch Allegheny Suite
Private apartment rentals

Studio Apartment near FSU

"Over The Ridge" Vintage Modern Apartment

The Caverne, Basement Apartment

Mountain Meltdown - Pet Friendly | Wifi | Fire Pit

Elk Ridge Getaway

Loft apartment

Upstairs on the Avenue

Cute & Cozy Apartment!
Family-friendly apartment rentals

Riverside Loft with Huge Deck on GAP Trail

Shoreline Estates - Bungalow

Private Unit on Farm with Kitchen & Balcony

Turkeyfoot Wisteria Apartment

Rustic Ranch Guest Apartment

"Sweet Suite'

Splendid dog-friendly home with hot tub, deck

Private basement unit Bunker Hill, WV (WV-VA line)
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 NZD | $170 NZD | $170 NZD | $170 NZD | $165 NZD | $174 NZD | $188 NZD | $195 NZD | $192 NZD | $185 NZD | $190 NZD | $198 NZD |
| 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 apartment rentals in Cumberland

Total holiday rentals
Explore 30 holiday rentals in Cumberland

Nightly prices starting at
Cumberland holiday rentals start at $99 NZD per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Cumberland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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