Apartment holiday rentals in Cumberland

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!

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.

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.

The Caverne, Basement Apartment

This location is ideal for travelers who are seeking convenience and proximity to various amenities and attractions. Situated near restaurants, downtown, the Canal Rail Trail, and other highlights in Cumberland. This property offers facilities for laundry and bike storage for trail-goers. Note that tall individuals should be cautious of the low headroom in this basement accommodation.

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!