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.

Private Studio Apartment - Own Entry

Welcome to The Yellow Door on Our Lane! Private entry into studio apartment for 2 with queen size bed and bathroom. Work on Starlink WiFi then relax. Step out for a walk in the country or be next to the bonfire for dinner and games. Look up to Stargaze with limited light pollution. Sit on the deck to see the sunrise. Need something else? Ask as I’m here to help. My family lives in the adjoining house. Ample parking for RV and Haulers. Easy road from Turnpike, I-99 and Route 30 to Breezewood.

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 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.

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. Also, Check us out in Richmond & Williamsburg Virginia!

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 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!

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.

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!