
Apartment holiday rentals in Cumberland
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Top-rated apartment rentals in Cumberland
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Riverview Suite
Come stay at our unique three-bedroom suite adjacent to the Youghiogheny River, white water rafting, and the Kendall Trail. Thoughtfully designed with many amenities for your comfort and located upstairs for a peaceful river view. There is a big private and free parking lot in the back for your stay. We are in walkable length to local restaurants, gas stations, bank, pub, post office, vehicle mechanic, park, pharmacy, and good people. Come stay and be our guests. Deep Creek Lake 8 miles away.

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.)

Old Town 1920s Gas Station with Hot Tub
1920s Refurbished Gas Station with hot tub repurposed into a beautiful luxury apartment. Private parking/EV charging, private hot tub, full kitchen, custom rain shower, high speed wifi and smart TV. There is plenty of light with frosted garaged doors, all modern appliances, laundry and coffee nook in an open living design. Be a part of Old Town Winchester in this unique getaway, walking distance to shops, downtown eateries and our neighborhood Pizzoco Pizza Parlor one block away. Pets welcome!

The GreyLoo
Cozy downstairs apartment in lovely Frostburg. This is a smaller apartment with another apartment above it. So expect to hear upstairs tenants just as you would in a hotel or apartment building. It’s not chaotic or loud though. You have your own private place and entrance. Close to Main Street, Frostburg State University, the Great Allegheny Passage, and more. Just a few miles from I68. Enjoy this cozy place and bring your furry friends. Lots of nearby hiking, biking, and outdoor adventures.

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.

Downtowner
No hassle parking on premises and a private entrance. The "Downtowner" is a 1920's era restored home in a quiet residential section of Winchester's Historic District and just a short stroll to the downtown "pedestrian only" walking mall with restaurants, cafes, and shops. Clean and spacious, the apartment is complete with bed linens, towels, etc. and stocked with water in the fridge as well as a Keurig with coffee options, tea, hot chocolate, etc...Xfinity HDTV with voice remote control.

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.

Four Season Getaway
2 bedroom 3rd floor apartment in uptown Somerset. Quiet street, large yard. Off street private parking. Kid friendly, with 2 beautiful playgrounds with in 5 minute walking distance. 2 minutes off of the Pa Turnpike, Somerset Interchange #110. Walking distance to uptown shops, coffee shop, restaurants and churches. 20 minute drive to Flight 93 Memorial, bike trails, skiing, fishing, hunting, several golf courses. Great place to enjoy a get away to the beautiful Laurel Highlands.

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.

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.

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!

The Downtown Flat at Creekside
Welcome to the Downtown Flat at Creekside, brought to you by Camp Potomac Peak! Located in the heart of downtown Berkeley Springs, take a walk to the park, grab some food--or a beer at the local brewery, and then relax back at your upstairs oasis--complete with cedar barrel sauna, and two outdoor decks to take it all in.
Popular amenities for Cumberland apartment rentals
Weekly apartment rentals

Lovely 1100 Sq. ft. 1 bedroom basement apartment

Studio Apartment near FSU

Queen City Gem

Loft apartment

Upstairs on the Avenue

The Speakeasy Listening Room

Willow Branch Allegheny Suite

Private Apt Near Cumberland, MD
Private apartment rentals

Riverside Loft with Huge Deck on GAP Trail

"Sweet Suite'

Private basement unit Bunker Hill, WV (WV-VA line)

Cozy Mountain Villa - Sleeps 8!

Charming Spacious Luxury Apt

Lovely 2-Bedroom rental unit in historic home

Cameron Grace brand new downtown 1 BR loft

Peaceful Family Retreat in the Heart of Winchester
Apartment rentals with a hot tub

Private Unit on Farm with Kitchen & Balcony

C12AB Stoneridge

Oakland Home Efficiency Apartment

Sky Haus Lodge at Seven Springs

Charming 3BR Condo - HOT TUB - Wisp View - McHenry

Mountain Escape Near Skiing, Golf & Hiking

Azul Apt

The Parlor Suite
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $154 SGD | $146 SGD | $154 SGD | $132 SGD | $128 SGD | $135 SGD | $146 SGD | $152 SGD | $149 SGD | $144 SGD | $148 SGD | $154 SGD |
| 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 20 holiday rentals in Cumberland

Nightly prices starting at
Cumberland holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 1,130 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
20 of Cumberland holiday rentals include wifi access

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

4.7 Average rating
Cumberland stays receive an average rating of 4.7 out of 5 from guests
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- Wisp Resort
- Fallingwater
- Seven Springs Mountain Resort
- Ohiopyle State Park
- Berkeley Springs State Park
- Cacapon Resort State Park
- Blue Knob All Seasons Resort
- Whitetail Resort
- Rock Gap State Park
- Laurel Hill State Park
- Green Ridge State Forest
- Swallow Falls State Park
- Fort Ligonier
- Deep Creek Lake State Park
- Laurel Ridge State Park
- Fort Necessity National Battlefield
- Shawnee State Park
- Old Town Winchester Walking Mall
- Laurel Mountain Ski Resort
- Museum of the Shenandoah Valley
- Lodestone Golf Course
- Linn Run State Park
- Western Maryland Scenic Railroad





