Apartment holiday rentals in Cumberland

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Top-rated apartment rentals in Cumberland

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Guest favourite
The kitchen features white cabinetry and modern appliances, including a stove and refrigerator. A wooden bar with stools offers a casual dining space. Natural light enters through the door leading outside, illuminating the warm wood accents on the walls and floor.
Flat in Friendsville
4.93 out of 5 average rating, 195 reviews

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.

Top guest favourite
The open concept space features a comfortable seating area with a gray sofa, a large area rug, and a flat-screen TV mounted on the wall. A spacious king bed is seen alongside two bunk beds, all adorned with bicycles mounted on the walls.
Flat in Oldtown
4.94 out of 5 average rating, 159 reviews

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.)

Top guest favourite
A contemporary building with a mix of stone and modern gray walls is showcased, featuring large glass windows and wooden accents. A bright yellow door provides a pop of color at the entrance. The surrounding area includes wooden railings and landscaped greenery.
Flat in Winchester
4.91 out of 5 average rating, 412 reviews

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!

Top guest favourite
A cozy living area features a dark sectional couch complemented by a patterned area rug. A small table is positioned beside the couch, and a television rests on a wooden console, creating a comfortable space for relaxation.
Flat in Frostburg
4.9 out of 5 average rating, 205 reviews

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.

Top guest favourite
The studio apartment features a compact kitchen with white cabinetry and stainless-steel appliances. A dining table with two wooden chairs is positioned beside a cozy seating area, which includes a striped armchair. Natural light fills the space, highlighting the warm hardwood flooring.
Flat in Bedford
5 out of 5 average rating, 133 reviews

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.

Top guest favourite
A spacious dining area features a wooden table with woven placemats, surrounded by upholstered chairs. Natural light fills the room through the windows. A comfortable seating arrangement with a sofa is visible in the background, complemented by a television on a console.
Flat in Winchester
4.97 out of 5 average rating, 347 reviews

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.

Top guest favourite
A spacious bedroom is furnished with a wooden bed featuring a patterned quilt. Soft lighting is provided by two bedside lamps. A small window is dressed with a plant on the sill, allowing natural light to brighten the inviting space.
Flat in Cumberland
4.99 out of 5 average rating, 589 reviews

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.

Guest favourite
A cozy living area features a grey sofa adorned with decorative pillows, complemented by two matching table lamps on either side. A vintage trunk serves as a coffee table on a patterned area rug, creating a welcoming space for relaxation.
Flat in Somerset
4.87 out of 5 average rating, 145 reviews

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.

Top guest favourite
A spacious living area features a large leather sectional sofa with accent pillows, paired with rustic wooden coffee tables. A sleek entertainment center holds a wall-mounted TV, while framed landscape artwork adorns the walls, adding a touch of color to the room.
Flat in Accident
5 out of 5 average rating, 159 reviews

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.

Guest favourite
A bright studio space features a spacious bed dressed in striped bedding. Two white chairs with orange cushions are positioned near a large window, allowing ample natural light. A round rug complements the warm flooring, while a modern clock adorns the wall.
Flat in La Vale
4.91 out of 5 average rating, 104 reviews

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.

Superhost
A modern kitchen is shown, featuring sleek white cabinetry and gleaming countertops. Open shelving holds various kitchenware, while a stylish island with a chevron pattern serves as a focal point. Bar stools provide seating, and ambient lighting enhances the space.
Flat in Rockwood
4.88 out of 5 average rating, 571 reviews

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!

Top guest favourite
A well-appointed outdoor space features a private cedar barrel sauna, complemented by a small dining table with two yellow chairs. Greenery surrounds the area, and a patterned outdoor rug adds texture to the wooden deck, creating a relaxing environment for guests.
Flat in Berkeley Springs
5 out of 5 average rating, 121 reviews

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

When is the best time to visit Cumberland?

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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
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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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