Apartment holiday rentals in Cumberland

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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

Top-rated apartment rentals in Cumberland

Guests agree: these apartments are highly rated for location, cleanliness and more.

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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, 155 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 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, 194 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
A cozy living area features a dark sectional couch adorned with decorative pillows. A large flat-screen TV is mounted on the wall, while wooden accents define the space. A dining area with wooden chairs is positioned at the bar counter, creating a warm and inviting setting.
Flat in Rockwood
4.9 out of 5 average rating, 208 reviews

Rustic Ranch Guest Apartment

Cozy newly furnished basement apartment in Rockwood, PA. Very clean and spacious area, yet comfortable and homey. Nestled in the Laurel Highlands within driving distance of Great Allegheny Passage bike trail, Seven Springs Mountain Resort, state parks, wedding venues, Maple Festival, Flight 93 Memorial, Ohiopyle, and Fallingwater. Easy access to the PA turnpike and major highways. Relax and enjoy the adventures of the Laurel Highlands. This is a non-smoking property. Limit 4 guests

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, 118 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 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, 568 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.

Top guest favourite
A cozy living area features a spacious sectional sofa adorned with a colorful throw. Natural light streams through multiple windows, illuminating the warm beige walls and soft carpet. An antique wooden table and a vintage chair add character to the inviting space.
Flat in Meyersdale
4.97 out of 5 average rating, 246 reviews

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!

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, 143 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.

Guest favourite
The image displays a cozy living area featuring a dark sofa with patterned cushions opposite a small coffee table. Three framed black-and-white photographs adorn the wall. A kitchenette is visible in the background, accompanied by a refrigerator, and a doorway leads to another space.
Flat in Bedford
4.92 out of 5 average rating, 132 reviews

Studio Apartment Downtown Bedford

You will enjoy our suites located in the historic Founders Crossing property. Convenience at its best, this property houses three new apartments on the second floor of a huge artisan and antique marketplace. Your reservation is for the one apartment shown. Enjoy our downtown restaurants, theater, specialty shops, brewery or many other stores in this quaint downtown. Many local activities throughout the year including skiing, boating,biking, hiking, tours, events and festivals

Top guest favourite
A spacious living area features a modern sofa and a comfortable lounge chair, complemented by a coffee table. A dining table with four chairs is positioned near a window, while greenery adds a touch of nature. Soft light filters through the windows, enhancing the serene atmosphere.
Flat in Cumberland
5 out of 5 average rating, 69 reviews

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.

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, 151 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, 101 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, 565 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!

Popular amenities for Cumberland apartment rentals

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Avg. price$131 SGD$131 SGD$131 SGD$131 SGD$128 SGD$134 SGD$145 SGD$151 SGD$148 SGD$143 SGD$147 SGD$153 SGD
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