Apartment holiday rentals in Cumberland

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Top-rated apartment rentals in Cumberland

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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
4.93 out of 5 average rating, 153 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 bright living room features a turquoise sectional sofa complemented by patterned accent chairs. An area rug with intricate designs covers the floor. Light is provided by large windows, while decorative mirrors and wall art add visual interest to the space.
Flat in Cumberland
4.98 out of 5 average rating, 80 reviews

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.

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
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, 567 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, 245 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!

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, 65 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, 150 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
Flat in Cumberland
4.86 out of 5 average rating, 50 reviews

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!

Guest favourite
Flat in Cumberland
4.8 out of 5 average rating, 10 reviews

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

Superhost
Flat in Cumberland
4.83 out of 5 average rating, 6 reviews

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.

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, 561 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, 111 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

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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 £44 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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