Apartment holiday rentals in Cumberland

4.93 out of 5 average rating, 150 reviews

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

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.)

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.

4.91 out of 5 average rating, 391 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!

Aerial view captures the historic downtown Winchester at sunset, with buildings showcasing varied architectural styles. The warm glow of the sun illuminates the skyline, highlighting the rooftops and the distinctive features of the surroundings. Streets lined with trees provide a scenic backdrop.

4.9 out of 5 average rating, 254 reviews

Downtown FUN! Personal Mid Century 2bd Apartment!

Welcome to Blossom! Your own, private pied-à-terre, located in Winchester's historic district, 1 block from the Old Town Walking Mall! Blossom's UBER-LUX upgrades include a fully-stocked custom kitchen, marble countertops, new stainless steel appliances, high speed internet, gleaming hardwood floors, queen size canopy beds, heavenly memory foam mattresses, 50' smart TV, all delivered with a Euro MCM flare! Blossom is ideal for a romantic getaway, smart business travel, or a quick City escape!

5 out of 5 average rating, 101 reviews

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

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.

A comfortable seating area features a gray sofa positioned against exposed brick walls. A tan upholstered bench serves as a coffee table in front of the couch, while a light accent lamp provides illumination. Hardwood floors add warmth to the space.

5 out of 5 average rating, 242 reviews

Old Town Loft In Highly Desirable Area Downtown

Location, Location! A completely renovated apartment in the highly desirable center Winchester. You’ll still be able to see some of its original character throughout this historic building. The apartment has a fully stocked custom kitchen with reclaimed wood and quartz counters, coffee nook with Keurig, large tile shower with glass doors, hardwood floors, queen memory foam mattress, high speed Wi-Fi, 50’ smart TV, Xfinity HDTV with voice remote control, AC/Heat, Washer/Dryer, and dishwasher.

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.

4.97 out of 5 average rating, 327 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.

4.99 out of 5 average rating, 552 reviews

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

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.

4.97 out of 5 average rating, 244 reviews

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

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!

4.86 out of 5 average rating, 139 reviews

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

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.

4.9 out of 5 average rating, 193 reviews

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

The GreyLoo

Cozy, clean and friendly downstairs apartment. Stocked with all the things you need for a short stay as well as the long haul. Close to the Great Allegheny Passage, Main Street Frostburg, Frostburg State University, the Frostburg Pool, and many other locations. Located 33 mi from Wisp Resort/Deep Creek Lake and 18 mi from Rocky Gap Casino Resort. Just a few miles from I68. Enjoy this cozy place and bring your furry friends. Lots of nearby hiking, biking, and outdoor adventures.

4.93 out of 5 average rating, 126 reviews

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

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

5 out of 5 average rating, 146 reviews

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

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.

Popular amenities for Cumberland apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A spacious living area features a comfortable green sofa set and a beige recliner. A large flat-screen TV is positioned across from the seating. Soft lighting is provided by two table lamps. Two glass doors lead to the outside, with a patterned rug anchoring the space.

5 out of 5 average rating, 19 reviews

Lovely 1100 Sq. ft. 1 bedroom basement apartment

An open-concept kitchen, dining, and living area is highlighted by original hardwood floors. Natural light fills the space through dual windows, showcasing a dining table adjacent to a breakfast nook. The kitchen has modern appliances, and a cozy seating area is complemented by framed nature artwork on the walls.

5 out of 5 average rating, 22 reviews

"Over The Ridge" Vintage Modern Apartment

4.75 out of 5 average rating, 4 reviews

Flat in Cumberland

The Caverne, Basement Apartment

4.94 out of 5 average rating, 34 reviews

A stylish living room is presented, featuring a dark leather sofa and matching loveseat. A cozy ottoman sits at the center on a decorative area rug. Soft lighting from a side lamp adds warmth, while blue LED lights outline the windows, enhancing the space's modern feel.

Flat in Martinsburg

The Manhattan

4.78 out of 5 average rating, 9 reviews

Flat in Romney

Elk Ridge Getaway

4.97 out of 5 average rating, 32 reviews

A living area showcases a combination of traditional and modern furnishings, featuring a gray sofa paired with wooden armchairs. A large area rug complements the space, while kitchen shelving with kitchen utensils is visible in the background. Light fixtures and ceiling fans add functionality.

Flat in Springs

Loft apartment

5 out of 5 average rating, 6 reviews

The spacious studio basement features light grey walls and an appealing wooden plank floor. A seating area with patterned chairs is positioned next to a sleek black shelving unit. A large bed is situated in the background, enhancing the open layout.

Flat in Martinsburg

Private Studio Basement

4.91 out of 5 average rating, 34 reviews

An inviting living area featuring natural light from large windows with white curtains. Seating includes a rocking chair and an armchair, alongside a wooden side table and a small dining area. The floor is adorned with warm wooden planks, enhancing the space's comfort.

Flat in Meyersdale

Upstairs on the Avenue

Private apartment rentals

4.96 out of 5 average rating, 23 reviews

A spacious living area showcases large windows that provide a view of the surrounding landscape. A comfortable sectional sofa and futon offer ample seating. A wooden dining table with chairs sits adjacent, while a television is mounted on the wall, contributing to the modern aesthetic.

Flat in Confluence

Riverside Loft with Huge Deck on GAP Trail

5 out of 5 average rating, 94 reviews

A spacious living area features large windows that provide natural light and views of the outside deck. A blue sofa and two accent chairs surround a circular wooden coffee table, creating a comfortable seating arrangement. Simple shelving adds a touch of style to the room.

Flat in Hancock

Jackson's Ballad

A spacious exterior view of the property reveals a two-story cabin with a brown wooden façade and multiple gabled roofs. Neatly trimmed shrubs line the stone pathway, leading to the entrance. Surrounding greenery and manicured landscaping create a natural setting.

4.77 out of 5 average rating, 13 reviews

Mountain Meltdown - Pet Friendly | Wifi | Fire Pit

4.9 out of 5 average rating, 20 reviews

A spacious living area features a dining table with white chairs, complemented by modern decor. One wall is adorned with colorful music-themed artwork, while the kitchen is visible in the background, showcasing dark cabinetry and stainless steel appliances.

Flat in Martinsburg

The Eagles Nest

5 out of 5 average rating, 12 reviews

Flat in Berkeley County

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

A charming exterior view of the Mountain Villas building is presented. The structure features large windows and a welcoming front entrance with steps leading to the wooden deck. Surrounding greenery, including shrubs and trees, creates a serene environment under clear blue skies.

4.91 out of 5 average rating, 11 reviews

Cozy Mountain Villa - Sleeps 10!

A cozy bedroom features a spacious bed topped with neutral-toned bedding. Two bedside lamps provide soft illumination, while natural light enters through two windows adorned with woven shades. A brick accent wall adds warmth, complemented by wooden flooring and a decorative rug.

4.87 out of 5 average rating, 23 reviews

Two Bdrm. Flat w/ Patio Terrace

4.75 out of 5 average rating, 8 reviews

The room features two spacious beds, one made with a white coverlet. A wooden dresser and open closet provide storage. Light filters through the blinds of the windows, and red accent walls are complemented by framed artwork depicting a cow.

Flat in Inwood

Traveling Professional and Tourist Suite

Apartment rentals with a hot tub

4.92 out of 5 average rating, 130 reviews

A warm wood fireplace stands as a focal point, complemented by a mounted TV above it. Shelves built into the wall display curated items, while the room features hardwood flooring and a doorway leading outside.

Flat in Oakland

Private Unit on Farm with Kitchen & Balcony

A spacious living area is showcased with comfortable black leather sofas and a circular coffee table. Natural wood accents are present on the walls and ceiling beams. A well-equipped kitchen is visible in the background, featuring sleek appliances and ample counter space.

5 out of 5 average rating, 8 reviews

C12AB Stoneridge

A living area features a comfortable leather couch with decorative cushions and an accent chair. Light-colored walls are complemented by a contrasting turquoise wall, and framed artwork is displayed above the seating area. Natural light enters through a doorway leading outside.

Private room in Oakland

4.57 out of 5 average rating, 7 reviews

Oakland Home Efficiency Apartment

5 out of 5 average rating, 29 reviews

Seven Springs Mountaintop Woodridge Condo

The entrance to the condo features a blue-green exterior with white trim. A front door, marked with the number 9102, is framed by large front steps. Lush greenery and decorative stones surround the entryway, creating a welcoming approach.

4.8 out of 5 average rating, 5 reviews

Sky Haus Lodge at Seven Springs

The exterior of the aparthotel features a welcoming entrance with a set of steps leading up to the door. Lush greenery surrounds the area, including trees and well-maintained shrubs, creating a natural and inviting space.

Flat in McHenry

Splendid dog-friendly home with hot tub, deck

The bedroom features a spacious bed with a blue and white patterned duvet cover. A beige sofa sits adjacent, providing additional seating. Soft lighting from two bedside lamps creates a calm ambiance. The room's hardwood floor adds warmth, and artwork is displayed above the bed.

4.68 out of 5 average rating, 40 reviews

Azul Apt

A spacious room features a vintage metal bedframe with light bedding, surrounded by floral wallpaper. Natural light filters through multiple windows, illuminating the hardwood floor. A cozy seating area with wooden chairs and a small table is situated next to a decorative fireplace.