Apartment holiday rentals in Cumberland

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Quick stats about apartment rentals in Cumberland

  • Total holiday rentals

    Explore 20 holiday rentals in Cumberland

  • Nightly prices starting at

    Cumberland holiday rentals start at $102 NZD 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 and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Cumberland holiday rentals include Wi-Fi 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
A well-organized kitchen features white cabinetry and dark countertops, complemented by light wood flooring. A small dining table with black and white checkered placemats is set for meals. Open shelving displays decor and essentials, while a refrigerator and appliances are neatly arranged for convenience.
Apartment in McConnellsburg
4.89 out of 5 average rating, 164 reviews

The Resting Place

Take it easy at this tranquil getaway in a small town nestled in the valley of the Appalachian mountains. Ten minutes from turnpike Exit 180 - Fort Littleton/McConnellsburg. Or a small hop off Route 30. This little haven is close to 2 State Parks. Meadow Grounds is wonderful for fishing and has a great tail to hike to Jarret Falls. Cowens Gap is a smaller lake, but has rental boats, fishing, a swimming beach, and 1 easy, 6 moderate & 5 hard trails to hike. Trails are on the All Trails app.

LocationFamilyKitchen

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.
Apartment 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.)

LocationValueCleanliness

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.
Apartment in Winchester
4.91 out of 5 average rating, 403 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!

FamilyValueCleanliness

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.
Apartment 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.

FamilyValueGetting around

Top Guest favourite
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.
Apartment in Winchester
4.9 out of 5 average rating, 258 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!

ValueLocationLaundry

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.
Apartment in Bedford
5 out of 5 average rating, 119 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.

LocationFamilyHospitality

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.
Apartment in Winchester
4.97 out of 5 average rating, 337 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.

LocationValueSleep quality

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.
Apartment in Cumberland
4.99 out of 5 average rating, 570 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.

ValueFamilyPets

Guest favourite
The living room features two fold-down sofas and a coffee table, positioned on a colorful area rug. A unique antler chandelier hangs from the ceiling, and decorative wall art, including maps, enhances the rustic feel. Natural light enters through the nearby doors.
Apartment in Confluence
4.91 out of 5 average rating, 226 reviews

Turkeyfoot Wisteria Apartment

The Turkeyfoot Wisteria is a very convenient first floor apartment located on the Confluence of the three rivers. The livingroom has two fold down sofas and a flat screen tv. The bedroom has a queen bed. There is a full kitchen and a full bathroom with a tub and shower. Each apartment has a private outdoor table and chairs so you can enjoy the beautiful view. We are very conveniently located to everything in town including the bike trail, and great fishing at your fingertips.

ValueLocationLayout

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.
Apartment in Accident
5 out of 5 average rating, 152 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.

ValueFamilySkiing

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.
Apartment in La Vale
4.91 out of 5 average rating, 102 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.

LocationFamilyWalkability

Top Guest favourite
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.
Apartment in Oakland
4.92 out of 5 average rating, 130 reviews

Private Unit on Farm with Kitchen & Balcony

The Herrington Suite is a private-entry apartment located on the first floor of our historic carriage house. Your stay will bring you to Haley Farm, a 65-acre inn and retreat center located just minutes from the lake. It includes a kitchen, sitting area, bedroom and ensuite bath with a LARGE jetted tub and walk-in shower. It also has a balcony overlooking the pond and farm.

ValueLocationHospitality

Popular amenities for Cumberland apartment rentals

When is the best time to visit Cumberland?

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