Apartment vacation rentals in Cumberland

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Top-rated apartment rentals in Cumberland

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Guest favorite
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.
Apartment 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 favorite
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, 158 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 favorite
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, 201 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 favorite
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, 262 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!

Top guest favorite
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, 128 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 favorite
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, 582 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 favorite
A comfortable living area features a dark sofa and a patterned lounge chair, complemented by a round coffee table. Large windows framed with shutters allow natural light to brighten the room, revealing forest views. Vintage rugs add warmth to the hardwood floors.
Apartment in Thomas
4.99 out of 5 average rating, 618 reviews

Dandy Flats - The Nonchalant

Located in a historic building on the main drag and adorned with 135-year old hardwood floors, original woodwork, local art, huge rain shower, and forest views - this tastefully styled flat feels like being transported to a 19th century boarding house. With espresso, galleries, live music, shops, food, and drinks steps away, you have the forests and a tiny cityscape just steps out your door. This apartment is offered at the Dandy Flats - a lovingly restored Inn.

Top guest favorite
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, 157 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 favorite
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, 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 comfortable living area features two quilted upholstered chairs and a matching sofa, creating a welcoming seating arrangement. A wooden side table holds decorative items, while a vibrant area rug with an intricate pattern adds warmth. Natural light filters through two windows with simple trim.
Apartment in Bedford
4.82 out of 5 average rating, 400 reviews

Horn O Plenty Restaurant- Historic Upstairs Flat

This space is above Horn O Plenty restaurant. The building is owned by Mandisa & Jeffrey Horn. The flat is accommodating with a private entry and parking. The living space is very comfortable with a full living room, two queen bedrooms and full bathrooom. Originally built by the Todd family you can expect 17-18th century architecture that displays native wood and stone craftsmanship.

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.
Apartment in Rockwood
4.88 out of 5 average rating, 570 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 favorite
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.
Apartment in Berkeley Springs
5 out of 5 average rating, 119 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,100 GYDG$23,845 GYDG$25,100 GYDG$21,544 GYDG$20,917 GYDG$21,963 GYDG$23,845 GYDG$24,682 GYDG$24,263 GYDG$23,427 GYDG$24,054 GYDG$25,100 GYD
Avg. temp-3°C-2°C2°C8°C13°C16°C18°C18°C15°C9°C4°C-1°C

Quick stats about apartment rentals in Cumberland

  • Total vacation rentals

    Explore 20 vacation rentals in Cumberland

  • Nightly prices starting at

    Cumberland vacation rentals start at G$12,550 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,130 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Cumberland vacation 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