Apartment holiday rentals in Cumberland

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Top-rated apartment rentals in Cumberland

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Top guest favourite
A modern, dark gray building is displayed from across the street. It features large windows and a clock on the exterior. The surrounding area includes trees and distant hills, with a hint of colorful rooftops in the background.
Flat in Big Stone Gap
5 out of 5 average rating, 43 reviews

The Lofts at Big Stone Gap

Welcome to "The Lofts at Big Stone Gap"—a cozy vacation rental in historic downtown Big Stone Gap, Virginia. Steps from the Trail of the Lonesome Pine Outdoor Drama, Blue Highway Music Festival, & Appalachian Mountains Downtown location: Walk to shops, cafes, & greenway. Outdoor access: Close to trails and scenic views. Comfort: Full kitchen, Wi-Fi, and parking. Unit only accessible by stairs. Children under the age of 12 are not recommended to stay. Read the safety section for more details.

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Flat in Wendover
5 out of 5 average rating, 3 reviews

Wendover Apartment - Cozy Retreat at Wendover – Mo

Cozy Retreat at Wendover – Mountain Views | Sleeps 3 Escape to the quiet beauty of the Eastern Kentucky mountains with a stay at our charming one-bedroom, one-bath apartment, nestled on the historic grounds of Wendover, home of Frontier Nursing Service founder Mary Breckinridge. 1 Queen bed 1 Sleeper sofa (twin-sized) Full bathroom with tub and shower Fully equipped kitchenette Cozy living space with smart TV & Wi-Fi Heating & air conditioning Outdoor seating area with mountain/river views

Top guest favourite
A bright living area features a neutral color palette with comfortable seating arrangements. Two sofas are positioned around a central rug, with rustic ottomans providing additional seating. Natural light filters through the window, creating a welcoming, open feel. A small clock and wall-mounted TV add functional touches.
Flat in Dungannon
5 out of 5 average rating, 19 reviews

Dungannon Loft

Nestled in the quiet Town of Dungannon, VA & alongside the Clinch River is the 'Dungannon Loft'. This property was the original Fire Station for the Town up until circa 1980. It also served as the 'town hall' for a period of time. The town is rich in Irish history, being named after Dungannon Ireland. There are numerous great hikes & river floats within minutes of the property. The ever-popular Devil's bathtub is minutes away. There are also many great river floats along the Clinch.

Top guest favourite
A cozy living area features a light-colored sofa with decorative cushions, positioned near a window adorned with white blinds. A small table sits in front, accompanied by a decorative bowl. A colorful area rug adds warmth, while a wall painting depicts a mountain landscape.
Flat in Gate City
4.98 out of 5 average rating, 194 reviews

Roberts Mill Suites Small Town Vibes

Our one bedroom apartment offers a quiet place to stay in a small town just 6 miles from Kingsport, TN and 22 miles to Bristol, TN/VA. Originally an office in a century old building, this space was completely renovated into the apartment it is now. All new appliances, fixtures, furniture,and decor that will give you a glimpse into our part of the world. Located on the second floor, your key locks the building door behind you and a keyless code pad allows access to your apartment.

Guest favourite
A spacious living area is depicted with a comfortable sectional sofa and a dark coffee table resting on a patterned area rug. The walls are painted in a neutral tone, complemented by wall art and a decorative wreath. A hallway leads to additional rooms in the background.
Flat in Wise
4.98 out of 5 average rating, 59 reviews

Hidden Haven Apartment

Enjoy this 2 BR, 1 Bath newly renovated and spacious apartment right in the Town of Wise. Conveniently located within 2 miles of UVA-Wise and other restaurants and shopping locations. 20min from MECC 20 min from Guest River Gorge 1hr 6min from Breaks Interstate Park 1hr35 min from TRI Airport 1hr 35 min from Bristol Motor Speedway 15 minutes from Norton Community Hospital Approximately 2.5 miles from WalMart Approximately 13 miles to High Knob Tower High Knob hiking and trails

Guest favourite
A spacious living area features a plaid sectional sofa adorned with red accent pillows. A rustic wooden coffee table is positioned in the center. Two lamps stand on either side, providing additional lighting, beside a doorway that leads to other areas of the apartment.
Flat in Pikeville
4.91 out of 5 average rating, 237 reviews

Sweet Dreams

* If you book for 7 days or more, you will receive a 20% discount off your stay. If you’re in town on business, to visit family or just traveling through, this 2ND FLOOR APT is perfect for you. Enjoy a full kitchen & onsite laundry facility. You’ll get a good nights sleep in a quiet space, on high quality mattresses. We are conveniently located just down the street from a Food City. We have a work desk & free WIFI. We’re just a 5 minute drive from downtown Pikeville.

Guest favourite
The cabin's exterior is softly illuminated with blue lights, enhancing its welcoming appearance. A covered porch features a seating area with a comfortable couch, while decorative elements include bunting and a 'WELCOME' sign.
Flat in Jenkins
5 out of 5 average rating, 6 reviews

The Hillbilly Hideout

Tucked in the trees and just minutes from the Hillbilly Trail System, this modern cabin is your go-to basecamp for off-road adventure and mountain downtime. Whether you’re here to ride, relax, or both—you’ll have all the comforts of home without losin’ that good ol’ backwoods feel. With room for up to 6 guests, a full kitchen, fire pit, and plenty of space for your trailer and SxS. We have two neighboring cabins for larger groups.

Top guest favourite
The living area is furnished with a comfortable couch and a sleek coffee table resting on a textured area rug. A contemporary chair is positioned nearby, while the kitchen is visible in the background, featuring a full-size refrigerator and dining area with a small table and chairs.
Flat in Wise
4.89 out of 5 average rating, 92 reviews

Wise Town-view Apartment

Enjoy this 1 BR, 1 Bath small, but spacious apartment right in the middle of the Town of Wise. Take a brisk 1/2 mile walk and you'll be right on the UVA-Wise campus. Or take a 1/4 mile walk and you're right on Main Street in Wise. 20min from MECC 20 min from Guest River Gorge 1hr 6min from Breaks Interstate Park 1hr 15min from TRI Airport 1hr 20min from Bristol Motor Speedway

Top guest favourite
A wooden staircase leads to a door framed by greenery. The steps, crafted from natural wood, provide access to a green and blue exterior. A small seating area with two chairs is visible to the side, inviting relaxation outdoors.
Flat in Whitesburg
4.99 out of 5 average rating, 88 reviews

Dandelion Bungalow

This special place is close to downtown Whitesburg and right across from the entrance of Tanglewood Trail. It is within walking distance of Kentucky Mist, a few local restaurants, a recreational center, the farmer’s market, and Cane Kitchen. We are located at the foot of the scenic Pine Mountain and a short drive to hiking trails, overlooks, and other attractions.

Guest favourite
The spacious bedroom features two queen beds adorned with vibrant red bedding and decorative pillows. Soft neutral walls create a calming atmosphere, while framed artwork adds visual interest. A bedside lamp provides additional lighting, enhancing the inviting feel of the room.
Flat in Pikeville
5 out of 5 average rating, 36 reviews

Convenient & Modern 2 Bed Apt Free Wi-Fi & Parking

**Ideal Retreat for Professionals: Cozy 2 Bed near Pikeville Medical Center & UPike** Welcome to our stylish and comfortable one-bedroom apartment, thoughtfully designed with traveling professionals in mind! Our newly furnished and recently remodeled space boasts two queen beds with memory foam mattresses, ensuring a restful night's sleep after a busy day at work.

Guest favourite
A comfortable living area features two blue armchairs and a coordinated blue sofa, complemented by a rustic wooden coffee table. A stylish lamp illuminates the space, and artwork is displayed on the wall, all set against a rich wooden floor and a patterned area rug.
Flat in Jenkins
4.87 out of 5 average rating, 60 reviews

Wildcat Heights in Dorton, KY

Enjoy the comforts of home in this cozy second floor apartment. Having two bedrooms and one bath, washer/dryer and stocked kitchen, you will have everything you need to make this your home away from home. The location is great as it is and conveniently located in the Shelby valley area and just a short drive from Jenkins.

Top guest favourite
A view of a bustling downtown street is presented, featuring a mix of vehicles, storefronts, and local signage. The street is lined with trees and mountains can be seen in the distance under a clear blue sky. American flags add a touch of local charm.
Flat in Big Stone Gap
4.92 out of 5 average rating, 116 reviews

Perfect location above Big Cherry Brewing

Situated in the heart of Big Stone Gap. You will be within walking distance of all the entertainment, museums, shops, history, and food fare. Right downstairs is Big Cherry Brewing which features amazing food, entertainment, and even a brunch and gourmet coffee menu in additon to a huge selection of craft beers.

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