A waterfall cascading over rocky terrain with moss and greenery.

Cumberland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Cumberland vacation rentals

Interior

1. Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
Partridge
9.6 out of 10, Exceptional, (11 reviews)
"Host is the BEST!"
United States
Melissa L.
The price is ￥17,038
￥22,261 total
includes taxes & fees
Aug 12 - Aug 13
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
Terrace/patio

2. Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg

Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
whitesburg
10.0 out of 10, Exceptional, (4 reviews)
"Great place. Lotsa room & everything very nice clean. "
United States
Aaron G.
The price is ￥19,026
￥38,890 total
includes taxes & fees
Aug 24 - Aug 25
Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
Smart TV, fireplace

3. Beautiful Loft in the Woods

Beautiful Loft in the Woods
Harlan
10.0 out of 10, Exceptional, (6 reviews)
"Very comfortable, modern and spacious."
United States
Kellie
The price is ￥18,931
￥40,869 total
includes taxes & fees
Aug 11 - Aug 12
Beautiful Loft in the Woods
Exterior

4. Charming 2-bedroom house in Wise, Virginia

Charming 2-bedroom house in Wise, Virginia
Wise
10.0 out of 10, Exceptional, (13 reviews)
"Very close to collega campus we were visiting. Beautiful house with everything we needed for our stay. Also close to lake for fishing."
United States
Deborah M.
The price is ￥18,931
￥33,235 total
includes taxes & fees
Aug 11 - Aug 12
Charming 2-bedroom house in Wise, Virginia
Terrace/patio

5. Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath

Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
Wise
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable stay! "
United States
Chasity F.
The price is ￥20,982
￥26,865 total
includes taxes & fees
Aug 14 - Aug 15
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cumberland Hotel Reviews

The Inn at Wise

The Inn at Wise

10/10 Excellent
"Very first class, enjoyed it"
Steve 1-night trip
Posted 7 hours ago
The Inn at Wise

Find out more about Cumberland

Search for holiday rentals in Cumberland on Expedia! You can easily find your home rentals, villas, holiday apartments in Cumberland using one of the methods below:

  • View our selection of featured holiday rentals in Cumberland
  • Use the map to find apartments and other holiday homes in the Cumberland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cumberland while they last

Look no further and take a look at our great range of rental properties in Cumberland!

Frequently asked questions

Can I find a vacation rental in Cumberland?

Yes, we give you a choice of vacation rentals near top points of interest in Cumberland, or you can go with a more remote option if you're looking for relaxation. Cumberland is known for its parks.

What are some of the best vacation home rentals that Cumberland has to offer?

Red Oak Cottage: Visitors like this Cumberland vacation home rental. It is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in Cumberland?

While exploring the area, visit family-friendly sights like Rapid River Lodge & Water Park, or get outside and enjoy nature at Jefferson National Forest. Kingdom Come State Park and Black Mountain are a couple of places you'll find in the larger area.

What’s a vacation rental in Cumberland like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Cumberland. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip.