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
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Cumberland vacation rentals

House (3 Bedrooms) | Interior

Whitesburg Vacation Home w/ Glass-enclosed Porch

Whitesburg Vacation Home w/ Glass-enclosed Porch
3.0 star property
Whitesburg
10.0 out of 10, Exceptional, (1 review)
"The property was clean and just as advertised. The owner was also very flexible in extending our check out time by a little bit since the checkout time was 10 and we had a funeral at 1, leaving us with 3 hours of downtime. We were all very appreciative and would leave a higher review if possible!"
United States
Samantha
Whitesburg Vacation Home w/ Glass-enclosed Porch
Terrace/patio

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 ￥18,578
￥24,274 total
includes taxes & fees
Jul 2 - Jul 3
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
Smart TV, fireplace

Beautiful Loft in the Woods

Beautiful Loft in the Woods
Harlan
10.0 out of 10, Exceptional, (4 reviews)
"Another perfect stay in Melody's loft ! We highly recommend anyone stay here when in the Harlan area. It is quiet, absolutely spotless,with possibly the most comfortable bed we have ever slept on. Very close to restaurants and stores yet with that wonderful quiet country feel with a few deer running around. Thoughtfully stocked with bathroom items in case you forget something and some snacks and coffee and tea. Thanks again for a great weekend!!"
United States
Charles T.
The price is ￥19,386
￥41,316 total
includes taxes & fees
Jul 15 - Jul 16
Beautiful Loft in the Woods
Exterior

Charming 2-bedroom house in Wise, Virginia

Charming 2-bedroom house in Wise, Virginia
Wise
10.0 out of 10, Exceptional, (11 reviews)
"Great location and the home had all the amenities. Great communication. "
United States
Jennifer M.
The price is ￥19,386
￥34,213 total
includes taxes & fees
Jul 2 - Jul 3
Charming 2-bedroom house in Wise, Virginia
Fridge, microwave, stovetop, dishwasher

Whitesburg Vacation Home w/ Glass-Enclosed Porch

Whitesburg Vacation Home w/ Glass-Enclosed Porch
Whitesburg
9.6 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay hope to come back next year"
United States
Emogean O.
Whitesburg Vacation Home w/ Glass-Enclosed Porch
Terrace/patio

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, (3 reviews)
"Great place. Lotsa room & everything very nice clean. "
United States
Aaron G.
The price is ￥20,674
￥40,801 total
includes taxes & fees
Jul 2 - Jul 3
Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
Exterior

Victorian Spa EnSuite @ Nottingham PL, King Bed, Jacuzzi Near UVa-Wise & Main St

Victorian Spa EnSuite @ Nottingham PL, King Bed, Jacuzzi Near UVa-Wise & Main St
Wise
10.0 out of 10, Exceptional, (16 reviews)
"room was very clean."
United States
Brenda
The price is ￥19,386
￥25,173 total
includes taxes & fees
Jul 2 - Jul 3
Victorian Spa EnSuite @ Nottingham PL, King Bed, Jacuzzi Near UVa-Wise & Main St
Property grounds

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, (9 reviews)
"Host is the BEST!"
United States
Melissa L.
The price is ￥17,447
￥22,796 total
includes taxes & fees
Jul 8 - Jul 9
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
Exterior

Nottingham Place in Wise, King Bedrm, Private Living Rm, Near UVa-Wise & Main St

Nottingham Place in Wise, King Bedrm, Private Living Rm, Near UVa-Wise & Main St
Wise
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful accommodations, and the hosts were absolutely fabulous! "
United States
Dan B.
The price is ￥21,002
￥26,971 total
includes taxes & fees
Jun 26 - Jun 27
Nottingham Place in Wise, King Bedrm, Private Living Rm, Near UVa-Wise & Main St
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
"It was a very nice and charming hotel in a cute little town."
Cynthia 2-night trip
Posted 16 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.