A waterfall cascading over rocky terrain with moss and greenery.

Cumberland Vacation Rentals

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Our top choices for Cumberland vacation rentals

1. Dan’s Den - Two bedroom home with outdoor firepit

Dan’s Den - Two bedroom home with outdoor firepit
Cumberland
The price is CA $237
CA $493 total
includes taxes & fees
Oct 25 - Oct 26
Dan’s Den - Two bedroom home with outdoor firepit

2. Nan’s Porch - 2 Bedroom home with outdoor firepit

Nan’s Porch - 2 Bedroom home with outdoor firepit
Cumberland
The price is CA $186
CA $447 total
includes taxes & fees
Oct 18 - Oct 19
Nan’s Porch - 2 Bedroom home with outdoor firepit

3. 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, (13 reviews)
"Host is the BEST!"
United States
Melissa L.
The price is CA $154
CA $201 total
includes taxes & fees
Oct 5 - Oct 6
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

4. 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 CA $178
CA $373 total
includes taxes & fees
Oct 4 - Oct 5
Beautiful Loft in the Woods

5. 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, (5 reviews)
"Great place. Lotsa room & everything very nice clean. "
United States
Aaron G.
The price is CA $154
CA $324 total
includes taxes & fees
Oct 13 - Oct 14
Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg

6. Deer Meadow-Devil`s Bathtub/Natural Tunnel

Deer Meadow-Devil`s Bathtub/Natural Tunnel
Duffield
9.8 out of 10, Exceptional, (9 reviews)
"Great Cabin! Super close to Natural Tunnel State Park."
United States
Joseph F.
The price is CA $254
CA $317 total
includes taxes & fees
Oct 4 - Oct 5
Deer Meadow-Devil`s Bathtub/Natural Tunnel

7. 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 CA $164
CA $214 total
includes taxes & fees
Oct 25 - Oct 26
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath

8. Charming 2-bedroom house in Wise, Virginia

Charming 2-bedroom house in Wise, Virginia
Wise
10.0 out of 10, Exceptional, (14 reviews)
"Such a beautiful place with so many special touches. We love being here and enjoying Wise County. The host creates a beautiful and comfortable space."
United States
Chasity F.
The price is CA $171
CA $300 total
includes taxes & fees
Oct 6 - Oct 7
Charming 2-bedroom house in Wise, Virginia

9. 2 Bedroom Creekside Getaway Near the Hillbilly Trail System

2 Bedroom Creekside Getaway Near the Hillbilly Trail System
Jenkins
The price is CA $195
CA $336 total
includes taxes & fees
Oct 27 - Oct 28
2 Bedroom Creekside Getaway Near the Hillbilly Trail System

10. 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, (9 reviews)
"Beautiful accommodations, and the hosts were absolutely fabulous! "
United States
Dan B.
The price is CA $185
CA $237 total
includes taxes & fees
Oct 13 - Oct 14
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.
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Top Cumberland Hotel Reviews

Find out more about Cumberland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cumberland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 you're exploring the area, Jefferson National Forest and Black Mountain are a couple of picturesque spots to get outside and enjoy nature. Kingdom Come State Park and Black Mountain Offroad Adventure Area - Putney Trailhead 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.