Photo by Everett Scott

Cumberland Holiday Rentals

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Holiday Rentals in Cumberland

Hibernation Station - 3 Bed/2 Bath home with trailer parking available

The price is HK$1,011
HK$1,166 total
includes taxes & fees
29 Dec - 30 Dec
Hibernation Station - 3 Bed/2 Bath home with trailer parking available

Charming 2-bedroom cabin in Duffield, VA. Near Devil's Bathtub & Natural Tunnel

The price is HK$980
HK$1,236 total
includes taxes & fees
30 Dec - 31 Dec
Charming 2-bedroom cabin in Duffield, VA. Near Devil's Bathtub & Natural Tunnel

Ramblin Rose Mtn Camping w/Theater * Hot-Tub * Fire-Pit

10.0 out of 10, Exceptional, (7)
"What a wonderful property! We loved the privacy of our site and the outdoor area was so fun and relaxing for my partner and I! The hot tub was a hit for him and provided much pain relief and I loved having the ability to cook on the griddle/grill combo! We met Wes on our way out and had a wonderful talk about the area and local culture- he was very knowledgeable and friendly. We both hope to be back for another visit soon! "
The price is HK$972
HK$1,835 total
includes taxes & fees
24 Dec - 25 Dec
Ramblin Rose Mtn Camping w/Theater * Hot-Tub * Fire-Pit

Whitesburg Vacation Home w/ Screened Porch

9.8 out of 10, Exceptional, (6)
"We came in to town for Thanksgiving. We generally stay with family but wanted our own place this time around. The pictures were spot on. It is a large home and has plenty of space to spread out if needed. The beds were cozy. We spent our evenings watching tv in the living room with the fireplace on. Pretty close to everything. Quiet little neighborhood."
Whitesburg Vacation Home w/ Screened Porch

360 Degree Mountain View

9.8 out of 10, Exceptional, (7)
"Family reunion great time! "
The price is HK$700
HK$2,323 total
includes taxes & fees
26 Dec - 27 Dec
360 Degree Mountain View

Modern Appalachian Vacation Rental w/ River Access

9.8 out of 10, Exceptional, (8)
"Well maintained and beautifully perfect property and cabin. Private and quiet. My heart was sad when my stay was over. I will definitely be a return guest. Honest hosts. "
Modern Appalachian Vacation Rental w/ River Access

Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit

9.4 out of 10, Exceptional, (19)
"Tom’s place was an overflow spot for a thanksgiving guest for whom we had no extra room. It was convenient, well maintained and very clean. Tom was quick to respond to all communication. We’ll book with him again."
The price is HK$972
HK$1,835 total
includes taxes & fees
24 Dec - 25 Dec
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit

1896 Victorian Farmhouse

10.0 out of 10, Exceptional, (9)
"We enjoyed our stay at the farmhouse. Close enough to Pennington Gap for groceries and restaurants. "
1896 Victorian Farmhouse

Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

10.0 out of 10, Exceptional, (1)
"Had a few issues but they were resolved."
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

Handicapped Friendly House in the peaceful country side

10.0 out of 10, Exceptional, (22)
"Very impressed, the house was very clean, we loved how it was decorated. The property was in a quite area but not isolated, the town was about 15 minutes out should we decide to go. All instructions concerning the location was easy to follow. The view was beautiful and would definitely recommend this rental and would be pleased to use it again."
Handicapped Friendly House in the peaceful country side

Gated Mansion: Tennis Court, Movie Theater, Views, Pool, & free vineyard tours !

Gated Mansion: Tennis Court, Movie Theater, Views, Pool, & free vineyard tours !

Close to town, the college and a beautiful serene surrounding

9.8 out of 10, Exceptional, (46)
"Very quiet location. Large house with plenty of room for several people. Close to downtown Wise."
Close to town, the college and a beautiful serene surrounding

4BR 2 bath house with full kitchen, living room, hot tub and game room.

4BR 2 bath house with full kitchen, living room, hot tub and game room.

Lux Mtn Camping with ·Theater ·Hot-Tub ·Fire Pit

10.0 out of 10, Exceptional, (5)
"It is a great place for a little relaxation in the hot-tub and as an amazing romantic getaway! "
The price is HK$1,197
HK$2,118 total
includes taxes & fees
8 Jan - 9 Jan 2025
Lux Mtn Camping with ·Theater ·Hot-Tub ·Fire Pit

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

10.0 out of 10, Exceptional, (12)
"My son and I stayed at Nottingham Place for the second year and it was wonderful. We plan staying an extra day next year."
Victorian Spa EnSuite @ Nottingham PL, King Bed, Jacuzzi Near UVa-Wise & Main St

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

10.0 out of 10, Exceptional, (7)
"This was the 3rd time my son and I stayed at Nottingham Place, everything was wonderful and we met one of the owner's, Kim, who was so nice and we had a wonderful chat. We finally got to enjoy sitting on the porch and the weather was perfect. "
Nottingham Place in Wise, King Bedrm, Private Living Rm, Near UVa-Wise & Main St

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

10.0 out of 10, Exceptional, (10)
"Exceptional place with executional comfort with exceptional care to make your stay special. It was beautifully decorated and very welcoming for the winter holidays. "
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath

Beautiful Loft in the Woods

The price is HK$770
HK$1,543 total
includes taxes & fees
5 Jan - 6 Jan 2025
Beautiful Loft in the Woods

Cabin 1, Cozy Cottage with WiFi, Fireplace and Whirlpool Tub in Duffield, VA

10.0 out of 10, Exceptional, (1)
"Perfect get away for a birthday weekend. Tucked away in the corner, neighbors with in waving distance, georgous scenery, wild life all over. Then you walk into cabin, warm cozy lil fireplace. Will definitely be back."
The price is HK$751
HK$984 total
includes taxes & fees
24 Dec - 25 Dec
Cabin 1, Cozy Cottage with WiFi, Fireplace and Whirlpool Tub in Duffield, VA

Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

10.0 out of 10, Exceptional, (2)
"I was very pleased with the hospitality, having a wash room to use, and great kitchen, too. Could relax a little watching streaming channels, too."
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
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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Other types of properties in Cumberland you may be interested in

Hibernation Station - 3 Bed/2 Bath home with trailer parking available

The price is HK$1,011
HK$1,166 total
includes taxes & fees
29 Dec - 30 Dec
Hibernation Station - 3 Bed/2 Bath home with trailer parking available

The Inn at Wise

3.0 star property
9.4 out of 10, Exceptional, (861)
"What a wonderful place. People are exceptional, place has such a nice atmosphere "
The price is HK$704
HK$784 total
includes taxes & fees
29 Dec - 30 Dec
The Inn at Wise

Quality Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (414)
"Very nice, clean hotel. Friendly staff."
The price is HK$556
HK$613 total
includes taxes & fees
5 Jan - 6 Jan 2025
Quality Inn & Suites
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.

Frequently asked questions

Can I find a holiday rental in Cumberland?

Yes, there are holiday rentals close to the most popular sights in Cumberland, or you can select a more secluded option if you're looking for a relaxing stay. Cumberland is known for its parks.

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

Whitesburg Vacation Home w/ Screened Porch: This holiday home rental outside of Cumberland offers a fireplace, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Cumberland?

Kingdom Come State Park and Jefferson National Forest are a couple of lovely local spots to get outside and enjoy nature. Black Mountain and Black Mountain Offroad Adventure Area - Putney Trailhead are a couple of places you'll find in the wider area.

What’s a holiday rental in Cumberland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cumberland. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for small groups.