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Cumberland Holiday Rentals

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Holiday Rentals in Cumberland

Charming 2-bedroom house in Wise, Virginia

10.0 out of 10, Exceptional, (5)
"We had everything we needed and the neighborhood was quiet. Will definitely stay again! "
The price is NZ$340
includes taxes & fees
14 Oct - 15 Oct
Charming 2-bedroom house in Wise, Virginia

Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park

10.0 out of 10, Exceptional, (5)
"Very cute house with everything you need"
Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park

Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great cabin and beautiful location!!!"
Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"

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

10.0 out of 10, Exceptional, (3)
"Cabin was very clean and well stocked and in a beautiful setting. We really enjoyed our stay. Thanks !"
Cabin 1, Cozy Cottage with WiFi, Fireplace and Whirlpool Tub in Duffield, VA

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

9.2 out of 10, Wonderful, (24)
"Everything was good!"
The price is NZ$402
includes taxes & fees
8 Oct - 9 Oct
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails

Spacious and Accessible 2 BR Cabin in Duffield, VA near Devil's Bathtub

9.0 out of 10, Wonderful, (2)
"Great spot to explore the area!!"
Spacious and Accessible 2 BR Cabin in Duffield, VA near Devil's Bathtub

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

10.0 out of 10, Exceptional, (2)
"Nice place great for rzr riding "
4BR 2 bath house with full kitchen, living room, hot tub and game room.

Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia

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

Whitesburg Vacation Home w/ Screened Porch

3.0 star property
10.0 out of 10, Exceptional, (1)
"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!"
Whitesburg Vacation Home w/ Screened Porch

Tiny Treehouse Escape with Wi-Fi, Modern Amenities, BBQ Deck + Mountain Views

10.0 out of 10, Exceptional, (2)
"My friends and I had a wonderful time.It’s a very clean, peaceful and pretty place to stay!I would definitely recommend it to anyone who is looking for a nice getaway!"
The price is NZ$445
includes taxes & fees
8 Oct - 9 Oct
Tiny Treehouse Escape with Wi-Fi, Modern Amenities, BBQ Deck + Mountain Views

Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails

10.0 out of 10, Exceptional, (9)
"Enjoyed the hot tub and outdoor TV. Looking forward to renting again."
The price is NZ$402
includes taxes & fees
8 Oct - 9 Oct
Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails

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

9.8 out of 10, Exceptional, (7)
"Perfect little place to hang with the pups and use as a base camp for lots of great hiking in the area. "
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

Luxe Mountain Camping with Theater, Hot Tub, Fire Pit & Hiking Trails

10.0 out of 10, Exceptional, (7)
"It is a great place for a little relaxation in the hot-tub and as an amazing romantic getaway! "
The price is NZ$348
includes taxes & fees
8 Oct - 9 Oct
Luxe Mountain Camping with Theater, Hot Tub, Fire Pit & Hiking Trails

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

8.8 out of 10, Excellent, (3)
"We will rent this property again :)"
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

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

9.8 out of 10, Exceptional, (8)
"The cabin exceeded expectations. The perfect Virginia stay in a beautiful forest. "
Charming 2-bedroom cabin in Duffield, VA. Near Devil's Bathtub & Natural Tunnel

Close to town, the college and a beautiful serene surrounding

9.6 out of 10, Exceptional, (53)
"The outside was not as clean and mowed as I expected , we complained about a blocked sink but no one responded . The bed was comfortable and I loved the size of the living room with its decor . "
Close to town, the college and a beautiful serene surrounding

Charming 1-bedroom house in welcoming Big Stone Gap Virginia!

10.0 out of 10, Exceptional, (3)
"Property was VERY clean and newly renovated! Perfect location in safe neighborhood. Stores entertainment, and restaurants within walking distance. We had a wonderful stay. "
Charming 1-bedroom house in welcoming Big Stone Gap Virginia!

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

10.0 out of 10, Exceptional, (13)
"Very comfortable stay! "
The price is NZ$235
includes taxes & fees
14 Oct - 15 Oct
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath

Entire Home near Whitesburg

8.0 out of 10, Very good, (1)
Entire Home near Whitesburg

Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now

10.0 out of 10, Exceptional, (4)
"Great location very close to Black Mountain. Host was awesome"
Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now
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

Find out more about Cumberland

Everything you need to know about Cumberland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cumberland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cumberland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cumberland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland holiday rentals we have selected for you start as low as NZ$235 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cumberland rentals

At Expedia, we put the best Cumberland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cumberland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cumberland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cumberland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Charming 2-bedroom house in Wise, Virginia: This holiday home rental outside of Cumberland offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 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.