A mountainous landscape with autumn foliage and a valley shrouded in mist.

Cumberland Gap Holiday Rentals

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Our top choices for Cumberland Gap holiday rentals

1. Harrogate Hideaway - 5 Min to LMU & Nat`l Park

Harrogate Hideaway - 5 Min to LMU & Nat`l Park
Harrogate
9.8 out of 10, Exceptional, (19 reviews)
"Absolutely perfect!Plenty of space, beds were great and so comfortable. Well equipped and the best part so quiet!!! Perfect location for parents visiting LMU students, I highly recommend!"
United States
Amy C.
The price is NZ$338
includes taxes & fees
21 Sept - 22 Sept
Harrogate Hideaway - 5 Min to LMU & Nat`l Park

2. Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus
Harrogate
9.6 out of 10, Exceptional, (42 reviews)
"Very convenient to everything we needed to do, very clean and neat"
United States
Brandi L.
The price is NZ$386
includes taxes & fees
20 Sept - 21 Sept
Blissful Bungalow across from LMU campus

3. Calm Country Oasis - Creek, ATV Trls & Norris Lake

Calm Country Oasis - Creek, ATV Trls & Norris Lake
Speedwell
9.6 out of 10, Exceptional, (26 reviews)
"Clean home, responsive host, beautiful location, family friendly."
United States
Anna S.
The price is NZ$458
includes taxes & fees
20 Sept - 21 Sept
Calm Country Oasis - Creek, ATV Trls & Norris Lake

4. Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina

Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
Speedwell
9.2 out of 10, Wonderful, (26 reviews)
"The property was ideal. It was affordable, not too remote and had everything we needed."
United States
Julie R.
The price is NZ$305
includes taxes & fees
22 Sept - 23 Sept
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina

5. Peaceful cabin with AC in charming Tazewell. Welcome to relaxation!

Peaceful cabin with AC in charming Tazewell. Welcome to relaxation!
Tazewell
9.2 out of 10, Wonderful, (12 reviews)
"Very nice cabin, comfortable and homey."
United States
Carla C.
The price is NZ$300
includes taxes & fees
22 Sept - 23 Sept
Peaceful cabin with AC in charming Tazewell. Welcome to relaxation!

6. Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly
Harrogate
10.0 out of 10, Exceptional, (28 reviews)
"Great place to stay. "
United States
Jodi D.
The price is NZ$470
includes taxes & fees
20 Sept - 21 Sept
Harrogate Home Mountain View’s Dog Friendly

7. One Bedroom Rustic Cabin

One Bedroom Rustic Cabin
Speedwell
The price is NZ$170
includes taxes & fees
20 Sept - 21 Sept
One Bedroom Rustic Cabin

8. Updated Apt in Country - ATV Trls & Norris Lake

Updated Apt in Country - ATV Trls & Norris Lake
LaFollette
9.8 out of 10, Exceptional, (7 reviews)
"Fantastic stay! The place was clean, comfortable, and exactly as described. They were an excellent host—responsive and helpful. We felt right at home and would absolutely stay here again. Highly recommend!"
United States
madison a.
The price is NZ$290
includes taxes & fees
5 Oct - 6 Oct
Updated Apt in Country - ATV Trls & Norris Lake

9. Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Pineville
10.0 out of 10, Exceptional, (12 reviews)
"Clean and quiet place to stay when visiting the area. Will definitely consider this place again when we visit Pineville again! "
United States
seth r.
The price is NZ$510
includes taxes & fees
20 Sept - 21 Sept
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

10. Remodeled Western Country Getaway Near Lake & Trails

Remodeled Western Country Getaway Near Lake & Trails
LaFollette
10.0 out of 10, Exceptional, (8 reviews)
"Very clean and nice apartment. Just as advertised. Had everything we needed and we were very pleased. Great place! You will not be disappointed. We will definitely be going back!"
United States
Gregory T.
The price is NZ$317
includes taxes & fees
26 Sept - 27 Sept
Remodeled Western Country Getaway Near Lake & Trails

11. Peaceful & Private! Pet-Friendly Williamsburg Home

Peaceful & Private! Pet-Friendly Williamsburg Home
Williamsburg
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful peaceful setting, great views! Host was very nice and helpful! Home was very clean and comfortable. Pet friendly, and kid friendly :)Highly recommend!"
United States
Alicia M.
The price is NZ$539
includes taxes & fees
25 Sept - 26 Sept
Peaceful & Private! Pet-Friendly Williamsburg Home

12. Quaint Studio APT Near ATV Trails & Norris Lake

Quaint Studio APT Near ATV Trails & Norris Lake
LaFollette
9.6 out of 10, Exceptional, (11 reviews)
"Check in was very easy amazing little place. Loved the mornings going out to the porch and hearing the birds chirping. Definitely coming back and staying again "
United States
Melisza
The price is NZ$223
includes taxes & fees
22 Sept - 23 Sept
Quaint Studio APT Near ATV Trails & Norris Lake

13. The Highlands Cabin ~ Norris Lake Views & Modern Comfort

The Highlands Cabin ~ Norris Lake Views & Modern Comfort
New Tazewell
10.0 out of 10, Exceptional, (7 reviews)
"The cabin was clean, cozy, and overall amazing! "
United States
Fannie
The price is NZ$394
includes taxes & fees
20 Sept - 21 Sept
The Highlands Cabin ~ Norris Lake Views & Modern Comfort

14. Peaceful ‘Mountain Cabin’ w/ Views in Williamsburg

Peaceful ‘Mountain Cabin’ w/ Views in Williamsburg
Williamsburg
10.0 out of 10, Exceptional, (1 review)
"Had a wonderful stay at this cabin. It was very beautiful and the location was very peaceful and quiet but not too far from other things. Would definitely need a 4 wheel drive vehicle to get to the cabin. The host was very nice and had great communication. Definitely recommend this cabin for anyone looking to relax and enjoy nature."
United States
Nancy A.
The price is NZ$593
includes taxes & fees
20 Sept - 21 Sept
Peaceful ‘Mountain Cabin’ w/ Views in Williamsburg

15. Private bungalow close to LMU, ARH, Cumberland Gap

Private bungalow close to LMU, ARH, Cumberland Gap
Middlesboro
The price is NZ$573
includes taxes & fees
25 Sept - 26 Sept
Private bungalow close to LMU, ARH, Cumberland Gap

16. The Lodge Cabin ~Norris Lake Views and Mountain Backdrops

The Lodge Cabin ~Norris Lake Views and Mountain Backdrops
New Tazewell
10.0 out of 10, Exceptional, (6 reviews)
The price is NZ$389
includes taxes & fees
30 Sept - 1 Oct
The Lodge Cabin ~Norris Lake Views and Mountain Backdrops

17. Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU

Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU
Middlesboro
10.0 out of 10, Exceptional, (19 reviews)
"Lots of room. Clean. Good host."
United States
Konnie D.
The price is NZ$681
includes taxes & fees
13 Oct - 14 Oct
Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU

18. Serenity Villa: Luxurious Retreat with Hot Tub, Rooftop Deck & Mountain View's

Serenity Villa: Luxurious Retreat with Hot Tub, Rooftop Deck & Mountain View's
Sharps Chapel
10.0 out of 10, Exceptional, (12 reviews)
"This was definitely the most romantic VRBO we’ve stayed at!!! Very clean, and the view from all of the balconies was incredible!!! "
United States
Stan N.
The price is NZ$647
includes taxes & fees
13 Oct - 14 Oct
Serenity Villa: Luxurious Retreat with Hot Tub, Rooftop Deck & Mountain View's

19. 2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park

2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park
Pineville
10.0 out of 10, Exceptional, (1 review)
"We stayed for the 95th Mountain Laurel Festival and LOVED the location, access to all festival activities, and how easy it was to communicate with the renter. We hope to make this a tradition and will stay here again!"
United States
jennifer w.
The price is NZ$514
includes taxes & fees
30 Sept - 1 Oct
2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park

20. Outback Behind the Barn

Outback Behind the Barn
Ewing
The price is NZ$239
includes taxes & fees
20 Sept - 21 Sept
Outback Behind the Barn
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 Gap Hotel Reviews

Find out more about Cumberland Gap

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cumberland Gap holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cumberland Gap. 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 Cumberland Gap. Seeing all the best attractions is bound to make you fall in love with Cumberland Gap. Who knows, you may even be tempted to extend your 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 holiday 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 Cumberland Gap short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Cumberland Gap?

Yes, there are holiday rentals close to the most popular sights in Cumberland Gap, or you can select a more secluded option if you're looking for a relaxing stay. Cumberland Gap is known for its riverfront and mountain views. Make sure you have time to check out the restaurants while you're in the area.

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

Brand New, Spacious 9 bedroom, 9 1/2 bath Waterfront house in Lakeside Estates: This holiday home rental outside of Cumberland Gap offers a patio, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Cumberland Gap?

Explore the area and family-friendly sights such as New Tazewell Municipal Park, or get out into nature at a spot like Kentucky Ridge State Forest. Cumberland Gap National Historical Park and Lincoln Memorial University are a couple of places you'll find in the wider area.

What are holiday rentals like in Cumberland Gap?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cumberland Gap. Holiday rentals feature extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.