A mountainous landscape with a valley shrouded in clouds, rocky outcrops, and autumn-colored foliage.

Holiday Rentals in Cumberland Gap

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Our top choices for Cumberland Gap holiday rentals

1. Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Cumberland Gap
9.4 out of 10, Exceptional, (52 reviews)
"The house was nice and clean and ready for us. When we checked in, the location was absolutely perfect from downtown, Everything worked out the way it should be. If we go back to Cumberland Gap, which I hope we will we will try to stay in the same location."
United States
JOHN H.
The price is €193
includes taxes & fees
19 Nov - 20 Nov
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

2. Luxury Brooklyn St APT - Near LMU & Nat’l Park

Luxury Brooklyn St APT - Near LMU & Nat’l Park
Cumberland Gap
9.8 out of 10, Exceptional, (32 reviews)
"Great location So close to so much hiking."
United States
Theresa l.
The price is €182
includes taxes & fees
19 Nov - 20 Nov
Luxury Brooklyn St APT - Near LMU & Nat’l Park

3. 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, (20 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 €180
includes taxes & fees
28 Oct - 29 Oct
Harrogate Hideaway - 5 Min to LMU & Nat`l Park

4. Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus
Harrogate
9.6 out of 10, Exceptional, (43 reviews)
"Very convenient to everything we needed to do, very clean and neat"
United States
Brandi L.
Blissful Bungalow across from LMU campus

5. Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly
Harrogate
10.0 out of 10, Exceptional, (31 reviews)
"Great place to stay. "
United States
Jodi D.
The price is €253
includes taxes & fees
28 Oct - 29 Oct
Harrogate Home Mountain View’s Dog Friendly

6. 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.
Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU

7. One Bedroom Rustic Cabin

One Bedroom Rustic Cabin
Speedwell
The price is €91
includes taxes & fees
28 Oct - 29 Oct
One Bedroom Rustic Cabin

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

Private bungalow close to LMU, ARH, Cumberland Gap
Middlesboro
8.0 out of 10, Very good, (1 review)
"This house was conveniently located. Upstairs bedroom was hot but everything else was nice."
United States
Leann L.
The price is €293
includes taxes & fees
28 Oct - 29 Oct
Private bungalow close to LMU, ARH, Cumberland Gap

9. Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Middlesboro
9.0 out of 10, Wonderful, (8 reviews)
"We enjoyed our stay. "
United States
Emily S.
The price is €340
includes taxes & fees
28 Oct - 29 Oct
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

10. House close to ARH Hospital, Tackett Creek & LMU!

House close to ARH Hospital, Tackett Creek & LMU!
Middlesboro
7.4 out of 10, Good, (3 reviews)
"Advertised would sleep 12, yes it had beds for 12, but I guess we were to share towels , could be cleaner, food and trash under sofa cushions. Had to hunt for the WiFi password."
United States
Elita W.
The price is €340
includes taxes & fees
19 Nov - 20 Nov
House close to ARH Hospital, Tackett Creek & LMU!

11. Welcoming 3-bedroom house with AC in charming Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro
Middlesboro
8.0 out of 10, Very good, (3 reviews)
"Great area to stay in "
United States
Corinna E.
The price is €337
includes taxes & fees
28 Oct - 29 Oct
Welcoming 3-bedroom house with AC in charming Middlesboro

12. Outback Behind the Barn

Outback Behind the Barn
Ewing
Outback Behind the Barn

13. Modern 20’ Travel Trailer with bunks and a queen bed

Modern 20’ Travel Trailer with bunks and a queen bed
Speedwell
2.0 out of 10, (1 review)
The price is €132
includes taxes & fees
26 Nov - 27 Nov
Modern 20’ Travel Trailer with bunks and a queen bed

14. 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 €273
includes taxes & fees
28 Oct - 29 Oct
2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park

15. 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, (13 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 €278
includes taxes & fees
28 Oct - 29 Oct
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

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

Calm Country Oasis - Creek, ATV Trls & Norris Lake
Speedwell
9.6 out of 10, Exceptional, (29 reviews)
"Loved the creek and inside decor. Roomy house!"
United States
Sandra
The price is €239
includes taxes & fees
2 Nov - 3 Nov
Calm Country Oasis - Creek, ATV Trls & Norris Lake

17. 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, (13 reviews)
"Very nice cabin, comfortable and homey."
United States
Carla C.
The price is €157
includes taxes & fees
28 Oct - 29 Oct
Peaceful cabin with AC in charming Tazewell. Welcome to relaxation!

18. 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 €316
includes taxes & fees
28 Oct - 29 Oct
Peaceful ‘Mountain Cabin’ w/ Views in Williamsburg

19. Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home
3.0 star property
Williamsburg
The price is €274
includes taxes & fees
29 Oct - 30 Oct
Peaceful & Private! Pet-friendly Williamsburg Home

20. 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 €270
includes taxes & fees
24 Nov - 25 Nov
Peaceful & Private! Pet-Friendly Williamsburg Home
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

Everything you need to know about Cumberland Gap 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 Gap holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Gap holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cumberland Gap holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland Gap. 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 Gap 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 Gap holiday rentals we have selected for you start as low as €167 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cumberland Gap rentals

At Expedia, we put the best Cumberland Gap 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 Gap 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 Gap 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 Gap. 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

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 The Pinnacle. 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.