Book Holiday Homes in Cumberland Gap

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Cumberland Gap Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cumberland Gap vacation homes are the perfect way for you to wing it.

Holiday houses in Cumberland Gap let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cumberland Gap in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cumberland Gap adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cumberland Gap with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cumberland Gap vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cumberland Gap Holiday Homes essential information

Accommodation
Holiday Homes
Lowest Price
AU$131
Highest Price
AU$228
Popular accommodation
The Olde Mill Inn Bed & Breakfast, Cumberland Gap Inn, Days Inn by Wyndham Jellico - Tennessee State Line, Sleep Inn & Suites

Top trending hotels in Cumberland Gap

The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

2.5 out of 5
603 Pennlyn Avenue, Cumberland Gap, TN
The price is AU$228 per night from 16 Jul to 17 Jul
AU$228
per night
16 Jul - 17 Jul
Located in Cumberland Gap, The Olde Mill Inn Bed & Breakfast is within a 10-minute drive of Middlesboro Mall and Bell County Historical Society Museum.
The Olde Mill Inn Bed & Breakfast
Cumberland Gap Inn

Cumberland Gap Inn

2.5 out of 5
630 Brooklyn Street, Cumberland Gap, TN
Fully refundableReserve now, pay when you stay
The price is AU$166 per night from 3 Jul to 4 Jul
AU$166
per night
3 Jul - 4 Jul
When you stay at Cumberland Gap Inn in Cumberland Gap, you'll be in a state park and 7.3 mi (11.8 km) from The Pinnacle.
Cumberland Gap Inn
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2 out of 5
1417 5th Street, Jellico, TN
Fully refundableReserve now, pay when you stay
The price is AU$131 per night from 1 Aug to 2 Aug
AU$131
per night
1 Aug - 2 Aug
Located in Jellico, Days Inn by Wyndham Jellico - Tennessee State Line is in a state park, within a 5-minute drive of Indian Mountain State Park and Memorial ...
Days Inn by Wyndham Jellico - Tennessee State Line
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Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 21 Jul to 22 Jul
AU$184
per night
21 Jul - 22 Jul
With a stay at Sleep Inn & Suites in Middlesboro, you'll be 3.6 mi (5.8 km) from Cumberland Gap National Historical Park and 10.9 mi (17.6 km) from Pine Mountain ...
Sleep Inn & Suites
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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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^Subject to availability and chosen travel dates.