Holiday Homes in Cumberland Gap

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Featured Holiday Homes in Cumberland Gap

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (88)
"Prominent house in historic Cumberland Gap.Family friendly and comfortable accommodations. Lots of different seating options inside and out. We would stay here again."
The price is AU$387
includes taxes & fees
2 Oct - 3 Oct
1928 Home in the heart of Cumberland Gap

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

9.4 out of 10, Exceptional, (17)
"Was in a great location to be able to go to multiple riding locations. "
The price is AU$254
includes taxes & fees
12 Sept - 13 Sept
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

10.0 out of 10, Exceptional, (13)
"We really enjoyed the house and property. The history of the home is very interesting. Everything was very comfortable. "
The price is AU$321
includes taxes & fees
9 Sept - 10 Sept
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

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

10.0 out of 10, Exceptional, (1)
The price is AU$374
includes taxes & fees
9 Sept - 10 Sept
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

Harrogate Home Mountain View’s Dog Friendly

9.8 out of 10, Exceptional, (20)
"The entire stay was great. The house was nice and cozy, the beds were comfortable and the showers were great. Overall a very comfortable stay. Great hosts."
The price is AU$463
includes taxes & fees
8 Sept - 9 Sept
Harrogate Home Mountain View’s Dog Friendly

Welcoming 3-bedroom house with AC in charming Middlesboro

The price is AU$434
includes taxes & fees
8 Oct - 9 Oct
Welcoming 3-bedroom house with AC in charming Middlesboro

Waterfront gem on Norris Lake w/ dock, sunset lake views, decks, and firepit

8.6 out of 10, Excellent, (38)
"We love this place. Second time staying here and plan to keep coming back. Beautiful home."
Waterfront gem on Norris Lake w/ dock, sunset lake views, decks, and firepit

The House on Park Avenue

3.5 star property
The price is AU$609
includes taxes & fees
8 Sept - 9 Sept
The House on Park Avenue

Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville

10.0 out of 10, Exceptional, (1)
"Well cared for property with nice upgrades! Perfect for our stay, everything we needed, and accommodating. "
The price is AU$351
includes taxes & fees
8 Sept - 9 Sept
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville

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

9.2 out of 10, Wonderful, (5)
"We enjoyed our stay. "
The price is AU$589
includes taxes & fees
8 Oct - 9 Oct
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU

The price is AU$765
includes taxes & fees
8 Sept - 9 Sept
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU

Norris Lake home w/boat slip at Sugar Hollow Marina, close to golf and winery

9.2 out of 10, Wonderful, (17)
"Nice stay"
The price is AU$1,178
includes taxes & fees
21 Sept - 22 Sept
Norris Lake home w/boat slip at Sugar Hollow Marina, close to golf and winery

3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

4.8 out of 10, (3)
"I did not stay at this property due to a double booking. I stayed at a nearby house that needs to be cleaned better, specially the floors, a shower curtain needs to be added to the beautiful update in bathroom, some plates woukd be nice. House rules and check in, check out procedures, places to visit and eat nearby would have been helpful to have posted at the house. Overall was a decent place to stay, quiet neighborhood. I would at least consider staying again."
The price is AU$319
includes taxes & fees
8 Sept - 9 Sept
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

No Wake Lake Escape - Private Dock, Gameroom, Brand New Carved Concrete Firepit

10.0 out of 10, Exceptional, (42)
"Josh was a great host! We will definitely be back!"
No Wake Lake Escape - Private Dock, Gameroom, Brand New Carved Concrete Firepit
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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Cumberland Gap Holiday Homes information

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232 Holiday Homes
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