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Holiday Homes in Middlesboro

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Check prices for these dates

In two weeks
26 Sept - 28 Sept
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec
In four months
2 Jan - 4 Jan

Featured Holiday Homes in Middlesboro

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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

10.0 out of 10, Exceptional, (13)
"Uncle Ernie's was amazing and beautiful! We enjoyed everything about our stay there. Monica and Terry were great host. We will definitely stay here again for our future visits."
The price is NZ$351
includes taxes & fees
14 Sept - 15 Sept
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Welcoming 3-bedroom house with AC in charming Middlesboro
Terrace/patio

Welcoming 3-bedroom house with AC in charming Middlesboro

The price is NZ$426
includes taxes & fees
24 Sept - 25 Sept
Welcoming 3-bedroom house with AC in charming Middlesboro
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
3 bedrooms, desk, iron/ironing board, travel cot

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 NZ$583
includes taxes & fees
24 Sept - 25 Sept
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Microwave, oven, stovetop

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

The price is NZ$835
includes taxes & fees
12 Sept - 13 Sept
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
Terrace/patio

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

9.4 out of 10, Exceptional, (18)
"It was too short but relaxing while we were there."
The price is NZ$277
includes taxes & fees
11 Sept - 12 Sept
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Property grounds

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

10.0 out of 10, Exceptional, (1)
The price is NZ$413
includes taxes & fees
23 Sept - 24 Sept
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Charming 3-bedroom rustic cabin with WiFi in wonderful Williamsburg
Interior

Charming 3-bedroom rustic cabin with WiFi in wonderful Williamsburg

10.0 out of 10, Exceptional, (5)
"Beautiful home. Very nice location will stay here again "
The price is NZ$542
includes taxes & fees
11 Sept - 12 Sept
Charming 3-bedroom rustic cabin with WiFi in wonderful Williamsburg
Harrogate Home Mountain View’s Dog Friendly
Fridge, microwave, oven, stovetop

Harrogate Home Mountain View’s Dog Friendly

9.8 out of 10, Exceptional, (20)
"Nice place to stay the night, good neighborhood and nice views, house clean and comfortable "
The price is NZ$505
includes taxes & fees
14 Sept - 15 Sept
Harrogate Home Mountain View’s Dog Friendly
The House on Park Avenue
Comfort House | Private kitchen

The House on Park Avenue

3.5 star property
The price is NZ$673
includes taxes & fees
17 Sept - 18 Sept
The House on Park Avenue
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville
Living area

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 NZ$399
includes taxes & fees
11 Sept - 12 Sept
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre
Private kitchen

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 NZ$349
includes taxes & fees
8 Oct - 9 Oct
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
Property grounds

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

10.0 out of 10, Exceptional, (42)
"Very nice house. Great location. Easy check in."
The price is NZ$1,315
includes taxes & fees
17 Sept - 18 Sept
No Wake Lake Escape - Private Dock, Gameroom, Brand New Carved Concrete Firepit
1928 Home in the heart of Cumberland Gap
Exterior

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (90)
"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 NZ$423
includes taxes & fees
2 Oct - 3 Oct
1928 Home in the heart of Cumberland Gap
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 Middlesboro Hotel Reviews

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Middlesboro Holiday Homes information

Number of reviews
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181 Holiday Homes
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