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Vacation Homes in Middlesboro

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

Middlesboro
10.0 out of 10, Exceptional, (20)
"Our group had a wonderful time staying at Uncle Ernie's! Everything was neat, tidy, and felt like home. We definitely will be back next time we are in the area!"
United States
Savannah P.
$211 nightly
The price is $233
Nov 11 - Nov 12
Total with taxes and fees
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

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

Middlesboro
9.2 out of 10, Wonderful, (5)
"We enjoyed our stay. "
United States
Emily S.
$255 nightly
The price is $281
Dec 9 - Dec 10
Total with taxes and fees
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Welcoming 3-bedroom house with AC in charming Middlesboro

Middlesboro
$212 nightly
The price is $234
Dec 8 - Dec 9
Total with taxes and fees
Welcoming 3-bedroom house with AC in charming Middlesboro

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

Middlesboro
$493 nightly
The price is $544
Nov 9 - Nov 10
Total with taxes and fees
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU

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

Speedwell
9.4 out of 10, Exceptional, (19)
"Excellent private get-away. The property was well stocked with everything you would need to feel at home. I had enough room in the driveway to park my pontoon/pickup truck and an additional 2 vehicles could also park there."
United States
A google U.
$155 nightly
The price is $174
Dec 5 - Dec 6
Total with taxes and fees
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina

Comfy A-frame cabin with deck, gas grill, Internet, close to marina

2.0 star property
Flat Hollow Marina
10.0 out of 10, Exceptional, (5)
"Perfect for a family getaway on the lake!"
United States
Angel S.
$268 nightly
The price is $302
Nov 9 - Nov 10
Total with taxes and fees
Comfy A-frame cabin with deck, gas grill, Internet, close to marina

Harrogate Home Mountain View’s Dog Friendly

Harrogate
9.8 out of 10, Exceptional, (20)
"Great location with friendly neighbors!"
United States
Evan C.
$263 nightly
The price is $300
Nov 9 - Nov 10
Total with taxes and fees
Harrogate Home Mountain View’s Dog Friendly

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

Pineville
10.0 out of 10, Exceptional, (2)
"We stayed here for a wedding weekend in Pineville, KY, and it was absolutely perfect from start to finish. The home was spotless, cozy, and had everything we could possibly need. The beds were so comfortable, and we instantly felt at home the moment we walked in.What truly set this stay apart was the host’s kindness and above-and-beyond hospitality. We got lost in the middle of the night trying to find the property, and the host stayed on the phone with us, patiently guiding us right to the...
United States
Samantha P.
$233 nightly
The price is $257
Nov 10 - Nov 11
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

Cozy A-frame home with fire pit, deck, pickleball court, and covered boat slip

2.0 star property
Flat Hollow Marina
9.8 out of 10, Exceptional, (8)
"Our family stayed here and loved it. We will be back to stay here!!"
United States
Billy S.
$302 nightly
The price is $340
Nov 9 - Nov 10
Total with taxes and fees
Cozy A-frame home with fire pit, deck, pickleball court, and covered boat slip

Peaceful & Private! Pet-Friendly Williamsburg Home

2.0 star property
Williamsburg
$279 nightly
The price is $305
Nov 9 - Nov 10
Total with taxes and fees
Peaceful & Private! Pet-Friendly Williamsburg Home

1928 Home in the heart of Cumberland Gap

Cumberland Gap
9.8 out of 10, Exceptional, (93)
"In town but no near neighbors; comfy and fun for close friends/relatives. (1 bath) Some antiques and restaurants close but quiet and clean"
United States
Paul D.
$206 nightly
The price is $230
Nov 9 - Nov 10
Total with taxes and fees
1928 Home in the heart of Cumberland Gap

Located just a short 5-minute walk to springs dock and resort

2.0 star property
LaFollette
9.4 out of 10, Exceptional, (6)
"Size, location, internet"
United States
Ryan L.
$448 nightly
The price is $504
Nov 10 - Nov 11
Total with taxes and fees
Located just a short 5-minute walk to springs dock and resort

Lovely lakefront home with fire pit, fireplace, dock and gas grill

2.0 star property
Maynardville
10.0 out of 10, Exceptional, (17)
"Perfect lake weekend"
United States
Rita W.
$544 nightly
The price is $612
Nov 9 - Nov 10
Total with taxes and fees
Lovely lakefront home with fire pit, fireplace, dock and gas grill

Waterfront home with game room, theater, deck, dock & fireplace

Maynardville
10.0 out of 10, Exceptional, (49)
"Awesome house!! Great views and plenty of room. I would stay here again."
United States
Carson H.
$503 nightly
The price is $566
Nov 9 - Nov 10
Total with taxes and fees
Waterfront home with game room, theater, deck, dock & fireplace

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

Pineville
10.0 out of 10, Exceptional, (1)
"Well cared for property with nice upgrades! Perfect for our stay, everything we needed, and accommodating. "
United States
Hope C.
$220 nightly
The price is $243
Dec 7 - Dec 8
Total with taxes and fees
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville

Waterfront living with private dock, private boat launch, kayaks & firepit

Maynardville
10.0 out of 10, Exceptional, (10)
"The house was perfect and literally steps down the driveway to its own private dock. Will stay here again!"
United States
Aubree F.
$575 nightly
The price is $647
Nov 9 - Nov 10
Total with taxes and fees
Waterfront living with private dock, private boat launch, kayaks & firepit

Beautiful lakefront house with full kitchen, private dock, & hot tub

Maynardville
9.8 out of 10, Exceptional, (89)
"This place is fantastic!!"
United States
donald m.
$456 nightly
The price is $513
Nov 9 - Nov 10
Total with taxes and fees
Beautiful lakefront house with full kitchen, private dock, & hot tub

Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available

LaFollette
10.0 out of 10, Exceptional, (45)
"The house was beautiful and had everything we needed. The owner was very responsive to all my questions. The kids loved the game room and ping pong table."
United States
Jamie W.
$622 nightly
The price is $700
Nov 10 - Nov 11
Total with taxes and fees
Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available

The House on Park Avenue

3.5 star property
Pineville
$402 nightly
The price is $435
Nov 9 - Nov 10
Total with taxes and fees
The House on Park Avenue

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

Pineville
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."
United States
Stephanie F.
$206 nightly
The price is $227
Nov 17 - Nov 18
Total with taxes and fees
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre
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 Vacation Homes information

Number of reviews
278
Accommodation
174 Vacation Homes
Lowest Price
$174
Highest Price
$700

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