An aerial view of a town surrounded by mountains, with a mix of residential and commercial buildings, and a highway running through the center.

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Middlesboro holiday homes

Desk, iron/ironing board, WiFi, bed sheets

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, (6 reviews)
"We enjoyed our stay. "
United States
Emily S.
The price is £265
includes taxes & fees
12 Aug - 13 Aug
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Exterior

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 £261
includes taxes & fees
12 Aug - 13 Aug
Welcoming 3-bedroom house with AC in charming Middlesboro
Dining

Private bungalow close to LMU, ARH, Cumberland Gap

Private bungalow close to LMU, ARH, Cumberland Gap
Middlesboro
The price is £252
includes taxes & fees
12 Aug - 13 Aug
Private bungalow close to LMU, ARH, Cumberland Gap
Desk, WiFi, bed sheets

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 £288
includes taxes & fees
12 Aug - 13 Aug
House close to ARH Hospital, Tackett Creek & LMU!
Property grounds

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, (8 reviews)
"clean house very beautiful, host was amazing, scenery stunning. "
United States
Evelyn B.
The price is £218
includes taxes & fees
13 Aug - 14 Aug
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Terrace/patio

Peaceful & Private! Pet-Friendly Williamsburg Home

Peaceful & Private! Pet-Friendly Williamsburg Home
Williamsburg
10.0 out of 10, Exceptional, (3 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 £233
includes taxes & fees
15 Jul - 16 Jul
Peaceful & Private! Pet-Friendly Williamsburg Home
TV, fireplace, books

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 £265
includes taxes & fees
15 Jul - 16 Jul
Peaceful ‘Mountain Cabin’ w/ Views in Williamsburg
Terrace/patio

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

Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
Speedwell
9.2 out of 10, Wonderful, (23 reviews)
"Nice place. Everything you need and more"
United States
Jeff L.
The price is £138
includes taxes & fees
21 Jul - 22 Jul
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
Exterior

Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus
Harrogate
9.6 out of 10, Exceptional, (39 reviews)
"Very convenient to everything we needed to do, very clean and neat"
United States
Brandi L.
The price is £189
includes taxes & fees
15 Jul - 16 Jul
Blissful Bungalow across from LMU campus
Interior

The Lodge Cabin ~Norris Lake Views and Mountain Backdrops

The Lodge Cabin ~Norris Lake Views and Mountain Backdrops
New Tazewell
10.0 out of 10, Exceptional, (2 reviews)
"It was a nice clean place. The communication with the host was great, had no problems with anything at all. Will definitely book it again!!"
United States
Junior S.
The price is £171
includes taxes & fees
28 Jul - 29 Jul
The Lodge Cabin ~Norris Lake Views and Mountain Backdrops
Terrace/patio

LMU Pine Mtn State Park Cumberland Gap Laurel Cove

LMU Pine Mtn State Park Cumberland Gap Laurel Cove
Pineville
10.0 out of 10, Exceptional, (1 review)
"Well cared for property with nice upgrades! Perfect for our stay, everything we needed, and accommodating. "
United States
Hope C.
The price is £269
includes taxes & fees
16 Jul - 17 Jul
LMU Pine Mtn State Park Cumberland Gap Laurel Cove
Exterior detail

Min. to Laurel Cove, LMU & Union, & Bell Theater

Min. to Laurel Cove, LMU & Union, & Bell Theater
Pineville
4.8 out of 10, (3 reviews)
"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.
The price is £198
includes taxes & fees
19 Jul - 20 Jul
Min. to Laurel Cove, LMU & Union, & Bell Theater
Fridge, microwave, oven, stovetop

Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly
Harrogate
10.0 out of 10, Exceptional, (25 reviews)
"Great place to stay. "
United States
Jodi D.
The price is £244
includes taxes & fees
13 Aug - 14 Aug
Harrogate Home Mountain View’s Dog Friendly
TV

MOUNTAIN TOP CABIN WITH PARTNERING MARINA ON NORRIS LAKE

MOUNTAIN TOP CABIN WITH PARTNERING MARINA ON NORRIS LAKE
Rock Harbor
9.6 out of 10, Exceptional, (30 reviews)
"Great location for family gathering near local relatives. Beautiful views and close to New Tazewell. "
United States
Pamela D.
The price is £405
includes taxes & fees
15 Jul - 16 Jul
MOUNTAIN TOP CABIN WITH PARTNERING MARINA ON NORRIS LAKE
Fridge, microwave, oven, stovetop

Norris Lake Cabin Getaway, Sleeps 6・View・Fire pit

Norris Lake Cabin Getaway, Sleeps 6・View・Fire pit
New Tazewell
8.0 out of 10, Very good, (1 review)
"It is a lovely dated home. We felt comfortable in our stay. It is situated between two curves so pulling in and out with a truck and trailer is a bit difficult as cars fly on that road. Other then that it had everything we needed for our short visit to town"
United States
Lauren W.
The price is £333
includes taxes & fees
12 Aug - 13 Aug
Norris Lake Cabin Getaway, Sleeps 6・View・Fire pit
Outdoor dining

Lone Mountain View at Norris Lake!

Lone Mountain View at Norris Lake!
New Tazewell
The price is £720
includes taxes & fees
21 Jul - 22 Jul
Lone Mountain View at Norris Lake!
A wooden dock leading to a small wooden platform with a metal railing, surrounded by trees and a body of water.

Norris Lake Butterfly Landing - Recently Updated 16 Guest Lakefront w Dock Home

Norris Lake Butterfly Landing - Recently Updated 16 Guest Lakefront w Dock Home
Flat Hollow Marina
9.8 out of 10, Exceptional, (42 reviews)
"Wonderful time at this property"
United States
Susan K.
The price is £910
includes taxes & fees
2 Aug - 3 Aug
Norris Lake Butterfly Landing - Recently Updated 16 Guest Lakefront w Dock Home
Interior

Elk Lodge on Norris Lake

Elk Lodge on Norris Lake
Tazewell
The price is £870
includes taxes & fees
26 Jul - 27 Jul
Elk Lodge on Norris Lake
Terrace/patio

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

Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available
LaFollette
10.0 out of 10, Exceptional, (47 reviews)
"House was spectacular, beds were very comfortable, plenty to do in the area and the lake was just beautiful. Would definitely stay here again!"
United States
Brooke R.
The price is £1,134
includes taxes & fees
5 Aug - 6 Aug
Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available
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

Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

8/10 Good
"Not too bad. Pool is under construction. Make sure to double check with front desk what room they are giving you. Reserved 2 queen beds and they tried to put me in a room with a single bed."
Nicole 1-night trip
Posted 4 hours ago
Holiday Inn Express Williamsburg by IHG

Find out more about Middlesboro

Middlesboro Holiday Homes information

Number of reviews
184
Accommodation
182 Holiday Homes
Lowest Price
£138
Highest Price
£1,134