Search Holiday Homes in Middlesboro

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Middlesboro holiday homes

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

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Middlesboro
10.0 out of 10, Exceptional, (30 reviews)
"Very nice and extra clean great time"
United States
Johnny C.
The price is £173
includes taxes & fees
13 Apr - 14 Apr
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.

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Middlesboro
9.2 out of 10, Wonderful, (5 reviews)
"We enjoyed our stay. "
United States
Emily S.
The price is £249
includes taxes & fees
13 Apr - 14 Apr
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

3-bedroom bungalow in the heart of Crater City, near airport LMU & hiking trails

3-bedroom bungalow in the heart of Crater City, near airport LMU & hiking trails
Middlesboro
The price is £197
includes taxes & fees
13 Apr - 14 Apr
3-bedroom bungalow in the heart of Crater City, near airport LMU & hiking trails

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

Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Middlesboro
10.0 out of 10, Exceptional, (1 review)
"Clean"
United States
Phineas S.
The price is £306
includes taxes & fees
13 Apr - 14 Apr
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU

Welcoming 3-bedroom house with AC in charming Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro
Middlesboro
The price is £283
includes taxes & fees
12 May - 13 May
Welcoming 3-bedroom house with AC in charming Middlesboro

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
9.4 out of 10, Exceptional, (20 reviews)
"Cute and cozy! Perfect place for us to use as a home base while in town visiting family. Lots of attention to the details, kitchen facilities are up to date and super clean. Already looking forward to booking again!"
United States
Lynette M.
The price is £129
includes taxes & fees
14 Apr - 15 Apr
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina

Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly
Harrogate
10.0 out of 10, Exceptional, (24 reviews)
"Great location with friendly neighbors!"
United States
Evan C.
The price is £224
includes taxes & fees
13 Apr - 14 Apr
Harrogate Home Mountain View’s Dog Friendly

Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus
Harrogate
9.6 out of 10, Exceptional, (34 reviews)
"Very convenient to everything we needed to do, very clean and neat"
United States
Brandi L.
The price is £166
includes taxes & fees
27 Apr - 28 Apr
Blissful Bungalow across from LMU campus

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, (3 reviews)
"clean house very beautiful, host was amazing, scenery stunning. "
United States
Evelyn B.
The price is £183
includes taxes & fees
15 Apr - 16 Apr
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

Peaceful & Private! Pet-Friendly Williamsburg Home

Peaceful & Private! Pet-Friendly Williamsburg Home
Williamsburg
The price is £228
includes taxes & fees
13 Apr - 14 Apr
Peaceful & Private! Pet-Friendly Williamsburg Home

MOUNTAIN TOP CABIN WITH PARTNERING MARINA ON NORRIS LAKE

MOUNTAIN TOP CABIN WITH PARTNERING MARINA ON NORRIS LAKE
Rock Harbor
9.8 out of 10, Exceptional, (25 reviews)
"Great location for family gathering near local relatives. Beautiful views and close to New Tazewell. "
United States
Pamela D.
The price is £431
includes taxes & fees
12 May - 13 May
MOUNTAIN TOP CABIN WITH PARTNERING MARINA ON NORRIS LAKE

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

Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville
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 £238
includes taxes & fees
13 Apr - 14 Apr
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville

Mountain-View Studio w/ Firepit & Sunset Near I-75

Mountain-View Studio w/ Firepit & Sunset Near I-75
Jellico
The price is £207
includes taxes & fees
13 Apr - 14 Apr
Mountain-View Studio w/ Firepit & Sunset Near I-75

Entire Home -Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Tazewell

Entire Home -Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Tazewell
Tazewell
10.0 out of 10, Exceptional, (7 reviews)
"Perfect location!! House was immaculate. Good job with the hostess book it helped a lot with the details of the surrounding area. Beautiful Home. Would stay again if we travel into the area."
United States
Jim A.
The price is £295
includes taxes & fees
13 Apr - 14 Apr
Entire Home -Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Tazewell

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, (46 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 £527
includes taxes & fees
13 Apr - 14 Apr
Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available

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

3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre
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 £195
includes taxes & fees
18 Apr - 19 Apr
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

Waterfront Retreat, Sleeps 14, Theater, Games, Grill

Waterfront Retreat, Sleeps 14, Theater, Games, Grill
Maynardville
The price is £367
includes taxes & fees
13 Apr - 14 Apr
Waterfront Retreat, Sleeps 14, Theater, Games, Grill

Entire Home - Jackson MTN Retreat 3-bedroom 2 Bath -Near LMU & Bowling alley

Entire Home - Jackson MTN Retreat 3-bedroom 2 Bath -Near LMU & Bowling alley
Harrogate
10.0 out of 10, Exceptional, (2 reviews)
"Clean. Good location for our purposes, quiet neighborhood with a nice view and dark sky. Very strange layout, with the twin trundle and king in the same converted garage, and other 2 bedrooms separated by a set of glass doors and a curtain. The house was missing trash bags and extra toilet paper upon arrival but Dollar General was a hop and skip away. Otherwise equipped fine. Easy in and out. "
United States
William D.
The price is £304
includes taxes & fees
13 Apr - 14 Apr
Entire Home - Jackson MTN Retreat 3-bedroom 2 Bath -Near LMU & Bowling alley

Lakefront Escape, Sleeps 10, Private Dock, Hot Tub

Lakefront Escape, Sleeps 10, Private Dock, Hot Tub
Maynardville
10.0 out of 10, Exceptional, (1 review)
"Cabin was really nice"
United States
RYAN M.
The price is £399
includes taxes & fees
13 Apr - 14 Apr
Lakefront Escape, Sleeps 10, Private Dock, Hot Tub

Lakefront Home w/Private Dock, Hot Tub & Sleeps 22

Lakefront Home w/Private Dock, Hot Tub & Sleeps 22
Lakeside Estates
The price is £992
includes taxes & fees
13 Apr - 14 Apr
Lakefront Home w/Private Dock, Hot Tub & Sleeps 22
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middlesboro Hotel Reviews

Find out more about Middlesboro

Middlesboro Holiday Homes information

Number of reviews
168
Accommodation
173 Holiday Homes
Lowest Price
£129
Highest Price
£992