Holiday Homes in Middlesboro

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Middlesboro holiday homes

2 bedrooms, iron/ironing board, free WiFi, bed sheets

Holiday Home in Middlesboro

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
10.0 out of 10, Exceptional, (23 reviews)
"Very nice and extra clean great time"
United States
Johnny C.
The price is AU$344
includes taxes & fees
20 Jan - 21 Jan
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Exterior

Holiday Home in Middlesboro

3-bedroom home away from home in Middesboro. A family friendly environment.
2.0 star property
The price is AU$246
includes taxes & fees
1 Feb - 2 Feb
3-bedroom home away from home in Middesboro. A family friendly environment.
3 bedrooms, desk, iron/ironing board, travel cot

Holiday Home in Middlesboro

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
9.2 out of 10, Wonderful, (5 reviews)
"We enjoyed our stay. "
United States
Emily S.
The price is AU$552
includes taxes & fees
18 Jan - 19 Jan
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Exterior detail

Holiday Home in Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro
The price is AU$390
includes taxes & fees
26 Jan - 27 Jan
Welcoming 3-bedroom house with AC in charming Middlesboro
Microwave, oven, stovetop

Holiday Home in Middlesboro

Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
10.0 out of 10, Exceptional, (1 review)
"Clean"
United States
Phineas S.
The price is AU$870
includes taxes & fees
18 Jan - 19 Jan
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Terrace/patio

Holiday Home in Speedwell

Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
9.4 out of 10, Exceptional, (19 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 AU$241
includes taxes & fees
18 Jan - 19 Jan
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
Exterior

Holiday Home in Harrogate

Blissful Bungalow across from LMU campus
9.6 out of 10, Exceptional, (30 reviews)
"visiting family at lmu, very close! We had a great weekend, would stay again! "
United States
Cherrish S.
The price is AU$336
includes taxes & fees
19 Jan - 20 Jan
Blissful Bungalow across from LMU campus
Terrace/patio

Holiday Home in Williamsburg

Peaceful & Private! Pet-Friendly Williamsburg Home
2.0 star property
The price is AU$454
includes taxes & fees
30 Jan - 31 Jan
Peaceful & Private! Pet-Friendly Williamsburg Home
Fridge, microwave, oven, stovetop

Holiday Home in Harrogate

Harrogate Home Mountain View’s Dog Friendly
10.0 out of 10, Exceptional, (22 reviews)
"Great location with friendly neighbors!"
United States
Evan C.
The price is AU$379
includes taxes & fees
20 Jan - 21 Jan
Harrogate Home Mountain View’s Dog Friendly
Property grounds

Holiday Home in Pineville

Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
10.0 out of 10, Exceptional, (2 reviews)
"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.
The price is AU$437
includes taxes & fees
18 Jan - 19 Jan
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Property grounds

Holiday Home in Tazewell

Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell
2.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"Great place that is well stocked and close to amenities as well. Spacious house with an awesome porch with a view!"
United States
Brendan W.
The price is AU$642
includes taxes & fees
18 Jan - 19 Jan
Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell
Property grounds

Holiday Home in Maynardville

Waterfront Retreat, Sleeps 14・Theater・Games・Grill
2.0 star property
The price is AU$686
includes taxes & fees
18 Jan - 19 Jan
Waterfront Retreat, Sleeps 14・Theater・Games・Grill
Living area

Holiday Home in Pineville

Charming 2-bedroom bungalow with AC, WiFi in pleasant 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 AU$418
includes taxes & fees
24 Jan - 25 Jan
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville
Terrace/patio

Holiday Home in Maynardville

Lakefront Escape, Sleeps 10・Private Dock・Hot Tub
2.0 star property
The price is AU$779
includes taxes & fees
18 Jan - 19 Jan
Lakefront Escape, Sleeps 10・Private Dock・Hot Tub
TV, DVD player, offices

Holiday Home in New Tazewell

Cozy Home, Sleeps 21・Views・Hot Tub・Large Yard
2.0 star property
The price is AU$1,030
includes taxes & fees
27 Jan - 28 Jan
Cozy Home, Sleeps 21・Views・Hot Tub・Large Yard
Property grounds

Holiday Home in Rock Harbor

Lakefront Retreat, Sleeps 16・Dock・Boat Slips・Grill
2.0 star property
The price is AU$975
includes taxes & fees
2 Feb - 3 Feb
Lakefront Retreat, Sleeps 16・Dock・Boat Slips・Grill
Outdoor dining

Holiday Home in Harrogate

Jackson MTN Retreat 3-bedroom entire HOME in Harrogate-Near LMU & Bowling alley
2.0 star property
The price is AU$663
includes taxes & fees
19 Jan - 20 Jan
Jackson MTN Retreat 3-bedroom entire HOME in Harrogate-Near LMU & Bowling alley
Terrace/patio

Holiday Home in LaFollette

Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available
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 AU$1,054
includes taxes & fees
19 Jan - 20 Jan
Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available
Property grounds

Holiday Home in Maynardville

Cozy Lakefront Home, Sleep 12・Private Dock・Hot Tub
2.0 star property
Cozy Lakefront Home, Sleep 12・Private Dock・Hot Tub
Property grounds

Holiday Home in Lakeside Estates

Stunning Lakeview Home・Game Room・Dock・Hot Tub
The price is AU$1,811
includes taxes & fees
18 Jan - 19 Jan
Stunning Lakeview Home・Game Room・Dock・Hot Tub
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 Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"Clean room"
Elwin 1-night trip
Posted 3 days ago
Holiday Inn Express Middlesboro by IHG

Find out more about Middlesboro

Middlesboro Holiday Homes information

Number of reviews
153
Accommodation
173 Holiday Homes
Lowest Price
AU$241
Highest Price
AU$1,054