Holiday Homes in Middlesboro

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 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 €196
includes taxes & fees
26 Jan - 27 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.
3-bedroom home away from home in Middesboro. A family friendly environment.
Exterior detail

Holiday Home in Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro
The price is €252
includes taxes & fees
26 Jan - 27 Jan
Welcoming 3-bedroom house with AC in charming Middlesboro
Exterior

Holiday Home in Middlesboro

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
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 €307
includes taxes & fees
26 Jan - 27 Jan
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
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 €455
includes taxes & fees
26 Jan - 27 Jan
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Exterior

Holiday Home in Harrogate

Blissful Bungalow across from LMU campus
9.6 out of 10, Exceptional, (31 reviews)
"visiting family at lmu, very close! We had a great weekend, would stay again! "
United States
Cherrish S.
The price is €190
includes taxes & fees
26 Jan - 27 Jan
Blissful Bungalow across from LMU campus
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 €139
includes taxes & fees
26 Jan - 27 Jan
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
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 €251
includes taxes & fees
26 Jan - 27 Jan
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Property grounds

Holiday Home in Maynardville

Waterfront Retreat, Sleeps 14・Theater・Games・Grill
Waterfront Retreat, Sleeps 14・Theater・Games・Grill
Property grounds

Holiday Home in Tazewell

Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell
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 €369
includes taxes & fees
26 Jan - 27 Jan
Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell
Terrace/patio

Holiday Home in Maynardville

Lakefront Escape, Sleeps 10・Private Dock・Hot Tub
The price is €439
includes taxes & fees
26 Jan - 27 Jan
Lakefront Escape, Sleeps 10・Private Dock・Hot Tub
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 €281
includes taxes & fees
26 Jan - 27 Jan
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville
TV, DVD player, offices

Holiday Home in New Tazewell

Cozy Home, Sleeps 21・Views・Hot Tub・Large Yard
Cozy Home, Sleeps 21・Views・Hot Tub・Large Yard
Property grounds

Holiday Home in Rock Harbor

Lakefront Retreat, Sleeps 16・Dock・Boat Slips・Grill
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
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 €591
includes taxes & fees
26 Jan - 27 Jan
Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available
Property grounds

Holiday Home in Lakeside Estates

Stunning Lakeview Home・Game Room・Dock・Hot Tub
Stunning Lakeview Home・Game Room・Dock・Hot Tub
Private kitchen

Holiday Home in Pineville

3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre
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 €179
includes taxes & fees
1 Feb - 2 Feb
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

The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

10/10 Excellent
"The staff was excellent. They are wonderful people. They made sure everything was perfect. We enjoyed having breakfast with the other guests. They addressed any allergy concerns and tailored your breakfast for all. I would recommend this bed and breakfast it is the best one we have ever stayed at"
Paul 3-night trip
Posted 7 days ago
The Olde Mill Inn Bed & Breakfast

Find out more about Middlesboro

Middlesboro Holiday Homes information

Number of reviews
135
Accommodation
173 Holiday Homes
Lowest Price
€139
Highest Price
€591