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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Middlesboro vacation homes

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

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, (24 reviews)
"Very nice and extra clean great time"
United States
Johnny C.
The price is AED 437
AED 842 total
includes taxes & fees
18 Feb - 19 Feb
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Exterior

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 AED 467
AED 1,054 total
includes taxes & fees
22 Feb - 23 Feb
3-bedroom bungalow in the heart of Crater City, near airport LMU & hiking trails
Exterior detail

Welcoming 3-bedroom house with AC in charming Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro
Middlesboro
The price is AED 493
AED 1,082 total
includes taxes & fees
23 Feb - 24 Feb
Welcoming 3-bedroom house with AC in charming Middlesboro
3 bedrooms, desk, iron/ironing board, travel crib

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 AED 643
AED 1,365 total
includes taxes & fees
19 Feb - 20 Feb
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Microwave, oven, stovetop

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 AED 657
AED 1,280 total
includes taxes & fees
1 Mar - 2 Mar
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Exterior

Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus
Harrogate
9.6 out of 10, Exceptional, (32 reviews)
"Cozy feel and relaxing. "
United States
Cynthia
The price is AED 404
AED 811 total
includes taxes & fees
18 Feb - 19 Feb
Blissful Bungalow across from LMU campus
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
9.4 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 AED 264
AED 585 total
includes taxes & fees
18 Feb - 19 Feb
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
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, (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 AED 585
AED 1,086 total
includes taxes & fees
18 Feb - 19 Feb
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
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, (23 reviews)
"Great location with friendly neighbors!"
United States
Evan C.
The price is AED 537
AED 1,051 total
includes taxes & fees
27 Feb - 28 Feb
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
9.8 out of 10, Exceptional, (25 reviews)
"We loved this home and our stay. Well appointed, cozy, quiet. "
United States
Izzie M.
The price is AED 635
AED 1,689 total
includes taxes & fees
23 Feb - 24 Feb
MOUNTAIN TOP CABIN WITH PARTNERING MARINA ON NORRIS LAKE
Private kitchen

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 AED 253
AED 773 total
includes taxes & fees
20 Feb - 21 Feb
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre
Property grounds

Lakefront, minimal steps to water. Large private dock, Chef's kitchen

Lakefront, minimal steps to water. Large private dock, Chef's kitchen
Speedwell
10.0 out of 10, Exceptional, (16 reviews)
"Lovely home, great location in a quiet cove. Definitely intend to come back."
United States
Jeri M.
The price is AED 1,396
AED 4,349 total
includes taxes & fees
18 Feb - 19 Feb
Lakefront, minimal steps to water. Large private dock, Chef's kitchen
Property grounds

Waterfront Retreat, Sleeps 14・Theater・Games・Grill

Waterfront Retreat, Sleeps 14・Theater・Games・Grill
Maynardville
The price is AED 466
AED 1,747 total
includes taxes & fees
19 Feb - 20 Feb
Waterfront Retreat, Sleeps 14・Theater・Games・Grill
Terrace/patio

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 AED 536
AED 1,894 total
includes taxes & fees
2 Mar - 3 Mar
Lakefront Escape, Sleeps 10・Private Dock・Hot Tub
TV, DVD player, offices

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

Cozy Home, Sleeps 21・Views・Hot Tub・Large Yard
New Tazewell
The price is AED 577
AED 2,583 total
includes taxes & fees
18 Feb - 19 Feb
Cozy Home, Sleeps 21・Views・Hot Tub・Large Yard
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, (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 AED 841
AED 2,615 total
includes taxes & fees
18 Feb - 19 Feb
Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available
Property grounds

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)
"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 AED 705
AED 1,546 total
includes taxes & fees
18 Feb - 19 Feb
Entire Home -Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Tazewell
Terrace/patio

Peaceful & Private! Pet-Friendly Williamsburg Home

Peaceful & Private! Pet-Friendly Williamsburg Home
Williamsburg
The price is AED 323
AED 1,132 total
includes taxes & fees
18 Feb - 19 Feb
Peaceful & Private! Pet-Friendly Williamsburg Home
Outdoor dining

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
The price is AED 705
AED 1,622 total
includes taxes & fees
18 Feb - 19 Feb
Entire Home - Jackson MTN Retreat 3-bedroom 2 Bath -Near LMU & Bowling alley
Living area

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 AED 625
AED 1,195 total
includes taxes & fees
20 Feb - 21 Feb
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville
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

10/10 Excellent
"Pleasant front desk staff. Room was clean spacious room with comfortable bedding. Continental breakfast was decent and always comes in handy! Located close to Walmart and fast food restaurants for quick shopping and dining. "
Andrea 1-night trip
Posted 10 days ago
Holiday Inn Express Williamsburg by IHG

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