Photo by Alexis Wyrick

Search Condo Rentals in Middlesboro

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Condo Rentals in Middlesboro

No exact matches found, but these alternatives could be just right

Recommended hotels in Middlesboro

Holiday Inn Express Middlesboro by IHG

2.5 star property
9.6 out of 10, Exceptional, (690)
"Clean hotel, good breakfast options."
United States
Harold
The price is SAR 431
SAR 476 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Middlesboro by IHG

Sleep Inn & Suites Middlesboro

2.5 star property
9.2 out of 10, Wonderful, (809)
"Clean, super nice staff, bed comfortable "
United States
Kay
The price is SAR 348
SAR 383 total
includes taxes & fees
22 Dec - 23 Dec
Sleep Inn & Suites Middlesboro

Suburban Studios Middlesboro

2.0 star property
8.0 out of 10, Very Good, (66)
"Didn't stay as we found a better location in Cumberland Gap. "
United States
Alan
The price is SAR 284
SAR 313 total
includes taxes & fees
7 Dec - 8 Dec
Suburban Studios Middlesboro

Motel in Middlesboro

2.0 star property
7.2 out of 10, Good, (109)
"Place was clean. AC worked good. "
United States
David
The price is SAR 233
SAR 319 total
includes taxes & fees
6 Dec - 7 Dec
Boone Trail Inn

Motel in Middlesboro

2.0 star property
7.4 out of 10, Good, (443)
"Clean place with friendly staff. "
United States
James
The price is SAR 299
SAR 330 total
includes taxes & fees
1 Dec - 2 Dec
Econo Lodge Middlesboro

Vacation Home in Middlesboro

10.0 out of 10, Exceptional, (22)
"Great property! Very clean and homey!"
United States
Lillian I.
The price is SAR 446
SAR 860 total
includes taxes & fees
1 Dec - 2 Dec
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

Vacation Home in Middlesboro

10.0 out of 10, Exceptional, (1)
"Clean"
United States
Phineas S.
The price is SAR 758
SAR 1,419 total
includes taxes & fees
2 Dec - 3 Dec
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU

Vacation Home in Middlesboro

9.2 out of 10, Wonderful, (5)
"We enjoyed our stay. "
United States
Emily S.
The price is SAR 657
SAR 1,394 total
includes taxes & fees
11 Dec - 12 Dec
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Vacation Home in Middlesboro

The price is SAR 503
SAR 989 total
includes taxes & fees
1 Dec - 2 Dec
Welcoming 3-bedroom house with AC in charming Middlesboro

Holiday Inn Express Williamsburg by IHG

2.5 star property
9.0 out of 10, Wonderful, (1003)
"We really enjoyed our stay! "
United States
Andrea Strode
The price is SAR 372
SAR 421 total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Express Williamsburg by IHG

Imperial Inn by OYO Tazewell

2.5 star property
9.0 out of 10, Wonderful, (45)
"Great hotel"
United States
Tahir
The price is SAR 236
SAR 305 total
includes taxes & fees
1 Dec - 2 Dec
Imperial Inn by OYO Tazewell

Pine Mountain State Resort Park

3.0 star property
9.0 out of 10, Wonderful, (662)
"Staff were amazing! Very unique experience in the cottage and the fireplace was really special highly recommended!"
United States
Andrew
The price is SAR 410
SAR 451 total
includes taxes & fees
9 Dec - 10 Dec
Pine Mountain State Resort Park

Quality Inn

2.5 star property
8.6 out of 10, Excellent, (334)
"Room was nice and clean, staff very courteous, breakfast very good."
United States
Gary
The price is SAR 335
SAR 380 total
includes taxes & fees
7 Dec - 8 Dec
Quality Inn

Bed & Breakfast in Cumberland Gap

2.5 star property
9.0 out of 10, Wonderful, (424)
"Nice place in historic Cumberland Gap, walkable to hiking trail and pave local trail. The room is spacious, very clean, and comfortable bed. Homemade breakfast was delicious."
United States
Ry
The price is SAR 559
SAR 633 total
includes taxes & fees
1 Dec - 2 Dec
The Olde Mill Inn Bed & Breakfast

Days Inn by Wyndham Jellico - Tennessee State Line

2.0 star property
7.2 out of 10, Good, (1007)
"Very clean and quiet I loved and enjoyed my 3 nights and 4 day stay!!! "
United States
Antoninette
The price is SAR 278
SAR 317 total
includes taxes & fees
1 Dec - 2 Dec
Days Inn by Wyndham Jellico - Tennessee State Line

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (266)
"Room was clean and clerk was nice especially since it was early morning "
United States
Billy
The price is SAR 388
SAR 440 total
includes taxes & fees
7 Dec - 8 Dec
Quality Inn

Cottage in Williamsburg

3.0 star property
The price is SAR 368
SAR 1,152 total
includes taxes & fees
2 Dec - 3 Dec
Peaceful & Private! Pet-friendly Williamsburg Home

Lodge in Tazewell

3.0 star property
9.4 out of 10, Exceptional, (142)
"Gym was closed, restaurant was closed... pool was nice. Course is beautiful."
United States
Daniel
The price is SAR 525
SAR 590 total
includes taxes & fees
31 Dec - 1 January 2026
Woodlake Lodge Golf and Country Club

Motel in Cumberland Gap

2.5 star property
8.0 out of 10, Very Good, (583)
"The views around the area are beautiful and the town is peaceful and quiet "
United States
Robert
The price is SAR 368
SAR 416 total
includes taxes & fees
1 Dec - 2 Dec
Cumberland Gap Inn

Motel in Tazewell

2.0 star property
9.0 out of 10, Wonderful, (86)
"The room was dated but clean and had every convenience. The bed was comfortable, there were several TV channels to choose from, a nice refrigerator and microwave and even an ironing board and iron. Patrick was very friendly and accommodating and I’ll stay there again next trip. "
United States
Betty
Tazewell Motor Lodge
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.

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Middlesboro Hotel Reviews

Frequently asked questions

Why book your condo in Middlesboro with Expedia?
Expedia will help you find your ideal condo in Middlesboro. After a luxury escape? Make use of our filters to search for properties that have a 5-star rating. If you're on a budget, choose how much you want to spend and then check out our amazing deals. We'll help you find the right place whatever your trip looks like.
How can I find cheap condos in Middlesboro?
With Expedia's handy filter tool, scoring cheap condos in Middlesboro is a piece of cake. To discover accommodations that are easy on your bank balance, narrow your search results by star rating, budget and amenities.