An aerial view of a town surrounded by mountains, with a mix of residential and commercial buildings, and a highway running through the center.

Search and Rent Middlesboro Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6
No exact matches found, but these alternatives could be just right

Recommended hotels in Middlesboro

In-room safe, desk, laptop workspace, blackout drapes

1. Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro
2.5 star property
Middlesboro
9.2 out of 10, Wonderful, (915 reviews)
"Room and bathroom were clean and tha parking lot was easy to get an space."
United States
Martha
$95 nightly
The price is $105
Sep 13 - Sep 14
Total with taxes and fees
Sleep Inn & Suites Middlesboro
Standard Room | Desk, blackout drapes, iron/ironing board, rollaway beds (surcharge)

2. Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (736 reviews)
"The room was very clean and the staff is wonderful. The tub needed updating and new caulking."
United States
Kelly
$149 nightly
The price is $164
Sep 2 - Sep 3
Total with taxes and fees
Holiday Inn Express Middlesboro by IHG
Standard Room, 2 Double Beds, Non Smoking | Laptop workspace, blackout drapes, iron/ironing board, WiFi (free)

3. Econo Lodge Middlesboro

Econo Lodge Middlesboro
2.0 star property
Middlesboro
7.4 out of 10, Good, (496 reviews)
"Breakfast was great, room was clean and employees were friendly and helpful."
United States
Kimberly
$87 nightly
The price is $96
Sep 13 - Sep 14
Total with taxes and fees
Econo Lodge Middlesboro
Single Room, 1 Queen Bed, Smoking | Air conditioning

4. Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.4 out of 10, Good, (120 reviews)
"This is our third stay at that hotel and we love it each time. Rooms are clean and new amenities."
United States
shirley
$83 nightly
The price is $92
Aug 26 - Aug 27
Total with taxes and fees
Boone Trail Inn
Standard Room, 1 Queen Bed, Non Smoking | Iron/ironing board, WiFi (free), bed sheets

5. Suburban Studios Middlesboro

Suburban Studios Middlesboro
2.0 star property
Middlesboro
8.2 out of 10, Very Good, (103 reviews)
"The room was clean it was quiet at night everything worked and it was a good breakfast the staff was very friendly and informative"
United States
Clinton
$78 nightly
The price is $86
Sep 7 - Sep 8
Total with taxes and fees
Suburban Studios Middlesboro
Dining

6. Private bungalow close to LMU, ARH, Cumberland Gap

Private bungalow close to LMU, ARH, Cumberland Gap
Middlesboro
$294 nightly
The price is $338
Aug 21 - Aug 22
Total with taxes and fees
Private bungalow close to LMU, ARH, Cumberland Gap
Desk, iron/ironing board, WiFi, bed sheets

7. 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
9.0 out of 10, Wonderful, (6 reviews)
"We enjoyed our stay. "
United States
Emily S.
$344 nightly
The price is $397
Sep 7 - Sep 8
Total with taxes and fees
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Desk, WiFi, bed sheets

8. House close to ARH Hospital, Tackett Creek & LMU!

House close to ARH Hospital, Tackett Creek & LMU!
Middlesboro
7.4 out of 10, Good, (3 reviews)
"Advertised would sleep 12, yes it had beds for 12, but I guess we were to share towels , could be cleaner, food and trash under sofa cushions. Had to hunt for the WiFi password."
United States
Elita W.
$331 nightly
The price is $382
Aug 20 - Aug 21
Total with taxes and fees
House close to ARH Hospital, Tackett Creek & LMU!
Exterior

9. Welcoming 3-bedroom house with AC in charming Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro
Middlesboro
8.0 out of 10, Very Good, (3 reviews)
"Great area to stay in "
United States
Corinna E.
$341 nightly
The price is $394
Aug 17 - Aug 18
Total with taxes and fees
Welcoming 3-bedroom house with AC in charming Middlesboro
Room, 1 King Bed, Non Smoking | Desk, WiFi (free), bed sheets

10. Imperial Inn Tazewell

Imperial Inn Tazewell
2.5 star property
Tazewell
8.8 out of 10, Excellent, (78 reviews)
"The hotel is an older hotel but has had some renovations. The bathroom is very updated and nice. The room was exceptionally clean except for this one very old chair that needs to be thrown OUT!! I enjoyed my stay it was perfect for what we needed and the price was great. I will definitely stay again!! 😃"
United States
Karen
$85 nightly
The price is $99
Aug 17 - Aug 18
Total with taxes and fees
Imperial Inn Tazewell
Outdoor wedding area

11. Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (747 reviews)
"Excellent property with beautiful setting. Restaurant was excellent."
United States
Elizabeth
$170 nightly
The price is $187
Aug 21 - Aug 22
Total with taxes and fees
Pine Mountain State Resort Park
Suite, 2 Queen Beds, Non Smoking | Bathroom | Combined shower/tub, deep soaking tub, hydromassage showerhead

12. Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line
2.0 star property
Jellico
7.2 out of 10, Good, (1,001 reviews)
"Very friendly, good people"
United States
Zakk
$59 nightly
The price is $67
Aug 23 - Aug 24
Total with taxes and fees
Days Inn by Wyndham Jellico - Tennessee State Line
Business center

13. Quality Inn

Quality Inn
2.5 star property
Barbourville
8.2 out of 10, Very Good, (280 reviews)
"Over all it wasn’t a horrible stay if you’re just passing through. We got there alittle after midnight and were checked out by 930. Rooms were pretty clean all though there was a weird smell. Beds were kind of small but decent. The only complaint we have is the car alarm going off multiple times in the night then the kids running around outside yelling setting off the alarms again at 630 in the morning right outside our room.."
United States
Dustina
$98 nightly
The price is $111
Sep 15 - Sep 16
Total with taxes and fees
Quality Inn
Coffee/tea maker, fridge, microwave, oven

14. Harrogate Hideaway - 5 Min to LMU & Nat`l Park

Harrogate Hideaway - 5 Min to LMU & Nat`l Park
Harrogate
9.8 out of 10, Exceptional, (18 reviews)
"Absolutely perfect!Plenty of space, beds were great and so comfortable. Well equipped and the best part so quiet!!! Perfect location for parents visiting LMU students, I highly recommend!"
United States
Amy C.
$181 nightly
The price is $196
Aug 17 - Aug 18
Total with taxes and fees
Harrogate Hideaway - 5 Min to LMU & Nat`l Park
Aerial view

15. Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
3.0 star property
Tazewell
9.2 out of 10, Wonderful, (153 reviews)
"The staff was great. The cost of the room was outrageous for what you got."
United States
Karen
$165 nightly
The price is $185
Aug 17 - Aug 18
Total with taxes and fees
Woodlake Lodge Golf and Country Club
Exterior

16. Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus
Harrogate
9.6 out of 10, Exceptional, (39 reviews)
"Very convenient to everything we needed to do, very clean and neat"
United States
Brandi L.
$203 nightly
The price is $225
Aug 23 - Aug 24
Total with taxes and fees
Blissful Bungalow across from LMU campus
Desk, iron/ironing board, WiFi (free)

17. Tazewell Motor Lodge

Tazewell Motor Lodge
2.0 star property
Tazewell
9.0 out of 10, Wonderful, (95 reviews)
"Clean and quiet just like the last time we were here. Highly recommended."
United States
laura
$105 nightly
The price is $123
Aug 31 - Sep 1
Total with taxes and fees
Tazewell Motor Lodge
Exterior

18. Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1,004 reviews)
"Great place friendly staff"
United States
Miranda
$110 nightly
The price is $122
Aug 31 - Sep 1
Total with taxes and fees
Holiday Inn Express Williamsburg by IHG
Coffee/tea maker, fridge, microwave, oven

19. Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly
Harrogate
10.0 out of 10, Exceptional, (27 reviews)
"Great place to stay. "
United States
Jodi D.
$243 nightly
The price is $272
Aug 17 - Aug 18
Total with taxes and fees
Harrogate Home Mountain View’s Dog Friendly
Exterior

20. Quality Inn Harlan

Quality Inn Harlan
2.5 star property
Harlan
8.6 out of 10, Excellent, (376 reviews)
"A very clean room and helpful staff, who provided bottles of water when asked."
United States
Gwen
$87 nightly
The price is $99
Sep 13 - Sep 14
Total with taxes and fees
Quality Inn Harlan
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlesboro Hotel Reviews

Midnight Mooring

Midnight Mooring

8/10 Good
"Internet would not connect to the tv not a big deal except we did have a 3 year old that the tv would of helped Washer and dryer did not work an email ahead of time would of helped a lot especially for towels Beds in the bedrooms were smaller than advertised not a big deal but Bathroom door would not closeOutside tv did not work and that would been nice to play the Wii on But with all that said we did have a good time and the place was beautiful but when you pay a premium price the little things count"
Brian A. 4-night trip
Posted 18 hours ago
Midnight Mooring

Find out more about Middlesboro

Middlesboro Condo Rentals information

Number of reviews
1,559
Accommodation
0 Condo Rentals
Lowest Price
$67
Highest Price
$397

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.
What is there to do in Middlesboro near my condo?
The most practical travel accessory is a well-planned schedule. Middlesboro Mall is a terrific place to kick-start your adventures in Middlesboro.

Explore a world of travel with Expedia