Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Find vacation rentals that suit your style
Cabins
Apartments
Cottages
Villas
Condos
Houseboats
Our top choices for Middlesboro villas
1. Serenity Villa: Luxurious Retreat with Hot Tub, Rooftop Deck & Mountain View's
Serenity Villa: Luxurious Retreat with Hot Tub, Rooftop Deck & Mountain View'sSharps Chapel
10.0 out of 10, Exceptional, (13 reviews)
10/10
Exceptional
(13 reviews)
"We had a fabulous time here! Very peaceful, clean & fun!Communication with hosts is fantastic. They are quick to respond on any requests/wuestions!"
"We had a fabulous time here! Very peaceful, clean & fun!Communication with hosts is fantastic. They are quick to respond on any requests/wuestions!"
Angela W.
$283 nightly
The price is $322
$322 total
Nov 11 - Nov 12
Total with taxes and fees
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.
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.
Learn more about Middlesboro
Nestled in the Appalachian Mountains, Middlesboro invites you to explore the historic Cumberland Gap National Historical Park. Tee off at the scenic Middlesboro Country Club or delve into local heritage at the Bell County Historical Society Museum.
Top reviews in Middlesboro
Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHGMiddlesboro
10/10 Excellent
Stayed at 4 different motels this past week this being among the top. Great breakfast to start the day. The cook was a very pleasant woman who took pride in her work, which she should be as she put out the best gravy out of all locations. She also took time to speak to everyone
Stayed at 4 different motels this past week this being among the top. Great breakfast to start the day. The cook was a very pleasant woman who took pride in her work, which she should be as she put out the best gravy out of all locations. She also took time to speak to everyone
Anonymous traveler
Sleep Inn & Suites Middlesboro
Sleep Inn & Suites MiddlesboroMiddlesboro
10/10 Excellent
Our room was very clean and comfortable! It was also nice and quiet. The breakfast was good!
Our room was very clean and comfortable! It was also nice and quiet. The breakfast was good!
Leonard
Econo Lodge Middlesboro
Econo Lodge MiddlesboroMiddlesboro
10/10 Excellent
Always so clean and the service is excellent love staying here
Always so clean and the service is excellent love staying here
Donna
Boone Trail Inn
Boone Trail InnMiddlesboro
10/10 Excellent
For an older building, the owners and staff cleaned and renovated it really nicely. Making this mom and pop hotel cozy and affordable.
For an older building, the owners and staff cleaned and renovated it really nicely. Making this mom and pop hotel cozy and affordable.
Josh
Pine Mountain State Resort Park
Pine Mountain State Resort ParkPineville
10/10 Excellent
Clean and very peaceful.
Clean and very peaceful.
Melissa
Tazewell Motor Lodge
Tazewell Motor LodgeTazewell
10/10 Excellent
This is a clean, simple, old school motel/lodge convenient to Harrogate, TN. The owner is great and you can tell he takes pride in his business and watches out for you. Just call him and ask any questions you have about the lodge, area, places to eat, roads where you'll be going, etc.
This is a clean, simple, old school motel/lodge convenient to Harrogate, TN. The owner is great and you can tell he takes pride in his business and watches out for you. Just call him and ask any questions you have about the lodge, area, places to eat, roads where you'll be going, etc.
happy traveler
Imperial Inn Tazewell
Imperial Inn TazewellTazewell
10/10 Excellent
This is our go to spot for staying in Tazwell. The rooms are newly remodeled and clean and the staff is always kind and polite.
This is our go to spot for staying in Tazwell. The rooms are newly remodeled and clean and the staff is always kind and polite.
Linda
Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Williamsburg by IHGWilliamsburg
10/10 Excellent
The whole hotel was almost immaculately clean except for a few stray french fries I found in our room when I had to move one of our beds to get my kitten out from inside the frame. They are pet friendly as of recently because they haven't updated yet but you can't really tell they haven't updated yet as the hotel is so well taken care of. The staff was friendly and helpful. The beds were incredibly comfortable. Our bathroom door got stuck on the floor when opening and closing it but the shower...
The whole hotel was almost immaculately clean except for a few stray french fries I found in our room when I had to move one of our beds to get my kitten out from inside the frame. They are pet friendly as of recently because they haven't updated yet but you can't really tell they haven't updated yet as the hotel is so well taken care of. The staff was friendly and helpful. The beds were incredibly comfortable. Our bathroom door got stuck on the floor when opening and closing it but the shower...
Amanda
Quality Inn
Quality InnBarbourville
10/10 Excellent
Great front office people. Kind and cheerful made my experience a good one. The room itself was clean and well appointed.
All good. I would recommend a room in the back since some of the trucks driving on the road can get a little loud.
Great front office people. Kind and cheerful made my experience a good one. The room itself was clean and well appointed.
All good. I would recommend a room in the back since some of the trucks driving on the road can get a little loud.
Betsy
Quality Inn Harlan
Quality Inn HarlanHarlan
10/10 Excellent
Room was nice. Staff very friendly Had a good time while visiting
Room was nice. Staff very friendly Had a good time while visiting
jan b and pam w
Days Inn by Wyndham Jellico - Tennessee State Line
Days Inn by Wyndham Jellico - Tennessee State LineJellico
10/10 Excellent
The woman at checkin was very nice and friendly. Room was clean, just old & worn. It is a good place to sleep
The woman at checkin was very nice and friendly. Room was clean, just old & worn. It is a good place to sleep
Denise
Super 8 by Wyndham Williamsburg
Super 8 by Wyndham WilliamsburgWilliamsburg
10/10 Excellent
I had a bed and working bathroom covered my needs
I had a bed and working bathroom covered my needs
elizabeth