Photo by Alexis Wyrick

Search Condo Rentals in Middlesboro

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 2 Condo Rentals in Middlesboro with updated reviews, rates, and availability.

Brand new condo on Norris Lake

9.6 out of 10, Exceptional, (11)
"Overall nice place to stay. View was to die for!"
Brand new condo on Norris Lake

Stunning Family Retreat overlooking Golf Course

2.0 star property
Stunning Family Retreat overlooking Golf Course
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.
Don't see what you're looking for?
See all available properties in Middlesboro
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Middlesboro

Lakefront w/ Private Dock, 7 BR, Free Kayaks, Firepit, Hot Tub

9.6 out of 10, Exceptional, (77)
"This was the perfect place for our group of families to get together for Thanksgiving. Plenty of bedrooms and awesome kitchen and gathering spaces. All was exactly as advertised and very clean."
Lakefront w/ Private Dock, 7 BR, Free Kayaks, Firepit, Hot Tub

Dog-friendly waterfront home with a firepit, grill, deck, board games, & dock

8.6 out of 10, Excellent, (10)
"Excellent accommodations. Loved the view, and the birds! Saw a bald Eagle!!"
Dog-friendly waterfront home with a firepit, grill, deck, board games, & dock

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (76)
"Adorable house perfectly located in Cumberland Gap. "
The price is SAR 751
SAR 956 total
includes taxes & fees
3 Jan - 4 January 2025
1928 Home in the heart of Cumberland Gap
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.

Frequently asked questions

Why book your condo in Middlesboro with Expedia?
Getting away shouldn’t be difficult, so if you’re on the lookout for condos at a competitive rate, Expedia has got your back. Stick to the budget and stay in something small and cozy, or splurge on 5-star accommodations and spoil your favorite people. Our search filters make it easy to lock in a stay in Middlesboro that matches your needs.
How can I find cheap condos in Middlesboro?
Expedia can help you narrow down your search for cheap condos in Middlesboro. To find the perfect stay in a couple of clicks, try out the filter tool to refine your search by budget, amenities and star rating.