What are the top rated Cottage Rentals in Middlesboro?

There are a lot of options in Middlesboro. If you plan on staying in the Middlesboro area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Middlesboro: <a href="/property/4-6-miles-from-lmu-cozy-2-bedroom-lustron-home-located-in-middlesboro-ky/HA-3214436320" class="class="static-page-link"">4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,</a> <a href="/property/gorgeous-4-bedroom-house-in-middlesboro-ky-with-wifi-ac-minutes-from-lmu/HA-3214065905" class="class="static-page-link"">Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU</a> <a href="/property/minutes-from-lmu-arh-and-cumberland-gap-national-historic-park-laurel-cove-music-festival-and-pine-m/BC-14143176" class="class="static-page-link"">Minutes from LMU, ARH, and Cumberland Gap National Historic Park, Laurel Cove Music Festival, and Pine Mountain State Resort Park</a> <a href="/property/spacious-renovated-ranch-retreat-near-tackett-creek-cumberland-gap-park-lmu/HA-3214650822" class="class="static-page-link"">Spacious Renovated Ranch Retreat near Tackett Creek &amp; Cumberland Gap Park, &amp; LMU</a> <a href="/property/holiday-inn-express-middlesboro-by-ihg/EP-60850" class="class="static-page-link"">Holiday Inn Express Middlesboro by IHG</a> <a href="/property/sleep-inn-suites-middlesboro/EP-3929546" class="class="static-page-link"">Sleep Inn &amp; Suites Middlesboro</a> <a href="/property/charming-3-bedroom-house-in-the-crater-city-near-state-parks-lmu-hospitals/HA-3214295278" class="class="static-page-link"">Charming 3-bedroom house in the Crater City near State Parks, LMU, &amp; hospitals.</a> <a href="/property/holiday-inn-express-middlesboro-by-ihg/BC-174376" class="class="static-page-link"">Holiday Inn Express Middlesboro by IHG</a> <a href="/property/sleep-inn-suites-middlesboro/BC-490134" class="class="static-page-link"">Sleep Inn &amp; Suites Middlesboro</a> <a href="/property/econo-lodge-middlesboro/BC-515673" class="class="static-page-link"">Econo Lodge Middlesboro</a>

How much does it cost to rent a cottage in Middlesboro?

The average cost for a cottage rental in Middlesboro is $184 per night. Yntravel has a wide list of great cottages near Middlesboro that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Do you have any rental cottages in Middlesboro that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Middlesboro to find one that works for you.

Are there quality cottages in Middlesboro that have indoor swimming pools?

As of 2026, the data from Yntravel shows that there are Over 1 private swimming pools or cottages with indoor pools in the Middlesboro area along with other great amenities.