Compare Cottages, Resorts, & Rentals in Middlesboro, Kentucky, USA
About Middlesboro Vacation Rentals
There are over 21 amazing vacation rentals available in Middlesboro. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Middlesboro.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Middlesboro, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Middlesboro. The average size of places to stay near Middlesboro is approximately 1087.29 ft², with prices averaging US $181 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Middlesboro. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Middlesboro, KY
Frequently Asked Questions About Middlesboro?
What are the top cottages, summer homes, and lake houses in Middlesboro?
- 4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
- Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU
- Minutes from LMU, ARH, and Cumberland Gap National Historic Park, Laurel Cove Music Festival, and Pine Mountain State Resort Park
- Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
- Holiday Inn Express Middlesboro by IHG
- Sleep Inn & Suites Middlesboro
- Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
- Holiday Inn Express Middlesboro by IHG
- The Cottage by ARH Hospital, ATV Trails, and LMU!
- Sleep Inn & Suites Middlesboro
How many rentals, hotels, or resorts are available in Middlesboro?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 21 properties listed by Vacation Cottage in the Middlesboro area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Middlesboro.
