32+ Luxury Vacation Rentals & Cabins in Middlesboro |
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Middlesboro Cabin Rentals

About Middlesboro Vacation Rentals

There are more than 32 incredible getaway rentals that are available in Middlesboro. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in Middlesboro.

Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in Middlesboro, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in Middlesboro. Places to stay near Middlesboro are 863.66 ft² on average, with prices averaging US $219 a night.

Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Middlesboro. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Middlesboro

Type Count
Vacation Homes 15
Holiday Apartments 3
B&B 1
Cottages 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Middlesboro

★ Pro Tip: Cabinns.com is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Middlesboro with Cabinns.com.

Weather in Middlesboro, KY

View the weather forecast for Middlesboro before booking your Middlesboro Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities Middlesboro Guest Reviews Local Attractions

Cabins Provides a Large Selection of Cabins and Vacation Rentals in and Near Middlesboro. Discover Top Attractions For Your Next Outdoor Adventure.


Cumberland Gap National Historical Park
Middlesboro Mall
Bell County Historical Society Museum
Middlesboro ARH Hospital
Cherokee Reservoir
Norris Lake
Pine Mountain State Resort Park
C.W. Gose Municipal Park
Lone Mountain Boat Dock
Straight Creek Boat Dock
Harlan Appalachian Regional Healthcare Hospital
Barbourville Water Park
Martins Fork Lake - Smith Recreation Area
Dr Thomas Walker State Park
The Harlan Center
Dr. Thomas Walker State Historic Site
Indian Mountain State Park
Memorial Park
Wasioto Winds Golf Course
Wilderness Road State Park

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Middlesboro ARH Hospital 31 Properties
Cumberland Gap National Historical Park 31 Properties
Middlesboro Mall 28 Properties
Bell County Historical Society Museum 28 Properties

Complexes around Middlesboro, KY


Holiday Inn Express Middlesboro Ihg Hotel 2 Properties

Frequently Asked Questions About Middlesboro?

What are the top cabins, lake houses & summer homes in Middlesboro?

We provide an array of great vacation destinations in Middlesboro. If you are looking to stay in or around the Middlesboro area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Middlesboro:

How many hotels, resorts, or cabin rentals are available in Middlesboro?

Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2025 is over 32 in the Middlesboro area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Middlesboro.


People Also Ask

There are 11 hotels in Middlesboro and 19 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Middlesboro