206 Middlesboro Holiday Rentals

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Compare Middlesboro holiday rentals from 6 rental sites including HomeAway, Booking.com, Tripz and more, ranging from $35 to $775 a night.

Information about Middlesboro

Vacation Rentals in Middlesboro

Save hundreds with a Tripping.com vacation rental and forget about the expensive hotel room. For the ultimate getaway trip, Middlesboro offers 206 vacation home rentals for an affordable price to match your budget and accommodation needs. Book one now for an average price of $294 a night, or a long-term rental for an average price of $25 a month.

These homes offer a range of amenities, giving you more bang for your buck. For those looking to stay in a corporate rental, 153 of Middlesboro’s rentals offer high speed internet so you can easily keep in touch with your company or team. Go for a swim at one of the 53 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 168 cozy homes.

Traveling with pets? Choose from 37 pet-friendly rentals in Middlesboro for a quality experience. Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your furry buddy. Book instantly with properties marked “Instabook”, and check out our other listings now to find the perfect vacation home for you.

Search properties from 6 rental sites in Middlesboro where the top providers in that area are HomeAway, Booking.com, and Tripz. There are 158 HomeAway rentals, 22 Booking.com short term rentals and 13 Tripz vacation rentals.