Vacation rentals in Middlesboro
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Top-rated vacation rentals in Middlesboro
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Middlesboro vacation rentals
Other great vacation rentals in Middlesboro
Guest favourite
Tiny homes in London
4.96 out of 5 average rating, 237 reviewsTiny home in farm setting
Jun. 29 – Jul. 6
$158 CAD per night
Guest favourite
Guesthouse in Jefferson City
4.99 out of 5 average rating, 138 reviewsNear Lakes, C-N, National Parks & Entertainment
Dec. 24 – 31
$164 CAD per night
Guest favourite
Guesthouse in Middlesboro
4.96 out of 5 average rating, 48 reviewsPumpkin Patch
Jan. 18 – 25
$164 CAD per night
Guest favourite
Apartment in Cumberland Gap
4.93 out of 5 average rating, 61 reviewsBeautiful 2BR Apartment w/ patio above restaurant
Nov. 8 – 15
$192 CAD per night
Guest favourite
Home in Harrogate
4.97 out of 5 average rating, 76 reviewsEntire home. Spacious two bedroom.
Jan. 10 – 17
$189 CAD per night
Guest favourite
Cabin in Cumberland Gap
5.0 out of 5 average rating, 24 reviewsCumberland Gap Cabin
Apr. 21 – 28
$253 CAD per night
Guest favourite
Apartment in Cumberland Gap
4.91 out of 5 average rating, 44 reviewsLuxury Brooklyn St APT - Near LMU & Nat’l Park
Jun. 3 – 10
$220 CAD per night
Guest favourite
Apartment in Harrogate
5.0 out of 5 average rating, 15 reviewsHarrogate, TN - 5 min. From LMU
Apr. 4 – 11
$231 CAD per night
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