Vacation rentals in Middlesboro
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Top-rated accommodation in Middlesboro
Guests agree: these stays are highly rated for location, cleanliness and more.
Tiny home in Pineville
4.99 out of 5 average rating, 201 reviewsNature's Zen
Nestled in a simple back to nature setting in one of Kentucky's oldest settlements (Pineville, KY) is the Nature's Zen, a tiny house retreat. If you are looking to disconnect from the hustle and bustle of life's craziness, Nature's Zen is calling your name. A quaint, restorative retreat where you can pause, take a deep breath and find refreshment for your soul and balance your life. Nature's Zen is for anyone looking for the quiet and solitude outside city limits. On FB @ Nature’s Zen Retreat
25 Oct – 1 Nov
Guest suite in Pioneer
4.95 out of 5 average rating, 133 reviewsKogo’s Cabin at GoodSoil Farm
The Cabin at GoodSoil Farm is the perfect solo get-a-way from it all! This cozy hand built log cabin is just right for reading, reflecting, retreating, or just resting. The Cabin sits as the centerpiece of our working mini-farm and comes replete with rocking chairs on the porch, a gurgling creek nearby, a stunning mountain view, and room to explore. Read a book, strum your guitar, prop up your feet, put on some coffee & leave your cares behind for a few days at The Cabin on GoodSoil Farm.
4–11 Oct
Tiny home in Corbin
4.98 out of 5 average rating, 235 reviewsPet Friendly True Tiny Home
This is a great stay for outdoor enthusiasts, pet lovers, or those travelling and want a homey and private place to stay for the night. The house is located in the country, but approximately 5 minutes from 1-75, 5 from Laurel Lake, 15 from Corbin, and 30 from London. Huge outdoor space which includes 1 acre private lot, large screened in porch with dinning area, a fire pit with chairs and picnic table, and fenced in back yard. Sleeps 3: upstairs loft bed is a full, downstairs is a twin.
9–16 Jul
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Other great accommodation in Middlesboro
Guest suite in Williamsburg
4.97 out of 5 average rating, 143 reviewsCreekside Adventures
21–28 Mar
Guesthouse in Jefferson City
4.99 out of 5 average rating, 135 reviewsNear Lakes, C-N, National Parks & Entertainment
14–21 Dec
Cottage in Middlesboro
4.98 out of 5 average rating, 99 reviews2 bedroom cottage w/ fenced in back yard
13–20 Nov
Guesthouse in Middlesboro
4.95 out of 5 average rating, 44 reviewsPumpkin Patch
17–24 Dec
Apartment in Cumberland Gap
4.93 out of 5 average rating, 60 reviewsBeautiful 2BR Apartment w/ patio above restaurant
23 Feb – 2 Mar
Home in Harrogate
4.97 out of 5 average rating, 74 reviewsEntire home. Spacious two bedroom.
24 Feb – 3 Mar
Cabin in Cumberland Gap
5.0 out of 5 average rating, 22 reviewsCumberland Gap Cabin
10–17 Dec
Apartment in Cumberland Gap
4.93 out of 5 average rating, 40 reviewsLuxury Brooklyn St APT - Near LMU & Nat’l Park
19–26 May
Home in Harrogate
5.0 out of 5 average rating, 28 reviewsMiles’ Mini Mansion across from LMU main campus
7–14 Aug
Home in Harrogate
4.84 out of 5 average rating, 75 reviewsHarrogate Home with Mountain View’s Dog Friendly
20–27 Jun
Apartment in Harrogate
5.0 out of 5 average rating, 13 reviewsHarrogate, TN - 5 min. From LMU
10–17 Oct
Guesthouse in Rockholds
4.83 out of 5 average rating, 23 reviewsLofty retreat
21–28 Oct
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