Find Vacation Rentals in Middlesboro

We have 82 properties to choose from
Middlesboro
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Middlesboro
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Popular Middlesboro Vacation Rentals

Find the perfect Middlesboro vacation rental

Motel Middlesboro
$90 per night
Motel ∙ 2 guests ∙ 1 bedroom
3.9
Good (519 ratings)
Middlesboro, Bell County, Kentucky, United States
Details
HomeToGo
Details
Details
Motel Middlesboro
$80 per night
Motel ∙ 2 guests ∙ 1 bedroom
3.2
(44 ratings)
Middlesboro, Bell County, Kentucky, United States
Details
HomeToGo
Details
Details
Cottage Middlesboro
$123 per night
Cottage ∙ 7 guests ∙ 2 bedrooms
4.5
Excellent (31 ratings)
Middlesboro, Bell County, Kentucky, United States
Details
Vrbo
Details
Details
Apartment Middlesboro
$137 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding (15 ratings)
Middlesboro, Bell County, Kentucky, United States
Details
Vrbo
Details
Details
House Middlesboro
$240 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (84 ratings)
Middlesboro, Bell County, Kentucky, United States
Details
Vrbo
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Details
Bed and breakfast Middlesboro
$63 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
4.7
Excellent (116 ratings)
Middlesboro, Bell County, Kentucky, United States
Details
HomeToGo
Details
Details
Bed and breakfast Middlesboro
$230 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
4.7
Excellent (116 ratings)
Middlesboro, Bell County, Kentucky, United States
Details
HomeToGo
Details
Details
Bed and breakfast Middlesboro
$192 per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom
4.7
Excellent (116 ratings)
Middlesboro, Bell County, Kentucky, United States
Details
HomeToGo
Details
Details
Bed and breakfast Middlesboro
$215 per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom
4.7
Excellent (116 ratings)
Middlesboro, Bell County, Kentucky, United States
Details
HomeToGo
Details
Details
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Pet-Friendly Homes and Apartments

Motel  Middlesboro
$90 per night
Motel ∙ 4 guests ∙ 1 bedroom
3.9
Good (519 ratings)
Middlesboro, Bell County, Kentucky, United States
Pet-friendly
Details
HomeToGo
Details
Details
Bed and breakfast  Middlesboro
$203 per night
Bed and breakfast ∙ 5 guests ∙ 1 bedroom
4.7
Excellent (116 ratings)
Middlesboro, Bell County, Kentucky, United States
Pet-friendly
Details
HomeToGo
Details
Details
Motel  Middlesboro
$90 per night
Motel ∙ 4 guests ∙ 1 bedroom
Middlesboro, Bell County, Kentucky, United States
Pet-friendly
Details
Agoda
Details
Details
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Vacation Homes With Terraces

Bed and breakfast  Middlesboro
$169 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
4.7
Excellent (116 ratings)
Middlesboro, Bell County, Kentucky, United States
Balcony/Patio
Details
HomeToGo
Details
Details
Bed and breakfast  Middlesboro
$169 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
4.7
Excellent (116 ratings)
Middlesboro, Bell County, Kentucky, United States
Balcony/Patio
Details
HomeToGo
Details
Details
Bed and breakfast  Middlesboro
$203 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
4.7
Excellent (116 ratings)
Middlesboro, Bell County, Kentucky, United States
Balcony/Patio
Details
HomeToGo
Details
Details
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Recommended Rentals With Pools

Motel  Middlesboro
$82 per night
Motel ∙ 4 guests ∙ 1 bedroom
3.2
(44 ratings)
Middlesboro, Bell County, Kentucky, United States
Pool
Details
HomeToGo
Details
Details
Motel  Middlesboro
$101 per night
Motel ∙ 4 guests ∙ 1 bedroom
3.3
(298 ratings)
Middlesboro, Bell County, Kentucky, United States
Pool
Details
HomeToGo
Details
Details
Motel  Middlesboro
$101 per night
Motel ∙ 4 guests ∙ 1 bedroom
3.3
(298 ratings)
Middlesboro, Bell County, Kentucky, United States
Pool
Details
HomeToGo
Details
Details
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Frequently Asked Questions

Can I find cheap vacation rentals in Middlesboro?

Accommodation in Middlesboro cost from $63 per night.

Is there a wide selection of vacation rentals in Middlesboro?

On tripping.com, you will find 82 available vacation rental offers in Middlesboro.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Middlesboro

Looking for a vacation rental in Middlesboro? Tripping.com has 540 vacation rental homes available in Middlesboro. You'll find 0 studios, 129 1-bedroom, 37 2-bedroom and 374 rentals with 3 or more bedrooms ranging from $25 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in Middlesboro is $299 while the average price of a weekly rental is $25. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Middlesboro home is $25. Wondering if you can bring your dog or cat along with you? There are 77 pet-friendly vacation rentals available in Middlesboro. In addition to accommodating pets, Middlesboro rentals offer a variety of amenities. In particular, 445 rentals have Internet and WiFi, 446 have TV and/or cable and 141 have a pool or hot tub. Search properties from 6 vacation rental sites in Middlesboro where the top providers in that area are HomeAway, Expedia, and TripAdvisor. There are 365 HomeAway rentals, 102 Expedia short term rentals and 49 TripAdvisor vacation rentals.

Popular Day Trips Near Middlesboro

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