An aerial view of a town surrounded by mountains, with a mix of residential and commercial buildings, and a highway running through the center.

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Middlesboro cottages

House (2 Bedrooms) | Front of property

1. Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home
3.0 star property
Williamsburg
$279 nightly
The price is $307
Aug 22 - Aug 23
Total with taxes and fees
Peaceful & Private! Pet-friendly Williamsburg Home
House (1 Bedroom) | Interior

2. Peaceful Mountain Cabin w/ Views in Williamsburg

Peaceful Mountain Cabin w/ Views in Williamsburg
2.0 star property
Williamsburg
2.0 out of 10, (1 review)
"The owners were very polite. The only issue I had was that the listing online did not say anything about it being fully solar powered with no electricity. We left in the middle of the night the first night because there was no power at all."
United States
Chandler
$310 nightly
The price is $341
Aug 7 - Aug 8
Total with taxes and fees
Peaceful Mountain Cabin w/ Views in Williamsburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middlesboro Hotel Reviews

Suburban Studios Middlesboro

Suburban Studios Middlesboro

8/10 Good
"The room was updated. The staff were friendly. The kitchen was advertised as fully equipped but it was not."
Ellen 7-night trip
Posted 3 hours ago
Suburban Studios Middlesboro

Find out more about Middlesboro

Middlesboro Cottages information

Number of reviews
1
Accommodation
16 Cottages
Lowest Price
$307
Highest Price
$341

Frequently asked questions

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What is there to do in Middlesboro near my cottage?
The most useful travel accessory is a well-planned to-do list. Middlesboro Mall is a wonderful place to begin your adventures in Middlesboro.

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