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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Middlesboro cottages

House (2 Bedrooms) | Front of property

Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home
3.0 star property
Williamsburg
$278 nightly
The price is $307
Jun 3 - Jun 4
Total with taxes and fees
Peaceful & Private! Pet-friendly Williamsburg Home
Exterior

Robertson Ridge Hideaway Cottage

Robertson Ridge Hideaway Cottage
Hinkle
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place "
United States
Isaac L.
$133 nightly
The price is $146
Jun 4 - Jun 5
Total with taxes and fees
Robertson Ridge Hideaway Cottage
Exterior

Calm Country Oasis - Creek, ATV Trls & Norris Lake

Calm Country Oasis - Creek, ATV Trls & Norris Lake
Speedwell
9.6 out of 10, Exceptional, (24 reviews)
"We had a wonderful weekend:)"
United States
Bobbi F.
$236 nightly
The price is $262
Jun 3 - Jun 4
Total with taxes and fees
Calm Country Oasis - Creek, ATV Trls & Norris Lake
Exterior

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Cumberland Gap
9.2 out of 10, Wonderful, (46 reviews)
"Cozy place perfect for what we needed. "
United States
Emily N.
$219 nightly
The price is $245
Jun 8 - Jun 9
Total with taxes and fees
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Outdoor dining

The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!

The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!
Pineville
9.6 out of 10, Exceptional, (5 reviews)
"The home was just perfect for what we needed. Looking forward to seeing how it comes out when all construction is finished! Host was very responsive. Will stay again"
United States
Kami L.
$325 nightly
The price is $375
Jun 7 - Jun 8
Total with taxes and fees
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!
House (1 Bedroom) | Front of property

Peaceful Mountain Cabin w/ Views in Williamsburg

Peaceful Mountain Cabin w/ Views in Williamsburg
2.0 star property
Williamsburg
$330 nightly
The price is $364
Jun 3 - Jun 4
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

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

10/10 Excellent
"Check-in was very easy. The lady at the front desk didn't ask for much in terms of identification and did everything very quickly."
David 1-night trip
Posted 3 hours ago
Sleep Inn & Suites Middlesboro

Find out more about Middlesboro

Middlesboro Cottages information

Number of reviews
78
Accommodation
16 Cottages
Lowest Price
$146
Highest Price
$375

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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