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Compare 151 Vacation Homes in Middlesboro with updated reviews, rates, and availability.

1928 Home in the heart of Cumberland Gap
1928 Home in the heart of Cumberland Gap
9.8 out of 10, Exceptional, (80)
The price is SAR 750
SAR 955 total
includes taxes & fees
19 Mar - 20 Mar

Entertainment in Abundance, Putting Green, Games, Kayaks, No-wake Covered Dock!
Entertainment in Abundance, Putting Green, Games, Kayaks, No-wake Covered Dock!
9.2 out of 10, Wonderful, (5)

Norris lakefront home with covered boat dock
Norris lakefront home with covered boat dock
10.0 out of 10, Exceptional, (54)

9Bed/9Bath Private Dock Quiet Cove Near Marinas
9Bed/9Bath Private Dock Quiet Cove Near Marinas
9.8 out of 10, Exceptional, (175)

Beautiful Norris Lake Front A-Frame with Private Dock in Speedwell, Tn .
Beautiful Norris Lake Front A-Frame with Private Dock in Speedwell, Tn .
9.8 out of 10, Exceptional, (40)

Beautiful lakefront house with full kitchen, private dock, & hot tub
Beautiful lakefront house with full kitchen, private dock, & hot tub
9.8 out of 10, Exceptional, (78)

Waker's Paradise: Lakefront,9br/8.5ba, Private Dock,Hot Tub,Gameroom,Sleeps 32
Waker's Paradise: Lakefront,9br/8.5ba, Private Dock,Hot Tub,Gameroom,Sleeps 32
9.6 out of 10, Exceptional, (41)

Spacious, lakefront home with private dock, hot tub, chic decor, & amazing views
Spacious, lakefront home with private dock, hot tub, chic decor, & amazing views
9.8 out of 10, Exceptional, (65)
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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Other property types in Middlesboro

Cozy 2-bedroom Lustron home located in Middlesboro, Ky, Easy walk to downtown!
Cozy 2-bedroom Lustron home located in Middlesboro, Ky, Easy walk to downtown!
The price is SAR 446
SAR 790 total
includes taxes & fees
19 Mar - 20 Mar

Lakefront home with private dock and boat launch - dog-friendly & central AC
Lakefront home with private dock and boat launch - dog-friendly & central AC
9.6 out of 10, Exceptional, (28)

Dog-friendly lake home with private floating dock - jetted tub, firepit, & decks
Dog-friendly lake home with private floating dock - jetted tub, firepit, & decks
6.8 out of 10, (13)
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.
Recent reviews of Middlesboro hotels
Recent reviews of Middlesboro hotels

Days Inn by Wyndham Jellico - Tennessee State Line
5/5 Excellent
"Checking in and out was easy. The Wi-Fi was fast and the room was clean. The only downside was that there was no water in the room or lobby. The only way to get water was through a vending machine, but it didn’t work. So, I had to head to a gas station to get some. "
A verified traveler stayed at Days Inn by Wyndham Jellico - Tennessee State Line
Posted 4 days ago