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Browse Select Middlesboro Vacation Homes

Waker's Paradise: Lakefront,9br/8.5ba, Private Dock,Hot Tub,Gameroom,Sleeps 32

9.8 out of 10, Exceptional, (47)
"Great experience- accurate listing that ensured space for all!"
Waker's Paradise: Lakefront,9br/8.5ba, Private Dock,Hot Tub,Gameroom,Sleeps 32

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

10.0 out of 10, Exceptional, (10)
"We really enjoyed the house and property. The history of the home is very interesting. Everything was very comfortable. "
The price is CA $164
CA $293 total
includes taxes & fees
Aug 17 - Aug 18
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

9/9 Lakefront/Mountains/Woods - Protected Cove - Private Dock

9.8 out of 10, Exceptional, (104)
"It was great! "
9/9 Lakefront/Mountains/Woods - Protected Cove - Private Dock

Lakefront House at Summer Breeze w/ Private Dock w/ Kayaks

10.0 out of 10, Exceptional, (21)
"Host was amazing with their information and house had everything we needed!"
Lakefront House at Summer Breeze w/ Private Dock w/ Kayaks

Cabin on water with Covered Boat Dock -Gentle Slope to Lake!

10.0 out of 10, Exceptional, (32)
"Great location, clean house, met all our needs! Hosts were always very responsive and made sure we had a great stay. We will be back!"
Cabin on water with Covered Boat Dock -Gentle Slope to Lake!

Be the family hero - The Great Escape is Waterfrnt, 9 bdrms, with water slide

9.8 out of 10, Exceptional, (75)
"We had a wonderful time. The place had everything we needed, was clean, and provided the perfect setting for our family vacation. "
Be the family hero - The Great Escape is Waterfrnt, 9 bdrms, with water slide

Lake Front - Gorgeous views, 6 bedroom/ 6 1/2 baths, 2 refrigerators/dishwashers

10.0 out of 10, Exceptional, (18)
"The home had plenty of space to spread out and easy access to the lake! We had a great time!"
Lake Front - Gorgeous views, 6 bedroom/ 6 1/2 baths, 2 refrigerators/dishwashers

NEW LISTING! 5Bed 3Bath Lakefront Retreat, 2 slip dock, sun deck & slide!

9.8 out of 10, Exceptional, (6)
"Beautiful home, beautiful location! So many games and activities indoors. Such a wonderful trip and everyone in our group hopes to come back next year :) "
NEW LISTING! 5Bed 3Bath Lakefront Retreat, 2 slip dock, sun deck & slide!

Lakefront Getaway at Swan Seymour w/ Kayaks

10.0 out of 10, Exceptional, (30)
"Beautiful setting and the house is gorgeous! Everything was perfect!"
Lakefront Getaway at Swan Seymour w/ Kayaks

ATV Trail Access! Secluded Mountain Retreat

10.0 out of 10, Exceptional, (34)
"As advertised."
ATV Trail Access! Secluded Mountain Retreat

No Wake Lake Escape - Private Dock, Gameroom, Brand New Carved Concrete Firepit

10.0 out of 10, Exceptional, (41)
"Josh was a great host! We will definitely be back!"
No Wake Lake Escape - Private Dock, Gameroom, Brand New Carved Concrete Firepit

Harrogate Home Mountain View’s Dog Friendly

9.8 out of 10, Exceptional, (20)
"The entire stay was great. The house was nice and cozy, the beds were comfortable and the showers were great. Overall a very comfortable stay. Great hosts."
The price is CA $217
CA $413 total
includes taxes & fees
Aug 17 - Aug 18
Harrogate Home Mountain View’s Dog Friendly

Wakes N Shades-Brand New. Private Dock. Hot Tub. 9 Bed/12 Bath.Theater Room

9.6 out of 10, Exceptional, (16)
"This was our 2nd year staying & it was amazing! Plenty of sleeping space & we could all enjoy meals together because the tables are big enough. "
Wakes N Shades-Brand New. Private Dock. Hot Tub. 9 Bed/12 Bath.Theater Room

Entertainment in Abundance, Putting Green, Games, Kayaks, No-wake Covered Dock!

8.8 out of 10, Excellent, (11)
"My family enjoyed our stay."
Entertainment in Abundance, Putting Green, Games, Kayaks, No-wake Covered Dock!

Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina

9.4 out of 10, Exceptional, (17)
"Easy to find. Beds were comfortable. Great view of the mountains..."
The price is CA $117
CA $240 total
includes taxes & fees
Sep 11 - Sep 12
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina

Brand New! Lakefront, minimal steps to water. Large private dock, Chef's kitchen

10.0 out of 10, Exceptional, (14)
"Beautiful home with plenty of space for large group. We had 5 couples and kids between infant-8 years old and everyone had a great time! "
Brand New! Lakefront, minimal steps to water. Large private dock, Chef's kitchen

East Norris Point Breathtaking Lake View with Private Dock in Year Around Water

10.0 out of 10, Exceptional, (46)
"The house was very clean and nice very quiet, relaxing we enjoyed our stay "
East Norris Point Breathtaking Lake View with Private Dock in Year Around Water

Beautiful lakefront house with full kitchen, private dock, & hot tub

9.8 out of 10, Exceptional, (86)
"Five days of peace, quiet, birds signing and great views of the lake."
Beautiful lakefront house with full kitchen, private dock, & hot tub

Lakefront home at Tumbling Run Estates w/ Kayaks

9.8 out of 10, Exceptional, (17)
"Awesome house and location Gorgeous, convenient and lots of fun for all ages and big family.gatherings. We also rented a pontoon and it was great too! Planning our next trip! Highly recommend."
Lakefront home at Tumbling Run Estates w/ Kayaks

Family Affair, room 4 30, 15 Beds, 2 FULL Kitchens!!! Huge dock w 2 boat slips

10.0 out of 10, Exceptional, (89)
"The house have space for everyone the kitchens have a lots things to use."
Family Affair, room 4 30, 15 Beds, 2 FULL Kitchens!!! Huge dock w 2 boat slips
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