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Vacation Homes in Middlesboro

Fabulous view, walking distance from Flat Hollow Marina

9.6 out of 10, Exceptional, (14)
"Perfect for all our needs, clean, close to the marina."
Fabulous view, walking distance from Flat Hollow Marina

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

9.8 out of 10, Exceptional, (104)
"We went to ride the trails and enjoy the lake life. It was an awesome place. "
9/9 Lakefront/Mountains/Woods - Protected Cove - Private Dock

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

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

10.0 out of 10, Exceptional, (31)
"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!

Mountain Lake Retreat w/ Concrete Walkway w/ Kayaks

9.6 out of 10, Exceptional, (35)
"We always enjoy coming to Norris Lake , this is a great place to enjoy your stay quiet peaceful cove , nice dock , super easy rental process , overall 5✨ stay . Great people to rent from and enjoy your time at the lake ."
Mountain Lake Retreat w/ Concrete Walkway w/ Kayaks

Spring Lily Retreat - Spacious, Lakefront, Hot Tub, Private Dock, Peaceful Cove!

9.8 out of 10, Exceptional, (65)
"GREAT PLACE - PARKING IS A LITTLE HARD"
Spring Lily Retreat - Spacious, Lakefront, Hot Tub, Private Dock, Peaceful Cove!

Tan Lines & Good Times-Brand new 6 bed/ 8 bath-Water Front,Private Dock, Hot tub

2.0 star property
10.0 out of 10, Exceptional, (2)
"New home, comfortable beds, well stocked, easy lake access. Amazing bunk room for the big kids. Beautiful!"
Tan Lines & Good Times-Brand new 6 bed/ 8 bath-Water Front,Private Dock, Hot tub

Beautiful Norris Lake Front A-Frame with Private Dock in Speedwell, Tn .

10.0 out of 10, Exceptional, (46)
"Wonderful vacation"
Beautiful Norris Lake Front A-Frame with Private Dock in Speedwell, Tn .

Norris lakefront home with covered boat dock

10.0 out of 10, Exceptional, (65)
"Wonderful place to stay, only thing I would change is bigger towels for use after the shower."
Norris lakefront home with covered boat dock

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

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!

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

Book your fall retreat today!

10.0 out of 10, Exceptional, (46)
"So perfect place"
Book your fall retreat today!

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

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

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

Treasure Cove, Waterfront, 9 Bed/9 Bath, Double Decker Dock, arcade games

9.8 out of 10, Exceptional, (45)
"Loved the lake and the view."
Treasure Cove, Waterfront, 9 Bed/9 Bath, Double Decker Dock, arcade games

What a Life - Norris Lake Front House w/ dock, hot tub and NO-steps to lake

9.4 out of 10, Exceptional, (18)
"Grateful for family thanksgiving"
What a Life - Norris Lake Front House w/ dock, hot tub and NO-steps to lake

Cozy A-frame home with fire pit, deck, pickleball court, and covered boat slip

2.0 star property
10.0 out of 10, Exceptional, (5)
"Our family stayed here and loved it. We will be back to stay here!!"
Cozy A-frame home with fire pit, deck, pickleball court, and covered boat slip

Dog-friendly lakefront house with hot tub, central AC, & mountain view

9.6 out of 10, Exceptional, (13)
"Loved the property, everything you need for a nice family lake vacation."
Dog-friendly lakefront house with hot tub, central AC, & mountain view
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