Vacation Homes in Middlesboro, KY

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Top Vacation Homes in Middlesboro

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

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

Middlesboro KY
$204 nightly
The price is $225 total per night
$225 total
Apr 20 - Apr 21
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Wakes N Shades-Brand New. Private Dock. Hot Tub. 9 Bed/12 Bath.Theater Room

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

lafollette TN
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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
MOUNTAIN TOP CABIN WITH PARTNERING MARINA ON NORRIS LAKE

MOUNTAIN TOP CABIN WITH PARTNERING MARINA ON NORRIS LAKE

New Tazewell TN
$510 nightly
The price is $565 total per night
$565 total
Apr 30 - May 1
Total with taxes and fees
This vacation home features laundry facilities.
Kitchen
Washer
Spacious Lake house with Double Boat Dock & Gently Sloping Lot

Spacious Lake house with Double Boat Dock & Gently Sloping Lot

LaFollette TN
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This vacation home features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
Kitchen
Washer
Lakefront Escape, Sleeps 10, Private Dock, Hot Tub

Lakefront Escape, Sleeps 10, Private Dock, Hot Tub

Maynardville TN
$482 nightly
The price is $543 total per night
$543 total
Apr 30 - May 1
Total with taxes and fees
A water park and a hot tub are featured at this smoke-free vacation home. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Paradise Cove on Norris Lake w/ Kayaks

Paradise Cove on Norris Lake w/ Kayaks

Maynardville TN
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A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Lakefront House at Summer Breeze w/ Private Dock w/ Kayaks

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

New Tazewell TN
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A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Beautiful & spacious TN home perfectly located for Off-Roaders or Vacationers!

Beautiful & spacious TN home perfectly located for Off-Roaders or Vacationers!

LaFollette TN
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A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Brand New, Spacious 9 bedroom, 9 1/2 bath Waterfront house in Lakeside Estates

Brand New, Spacious 9 bedroom, 9 1/2 bath Waterfront house in Lakeside Estates

LaFollette TN
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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Pool
Hot Tub
Norris Nook: Lakefront 9br/11ba, Private Dock,Private HotTub,Sleeps 32, Gameroom

Norris Nook: Lakefront 9br/11ba, Private Dock,Private HotTub,Sleeps 32, Gameroom

LaFollette TN
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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Waterfront Retreat, Sleeps 14, Theater, Games, Grill

Waterfront Retreat, Sleeps 14, Theater, Games, Grill

Maynardville TN
$441 nightly
The price is $496 total per night
$496 total
Apr 19 - Apr 20
Total with taxes and fees
This vacation home features a water park and barbecue grills.
Kitchen
Washer
Lakefront Home with Covered Slip and Dock Booking 2026 Season!

Lakefront Home with Covered Slip and Dock Booking 2026 Season!

Speedwell TN
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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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.

Top hotels in Middlesboro

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

1252 N 12th St Middlesboro KY
$127 nightly
The price is $140 total per night from Apr 19 to Apr 20
$140 total
Apr 19 - Apr 20
Total with taxes and fees
9.6/10 Exceptional! (713 reviews)

Find the Best Vacation Homes in Middlesboro

Why book a vacation home in Middlesboro?

Vacation homes in Middlesboro make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Middlesboro?

Private Middlesboro rental homes range between $76 - $565 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Middlesboro vacation home rentals. You might look for Middlesboro rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Middlesboro offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Middlesboro?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Middlesboro. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Middlesboro hotels and vacation homes that best suit your stay. We also have deals for flights, and Middlesboro car rentals. You’ll save even more when you bundle your items into a Middlesboro vacation package!

How many vacation homes are available to book in Middlesboro?

There are 173 rental homes in Middlesboro. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Middlesboro?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Middlesboro Vacation Homes essential information

Accommodation
173 Vacation Homes
Lowest Price
$76
Highest Price
$565
Popular accommodation
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky, , Wakes N Shades-Brand New. Private Dock. Hot Tub. 9 Bed/12 Bath.Theater Room, MOUNTAIN TOP CABIN WITH PARTNERING MARINA ON NORRIS LAKE, Spacious Lake house with Double Boat Dock & Gently Sloping Lot, Lakefront Escape, Sleeps 10, Private Dock, Hot Tub, Paradise Cove on Norris Lake w/ Kayaks, Lakefront House at Summer Breeze w/ Private Dock w/ Kayaks, Beautiful & spacious TN home perfectly located for Off-Roaders or Vacationers!, Brand New, Spacious 9 bedroom, 9 1/2 bath Waterfront house in Lakeside Estates, Norris Nook: Lakefront 9br/11ba, Private Dock,Private HotTub,Sleeps 32, Gameroom, Waterfront Retreat, Sleeps 14, Theater, Games, Grill, Lakefront Home with Covered Slip and Dock Booking 2026 Season!