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Middlesboro Vacation Rentals

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Vacation Rentals in Middlesboro

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

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

Lakeside Estates
10.0 out of 10, Exceptional, (91)
"Accommodations were fantastic. Very functional house for a large group of people. Clean upon arrival and better than expected. "
United States
Anthony P.
Family Affair, room 4 30, 15 Beds, 2 FULL Kitchens!!! Huge dock w 2 boat slips
Property grounds
Norris Lake Cabin – Game Room, Dock & Stunning Views

Norris Lake Cabin – Game Room, Dock & Stunning Views

New Tazewell
9.6 out of 10, Exceptional, (10)
"Very nice property right on the lake. It was perfect for our family"
United States
Trey O.
Norris Lake Cabin – Game Room, Dock & Stunning Views
Interior
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

LaFollette
9.6 out of 10, Exceptional, (52)
"Great experience- accurate listing that ensured space for all!"
United States
Karen V.
Waker's Paradise: Lakefront,9br/8.5ba, Private Dock,Hot Tub,Gameroom,Sleeps 32
Exterior
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
9.6 out of 10, Exceptional, (18)
"Everything was great. Very clean, well stocked kitchen, good grill, and the theatre room is a great way to watch a big game, gaming, or a family movie. Responses were well within normal response times too. Zero boat traffic in the cove was great for swimming and dock time. 10-15 min no wake zone to get to open water at the jumping bridge. Close to the marina too. "
United States
mark f.
Wakes N Shades-Brand New. Private Dock. Hot Tub. 9 Bed/12 Bath.Theater Room
Terrace/patio
Entertainment in Abundance, Putting Green, Games, Kayaks, No-wake Covered Dock!

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

Flat Hollow Marina
9.0 out of 10, Wonderful, (12)
"Beautiful home in a great location! The house was well equipped and had lots of games and outdoor activities for the kids to enjoy. "
United States
Kate T.
Entertainment in Abundance, Putting Green, Games, Kayaks, No-wake Covered Dock!
Exterior
LakeFront 7 bedroom Cottage. Private Cove, no Steps to Water, golf cart!

LakeFront 7 bedroom Cottage. Private Cove, no Steps to Water, golf cart!

New Tazewell
10.0 out of 10, Exceptional, (34)
"This house was absolutely great! The inside was beautifully decorated and the view was awesome. It was also very very clean which was amazing! The owner had great communication with any questions I had. I would definitely stay here again and recommend it to anyone. Thanks so much for a great trip! "
United States
Amy L.
LakeFront 7 bedroom Cottage. Private Cove, no Steps to Water, golf cart!
Smart TV, fireplace, DVD player, foosball
9/9 Lakefront/Mountains/Woods - Protected Cove - Private Dock

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

LaFollette
9.8 out of 10, Exceptional, (109)
"Lots of room in the spacious and very well equipped kitchen for a large family to cook, eat, and hang out. The kids loved the 2-level dock to jump, and slide from. Bedrooms were nice size, as were the bathrooms. Very quiet and peaceful atmosphere. Perfect for a large family to enjoy being together. Would definitely recommend this area for family celebrations and vacations."
United States
Michael B.
9/9 Lakefront/Mountains/Woods - Protected Cove - Private Dock
Fridge, microwave, oven, stovetop
Breathtaking Lakefront Views of Norris Lake & Iconic Jumping Bridge

Breathtaking Lakefront Views of Norris Lake & Iconic Jumping Bridge

Lakeside Estates
9.6 out of 10, Exceptional, (17)
"Great house, great owners"
United States
Gary F.
Breathtaking Lakefront Views of Norris Lake & Iconic Jumping Bridge
Outdoor spa tub
Lakefront w/ Private Dock, 7 BR, Free Kayaks, Firepit, Hot Tub

Lakefront w/ Private Dock, 7 BR, Free Kayaks, Firepit, Hot Tub

Flat Hollow Marina
9.6 out of 10, Exceptional, (87)
"A little tired but appropriate for the money. It had everything we needed. I’d rent it again. "
United States
Brett C.
Lakefront w/ Private Dock, 7 BR, Free Kayaks, Firepit, Hot Tub
Exterior
American Freedom; Theater Rm! Enjoy the Fall Colors! Flexible Chk-in & out times

American Freedom; Theater Rm! Enjoy the Fall Colors! Flexible Chk-in & out times

Lafollette
10.0 out of 10, Exceptional, (12)
"it was perfect, would stay again. everything was perfect."
United States
Glenda L.
American Freedom; Theater Rm! Enjoy the Fall Colors! Flexible Chk-in & out times
Interior
Lake front home, Hot tub, Boat dock near Flat Hollow Marina in Speedwell Tn.

Lake front home, Hot tub, Boat dock near Flat Hollow Marina in Speedwell Tn.

Flat Hollow Marina
9.6 out of 10, Exceptional, (57)
"This is a great spot for a trip to Norris. Minutes away from a marina and a perfect choice for our 4th of July weekend."
United States
Darius A.
Lake front home, Hot tub, Boat dock near Flat Hollow Marina in Speedwell Tn.
Property grounds
Book your fall retreat today!

Book your fall retreat today!

Lakeside Estates
10.0 out of 10, Exceptional, (53)
"Brand new place that provided us with a really great experience!"
United States
Kevin W.
Book your fall retreat today!
Property grounds
Treasure Cove, Waterfront, 9 Bed/9 Bath, Double Decker Dock, arcade games

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

Lafollette
9.8 out of 10, Exceptional, (46)
"We had a great stay here! Everyone loved having their own bathrooms and the house had everything we needed! "
United States
Angie Z.
Treasure Cove, Waterfront, 9 Bed/9 Bath, Double Decker Dock, arcade games
Property grounds
Waterfront home with game room, theater, deck, dock & fireplace

Waterfront home with game room, theater, deck, dock & fireplace

Maynardville
10.0 out of 10, Exceptional, (49)
"Awesome house!! Great views and plenty of room. I would stay here again."
United States
Carson H.
$527 nightly
The price is $593
Nov 10 - Nov 11
Total with taxes and fees
Waterfront home with game room, theater, deck, dock & fireplace
Terrace/patio
Forget Me Not Haven – 6BR Lakefront Home for Unforgettable Family Memories

Forget Me Not Haven – 6BR Lakefront Home for Unforgettable Family Memories

Speedwell
Forget Me Not Haven – 6BR Lakefront Home for Unforgettable Family Memories
Property grounds
Beautiful Norris Lake Front A-Frame with Private Dock in Speedwell, Tn .

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

Flat Hollow Marina
10.0 out of 10, Exceptional, (53)
"We stayed 3 nights 4 days in this amazing gem. We had a great time on the lake for 2 days with their boat rental. We were close to the marina and the area was so peacful. We WILL be back again. "
United States
Shannon P.
Beautiful Norris Lake Front A-Frame with Private Dock in Speedwell, Tn .
Fridge, microwave, oven, stovetop
Newly Renovated Norris Lake Home with Private Dock

Newly Renovated Norris Lake Home with Private Dock

Rock Harbor
9.0 out of 10, Wonderful, (33)
"Great access to the water. Beds are comfortable. House was clean with a well equiped kitchen. Location wise, New Tazwell is close so grabbing dinner or extra supplies is no big deal. I would highly recommend this property. "
United States
Benjamin F.
Newly Renovated Norris Lake Home with Private Dock
Property grounds
Faith, Family & Friends: a lovely, fully equipped 9 bedroom home on Norris Lake.

Faith, Family & Friends: a lovely, fully equipped 9 bedroom home on Norris Lake.

Lafollette
9.8 out of 10, Exceptional, (31)
"We loved the house, very very clean, no issues what so ever, nice dock, nice stairs, amazing view. "
United States
Anthony S.
Faith, Family & Friends: a lovely, fully equipped 9 bedroom home on Norris Lake.
Fridge, microwave, oven, stovetop
LAKE DAZE--Lakefront/No Wake/9br/12ba/Private Dock/Hot Tub/Sleeps 32

LAKE DAZE--Lakefront/No Wake/9br/12ba/Private Dock/Hot Tub/Sleeps 32

LaFollette
9.8 out of 10, Exceptional, (69)
"The property is PERFECT for a family get-a-way! Very spacious with thoughtful design that allows people their own space while providing ample community space for meals, games, and hanging out. The lake atmosphere is incredibly relaxing, clean, and again- super family friendly!"
United States
Jaime S.
LAKE DAZE--Lakefront/No Wake/9br/12ba/Private Dock/Hot Tub/Sleeps 32
Terrace/patio
9 bdrm covered dock, firepit and large bar on water, Baltic hot tub, sleeps 26,

9 bdrm covered dock, firepit and large bar on water, Baltic hot tub, sleeps 26,

lafollette
10.0 out of 10, Exceptional, (5)
"This place was absolutely incredible! You can tell the owners have put lots of time and thought into making sure the stay is nothing short of amazing. The room themes are just so cool! The house was very clean, spacious, well maintained, and fully equipped with everything you may need. The host was very responsive and had great communication throughout the whole stay. The views of the lake from the house were absolutely stunning! We also rented a pontoon boat from them and the boat was in great...
United States
Erica G.
9 bdrm covered dock, firepit and large bar on water, Baltic hot tub, sleeps 26,
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

Pine Mountain State Resort Park

Pine Mountain State Resort Park

10/10 Excellent
"Staff were amazing! Very unique experience in the cottage and the fireplace was really special highly recommended!"
Andrew 1-night trip
Posted 9 hours ago
Pine Mountain State Resort Park

Find out more about Middlesboro

Everything you need to know about Middlesboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlesboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middlesboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlesboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middlesboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $593 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middlesboro rentals

At Expedia, we put the best Middlesboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middlesboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlesboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlesboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Middlesboro?

Yes, we offer vacation rentals close to the most popular sights in Middlesboro, or you can choose a secluded option if you'd like a relaxing place to stay. Nature enthusiasts will enjoy the mountain landscape in Middlesboro. Make sure you have time to check out the churches while you're in the area.

What's the top vacation rental that Middlesboro has to offer?

Family Affair, room 4 30, 15 Beds, 2 FULL Kitchens!!! Huge dock w 2 boat slips: This vacation home rental near Middlesboro is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Middlesboro?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Middlesboro stay.

What’s there to see and do in Middlesboro?

Cultural attractions include Bell County Historical Society Museum, whereas Kentucky Ridge State Forest is a spot to enjoy nature. While here, Middlesboro Country Club and Middlesboro Mall are other places worth a visit.

What’s a vacation rental in Middlesboro like?

Vacation rentals are private properties you can stay in for short or long periods in Middlesboro. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for small groups.