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Middlesboro Holiday Rentals

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Tonight
17 Nov - 18 Nov
Tomorrow
18 Nov - 19 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Holiday Rentals in Middlesboro

Smart TV, fireplace, DVD player, table football
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
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
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)
"The house was perfect for our three families to be together. The property manager was great. The kayaks and paddle boat at the house were a great addition."
United States
Karen S.
Lakefront w/ Private Dock, 7 BR, Free Kayaks, Firepit, Hot Tub
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
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!
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
Breathtaking 4 BDR Mountain Lake Retreat

Breathtaking 4 BDR Mountain Lake Retreat

Rock Harbor
9.8 out of 10, Exceptional, (20)
"This is the second time we have stayed here. We love the cabin and the views are beautiful. We'll be back.. "
United States
Joan A.
Breathtaking 4 BDR Mountain Lake Retreat
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
Property grounds
Book your fall retreat today!

Book your fall retreat today!

Lakeside Estates
10.0 out of 10, Exceptional, (53)
"Beautiful property and the must equipped kitchen that we have every had the pleasure of visiting."
United States
Cheryl G.
Book your fall retreat today!
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)
"Beautiful place! Just as described! I would definitely book again!"
United States
Mackenzie O.
Beautiful Norris Lake Front A-Frame with Private Dock in Speedwell, TN
Exterior
"Rustic Haven" Cabin On Secluded Cove 2 Minutes From Norris Ski Water

"Rustic Haven" Cabin On Secluded Cove 2 Minutes From Norris Ski Water

Lakeside Estates
8.8 out of 10, Excellent, (46)
"We had an extended family vacation and really liked this property. It is in more of a secluded part of the lake in a smaller inlet, but still deep enough to take the slide off the deck into the lake. It is close to the jump bridge too. The hot tub may just need more frequent cleaning but we still used it an enjoyed it. The community pool was used for the little ones too. Just be careful as there are a lot of steep hills so getting around usually takes a vehicle. Great property to stay at!"
United States
Scott M.
"Rustic Haven" Cabin On Secluded Cove 2 Minutes From Norris Ski Water
Private kitchen
Slip-Away into Isolation & Relaxation w/ Covered Dock & Hot Tub.

Slip-Away into Isolation & Relaxation w/ Covered Dock & Hot Tub.

LaFollette
9.4 out of 10, Exceptional, (9)
"House was perfect for our 4 night stay. It had everything we needed and Hank was a great host. Thank you! "
United States
Austin F.
Slip-Away into Isolation & Relaxation w/ Covered Dock & Hot Tub.
Outdoor spa tub
Mountain Lake Retreat w/ Concrete Walkway w/ Kayaks

Mountain Lake Retreat w/ Concrete Walkway w/ Kayaks

Maynardville
9.6 out of 10, Exceptional, (37)
"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 ."
United States
Dave P.
Mountain Lake Retreat w/ Concrete Walkway w/ Kayaks
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
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
Fridge, microwave, oven, stovetop
Lakefront home at Tumbling Run Estates w/ Kayaks

Lakefront home at Tumbling Run Estates w/ Kayaks

Maynardville
9.8 out of 10, Exceptional, (21)
"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."
United States
Alesia P.
Lakefront home at Tumbling Run Estates w/ Kayaks
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
Property grounds
Secluded No Wake Cove - Private Covered Dock-Screened Porch-Kayaks

Secluded No Wake Cove - Private Covered Dock-Screened Porch-Kayaks

Flat Hollow Marina
10.0 out of 10, Exceptional, (45)
"It was a great 5 days..."
United States
Carl B.
Secluded No Wake Cove - Private Covered Dock-Screened Porch-Kayaks
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
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

Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

10/10 Excellent
"The staff was friendly, the room was clean and well stocked, the TV and internet worked great. I would definitely recommend this Days Inn."
Jessica 1-night trip
Posted 4 days ago
Days Inn by Wyndham Jellico - Tennessee State Line

Find out more about Middlesboro

Search for holiday rentals in Middlesboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Middlesboro using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middlesboro!

Frequently asked questions

Are there holiday rentals in Middlesboro?

Yes, there are holiday rentals close to the most popular sights in Middlesboro, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Middlesboro has to offer?

Family Affair, room 4 30, 15 Beds, 2 FULL Kitchens!!! Huge dock w 2 boat slips: This holiday home rental outside of Middlesboro is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals are there in Middlesboro?

With 5 Expedia holiday rentals, you're guaranteed 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 Mall and Cumberland Gap National Historical Park are other places worth a visit.

What’s a holiday rental in Middlesboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middlesboro. Holiday rentals feature amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for families.