Photo by Alexis Wyrick

Middlesboro Holiday Rentals

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Tonight
May 15 - May 16
Tomorrow
May 16 - May 17
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Holiday Rentals in Middlesboro

Property grounds
Lakefront House at Summer Breeze w/ Private Dock w/ Kayaks
10.0 out of 10, Exceptional, (10)
"The property was nice, but you’re located at the end of the cove so the water was really yucky. This property is also pretty close to the neighbors."
Lakefront House at Summer Breeze w/ Private Dock w/ Kayaks
Property grounds
Lakefront w/ Private Dock, 7 BR, Free Kayaks, Firepit, Hot Tub
9.6 out of 10, Exceptional, (70)
"For our first family getaway, this was a homerun! The owners were very helpful. The space nice and clean. It was every thing we expected."
Lakefront w/ Private Dock, 7 BR, Free Kayaks, Firepit, Hot Tub
Property grounds
"Our Happy Place", Floating Home, Sleeps 10; 4 bed/1.5 bath
10.0 out of 10, Exceptional, (3)
"The best hosts ever!! Jack was so responsive and accomodating. The space is so clean, comfortable, spacious and ready to enjoy the lake!! I highly recommend this location for your next Norris Lake vacation!!"
"Our Happy Place", Floating Home, Sleeps 10; 4 bed/1.5 bath
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Exterior
Most spectacular view on the lake!
Most spectacular view on the lake!
Exterior
Dog-friendly lakefront house with hot tub, central AC, & mountain view
10.0 out of 10, Exceptional, (5)
"Property exactly as pictured. Lots of space and very well equipped. Nice decoration. Good communication for small hiccup. Don’t hesitate to book"
Dog-friendly lakefront house with hot tub, central AC, & mountain view
Property grounds
Lakefront home with private dock, hot tub & pool table
9.4 out of 10, Exceptional, (30)
"This was the perfect get away for our family. Loved every moment spent in this beautiful, clean, peaceful Home. Fully stocked with everything we needed. Excellent views, loved the sunrise over the mountains the reflections shinning on the water with the different colors were calming. The pier was nice to fish off of, we all enjoyed fishing and took out some time grilling out on the balcony/patio. Very nice setup for outdoor enjoyment. Beds were comfortable, Plenty of privacy inside this home....
Lakefront home with private dock, hot tub & pool table
Exterior
Book Fall 2024 or 2025 thru Sept! Private dock w/Slide in Cove. Firepit. HotTub
9.6 out of 10, Exceptional, (86)
"Overall very clean and nice property!! Was below expectations on extra needs. Like dishwasher soap and dish soap. We were told ahead of time there would be only 1 roll of toilet paper and a couple trash bags, but feel for the price these amenities would be better provided. The golf cart was awesome to go back and forth to the dock and hang in the sun! We’d stay here again."
Book Fall 2024 or 2025 thru Sept! Private dock w/Slide in Cove. Firepit. HotTub
Aerial view
Cozy Cottage on Norris Lake
Cozy Cottage on Norris Lake
Terrace/patio
Fabulous view, walking distance from Flat Hollow Marina
10.0 out of 10, Exceptional, (2)
"Nice property, great for your dog to run around, grass was long making it hard to find the droppings. The property is convenient to the marina although up a steep hill, there are a couple of sets of stairs to the chalets and another rental that drops you off a few yards from the drive. Plenty of cooking items, pots pans, baking sheets silverware. Master bath is very cozy there is not much room between the corner of the vanity and the edge of the shower to get to the toilet, must be thin to...
Fabulous view, walking distance from Flat Hollow Marina
Fridge, microwave, oven, stovetop
Lakefront Cottage on Norris Lake
10.0 out of 10, Exceptional, (1)
"Weekend stay with the family! Beatific views and very cute cottage! Nice porch and super cute inside!"
Lakefront Cottage on Norris Lake
Exterior
New! LakeFront 7 bedroom Cottage. Private Cove, no Steps to Water, golf cart!
10.0 out of 10, Exceptional, (9)
"Our Church Ladies Retreat was great! This home was just the right size for us. The kitchen was large enough for us to cook together. We loved it and will definitely try to stay again!"
New! LakeFront 7 bedroom Cottage. Private Cove, no Steps to Water, golf cart!
TV
Custom Norris Lake home in no-wake zone w/ hot tub & two kitchens - dog-friendly
10.0 out of 10, Exceptional, (1)
Custom Norris Lake home in no-wake zone w/ hot tub & two kitchens - dog-friendly
Fridge, microwave, oven, stovetop
Dog-friendly lake home with private floating dock - jetted tub, firepit, & decks
6.0 out of 10, (6)
"Many issues stated in previous reviews are unresolved. Smoke alarms are missing, expired fire extinguisher, poor quality cookware, substandard furniture. The bunk bed in the basement is unusable for two people because it is not sturdy. The gas grill caught on fire because of all the residual grease and the grease tray ended up dropping out of the grill due to its poor condition. The property manager offered to bring us a new grill so hopefully the next guests won’t have this issue. Numerous...
The price is HK$976
per night
19 May - 20 May
Dog-friendly lake home with private floating dock - jetted tub, firepit, & decks
Exterior
Waterfront home with game room, theater, deck, dock & fireplace
9.8 out of 10, Exceptional, (19)
"We had a marvelous time in this space. It was fun for my friend’s grandkids and the popcorn machine and movie room were a huge blessing on a rainy day!"
Waterfront home with game room, theater, deck, dock & fireplace
Property grounds
Quiet Cove on the Quiet Side of the Lake
10.0 out of 10, Exceptional, (6)
"If this place is available, I highly recommend you book it for a vacation or a quiet getaway. Super easy check-in procedures, kitchen had essentials, clean, cozy, and great views. We will return during the peak season to enjoy the lake."
Quiet Cove on the Quiet Side of the Lake
Outdoor dining
Spacious, lakefront home with private dock, hot tub, chic decor, & amazing views
9.8 out of 10, Exceptional, (52)
"We had an absolute wonderful time, and experience at this home, and the location on the lake. The home was exactly as the pictures show, and more. Everything we needed was there for use, including more beach “lake” towels, plenty of towels & also shampoo & conditioner were there if needed. The home was very clean, and super cute (very well decorated), and over all a great experience for our family. We will definitely consider this property in our future visits to Norris Lake."
Spacious, lakefront home with private dock, hot tub, chic decor, & amazing views
Exterior
1928 Home in the heart of Cumberland Gap
9.8 out of 10, Exceptional, (65)
"My husband and I were heading back up north to PA from visiting friends in Chattanooga area and purposely wanted to visit the Cumberland Gap to hike the trails. This rental house was perfect and we absolutely loved this house. It reminds us of my husband's Granny's place built in 1930. The town is more than we expected, especially when the next morning was an Arts and Wine festival right on Main Street. So much to do here in the area that my husband wants to come back longer than a night. We...
The price is HK$1,562
per night
21 May - 22 May
1928 Home in the heart of Cumberland Gap
Property grounds
Lake Front 2-Bedroom Home W/ Privacy! Beautiful Views & Numerous Amenities...
9.8 out of 10, Exceptional, (136)
"We had a wonderful stay at this property. The view from the patio was beautiful. The home was clean and comfortable. We would definitely stay here again when in the area."
Lake Front 2-Bedroom Home W/ Privacy! Beautiful Views & Numerous Amenities...
Property grounds
Lakein' It Easy With Private Dock
10.0 out of 10, Exceptional, (23)
"Very nice place, out of the way..bring food and snacks! Host was very helpful..."
Lakein' It Easy With Private Dock
Fridge, microwave, oven, stovetop
Waterfront retreat w/deck, wood fireplace, gas grill, lake views, gas grill, W/D
8.6 out of 10, Excellent, (14)
"House was nice and clean had no complaints would stay here again."
The price is HK$1,055
per night
18 May - 19 May
Waterfront retreat w/deck, wood fireplace, gas grill, lake views, gas grill, W/D
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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.

Other types of properties in Middlesboro you may be interested in

Exterior
Sleep Inn & Suites
2.5 star property
9.2 out of 10, Wonderful, (560)
"."
The price is HK$809
per night
2 Jun - 3 Jun
Sleep Inn & Suites
Laptop workspace, blackout curtains, iron/ironing board, free WiFi
Econo Lodge Middlesboro
2.0 star property
6.8 out of 10, (316)
"Renovated recently, nice mattress and pillows Clean "
The price is HK$684
per night
19 May - 20 May
Econo Lodge Middlesboro
Iron/ironing board, free WiFi, bed sheets
Suburban Studios Middlesboro
2.0 star property
8.0 out of 10, Very good, (32)
"Close to LMU. "
The price is HK$905
per night
26 May - 27 May
Suburban Studios Middlesboro
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.

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?

Dog-friendly lakefront house with hot tub, central AC, & mountain view: This holiday home rental outside of Middlesboro is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with 1 hot tub and a selection of books.

What’s there to see and do in Middlesboro?

Enjoy the area's cultural attractions such as Bell County Historical Society Museum, or get outdoors into nature at a spot like Cumberland Gap National Historical Park. While here, Middlesboro Mall and Middlesboro Country Club 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.