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Compare 131 Vacation Homes in Middlesboro with updated reviews, rates, and availability.

Property grounds
Lakefront House at Summer Breeze w/ Private Dock w/ Kayaks
10.0 out of 10, Exceptional, (11)
"The house was great fishing was so so. Need to work on the timing of fishing"
Lakefront House at Summer Breeze w/ Private Dock w/ Kayaks
Property grounds
Lakefront w/ Private Dock, 7 BR, Free Kayaks, Firepit, Hot Tub
9.8 out of 10, Exceptional, (71)
"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
Exterior
Most spectacular view on the lake!
Most spectacular view on the lake!
Save an average of 15% on thousands of hotels when you're signed in
Exterior
Book Fall 2024 or 2025 thru Sept! Private dock w/Slide in Cove. Firepit. HotTub
9.6 out of 10, Exceptional, (87)
"Property was as advertised! The hosts were very communicative. Everything worked out great! The dock is a little bit of a ride on the provided golf cart! But well worth it."
Book Fall 2024 or 2025 thru Sept! Private dock w/Slide in Cove. Firepit. HotTub
Exterior
Beautiful Norris Lake Front A-Frame with Private Dock in Speedwell, Tn .
10.0 out of 10, Exceptional, (33)
"The property is an older A-frame home. There are 3 levels. Kitchen has been completely remodeled. It is on the lake, has a private dock and a very nice pontoon boat that can be rented."
Beautiful Norris Lake Front A-Frame with Private Dock in Speedwell, Tn .
Property grounds
Lakefront Cottage with Private Dock on Norris Lake
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay at the Sharps Chapel cabin. The home was clean and the kitchen was well stocked with cooking items. The bathrooms were full of hooks to hang things, which we loved! The owner was quick to respond and easy to communicate with."
Lakefront Cottage with Private Dock on Norris Lake
Exterior
Paradise Cove on Norris Lake w/ Kayaks
9.8 out of 10, Exceptional, (25)
"Gorgeous home in a beautiful setting! The home accomodated our family of 6 + grandparents + a friend! Plenty of space to spread out and the bunk room was a huge hit for the kids. We loved fishing and kayaking on the lake, relaxing in the hot tub and enjoying the fire pit. If traveling with a large party I would definitely bring extra paper towels, toilet paper and trash bags as only a few were provided. Other than that a great vacation spot!"
Paradise Cove on Norris Lake w/ Kayaks
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
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
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
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, (53)
"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, (66)
"This is a great little home in Cumberland Gap. Walking distance to restaurants and a coffee shop. The views from the home are amazing. Be sure to visit The Summit while you are there."
The price is $200
$254 total
includes taxes & fees
May 28 - May 29
1928 Home in the heart of Cumberland Gap
Exterior
Newly Renovated Norris Lakefront Home W/ 2-Story Dock W/ Slide
9.8 out of 10, Exceptional, (37)
"This house has it all - plenty of space, everything you need in the kitchen, comfortable beds and an amazing dock. The property is as described in the listing, but the photo's don't do it justice. We really loved the cute canvas welcome bag the owners gave us. Nice touch! Communication with the owners was easy and they were very responsive. Unfortunately, I had to do some work during this stay but the wifi worked great. The TV's are also smart, so you are able to log into your accounts and watch...
Newly Renovated Norris Lakefront Home W/ 2-Story Dock W/ Slide
Lake
Lakefront Escape on Norris Lake w/ Kayaks
9.8 out of 10, Exceptional, (21)
"We have stayed all over the lake…. This is our favorite area. House is equipped with everything!! Steps are perfect to dock!! Everything you need is right here will book again! Beautiful!!"
Lakefront Escape on Norris Lake w/ Kayaks
Exterior
Lakefront Escape at Summer Breeze w/ Private Dock w/ Kayaks
10.0 out of 10, Exceptional, (7)
"We were in town for my Doctorial graduation at LMU and this place was absolutely perfect! It was a short drive into the school. The place was very clean, quiet and a beautiful view! The spa on the deck was wonderful in the cold weather. We absolutely loved it!!!"
Lakefront Escape at Summer Breeze w/ Private Dock w/ Kayaks
Beach
Mountain Lake Retreat w/ Concrete Walkway w/ Kayaks
9.6 out of 10, Exceptional, (28)
"We love this house. It is very clean and the beds are SO comfy. This is also our favorite neighborhood to stay in on the lake. We definitely will be booking this home again and I’ve already shared the listing with other friends who would like to book this house as well. Communication 100% thank you so much for making our yearly trip so cozy!"
Mountain Lake Retreat w/ Concrete Walkway w/ Kayaks
Balcony
Cabin on water with Covered Boat Dock -Gentle Slope to Lake!
9.8 out of 10, Exceptional, (20)
"This was a great spot right in the springs dock marina area. The house is a little older but overall very clean and nice! We had me and my husband, my parents, my brother, sister in law and their 2 younger kids. It was a bit tight but totally fine for a long weekend away! Love being right on the lake with the nice balcony. We enjoyed using the kayaks and paddle boat. We got to park our boat under the covered dock (there's room for 2 boats) and there was even a jet ski float for our jet ski!...
Cabin on water with Covered Boat Dock -Gentle Slope to Lake!
Fridge, microwave, oven, stovetop
Tackett Creek Retreat A
10.0 out of 10, Exceptional, (5)
"We stayed here and rode Tackett Creek on SxS and ATVs. Perfect location! 4 days of riding and didn't run out of places to go, with around 100 miles each day of riding. This place was perfect to come back to each day. Owner was extremely responsive to messages and very helpful with all questions. The place was very clean and HUGE for our group of 6. We will definitely be back and i would recommend this place to anyone, whether riding or just looking to relax."
Tackett Creek Retreat A
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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 property types in Middlesboro

Fridge, microwave, oven, stovetop
Lakefront Cottage on Norris Lake
10.0 out of 10, Exceptional, (2)
"Beautiful cottage on the Lake. "
Lakefront Cottage on Norris Lake
Property grounds
Lakefront House at Summer Breeze w/ Private Dock w/ Kayaks
10.0 out of 10, Exceptional, (11)
"The house was great fishing was so so. Need to work on the timing of fishing"
Lakefront House at Summer Breeze w/ Private Dock w/ Kayaks
Exterior
Book Fall 2024 or 2025 thru Sept! Private dock w/Slide in Cove. Firepit. HotTub
9.6 out of 10, Exceptional, (87)
"Property was as advertised! The hosts were very communicative. Everything worked out great! The dock is a little bit of a ride on the provided golf cart! But well worth it."
Book Fall 2024 or 2025 thru Sept! Private dock w/Slide in Cove. Firepit. HotTub
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.

Middlesboro Vacation Homes information

Number of reviews
454
Accommodation
131 Vacation Homes
Lowest Price
$200
Highest Price
$200

Recent reviews of Middlesboro hotels
Expedia verified reviews