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Compare 179 Vacation Homes in Middlesboro with updated reviews, rates, and availability.

Beautiful lakefront house with full kitchen, private dock, & hot tub

9.8 out of 10, Exceptional, (81)
"If you are looking for a perfect getaway, Ned’s Norris is an ideal place for you. The house is amazing and the views are spectacular. We have already booked a 2025 stay in this haven of peace and tranquility!"
Beautiful lakefront house with full kitchen, private dock, & hot tub

Spacious, lakefront home with private dock, hot tub, chic decor, & amazing views

9.8 out of 10, Exceptional, (66)
"One of the cleanest rentals we have stayed in. Great spaces and excellent seating options both inside and out!"
Spacious, lakefront home with private dock, hot tub, chic decor, & amazing views

Brand New Lake House on Norris Lake ~ Includes Paddle Boards and Kayaks!

10.0 out of 10, Exceptional, (83)
"Our family had a wonderful time enjoying the lake and enjoying family time. The owner was very quick to respond both before and during our stay. Would love to come back again. "
Brand New Lake House on Norris Lake ~ Includes Paddle Boards and Kayaks!

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

9.8 out of 10, Exceptional, (40)
"Wonderful vacation"
Beautiful Norris Lake Front A-Frame with Private Dock in Speedwell, Tn .

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (82)
"Nice spot that is conveniently located in Cumberland Gap. Highly recommend!!!"
The price is AED 735
AED 931 total
includes taxes & fees
5 May - 6 May
1928 Home in the heart of Cumberland Gap

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

10.0 out of 10, Exceptional, (35)
"everyone had a great time, they think this is the best one for all of our families, plenty games to play since we went for our family Christmas and didn't use the lake access to keep busy. simple love this home!"
Waterfront home with game room, theater, deck, dock & fireplace

Dog-friendly lakefront house with hot tub, central AC, & mountain view

9.6 out of 10, Exceptional, (11)
"Loved the property, everything you need for a nice family lake vacation."
Dog-friendly lakefront house with hot tub, central AC, & mountain view

Norris lakefront home with covered boat dock

10.0 out of 10, Exceptional, (56)
"Wonderful place to stay, only thing I would change is bigger towels for use after the shower."
Norris lakefront home with covered boat dock

Lovely lakefront home with fire pit, fireplace, dock and gas grill

2.0 star property
10.0 out of 10, Exceptional, (5)
"Perfect space for our family. We had two adults and five teenagers. Great location on the lake. Easy walk from the house to the dock."
Lovely lakefront home with fire pit, fireplace, dock and gas grill

3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

6.0 out of 10, (1)
"It was convenience to downtown. It was right around the corner from PicPac. The price was good but there was some issues when we first got there. The heat wasn’t on and wven when it said it was it wouldn’t come on. I had to contact the property owner and the property opener said everything was good but after about 30 minutes of being there, some thing happening and it got turned on. It would’ve not of been a big deal but it was 50° outside. The hot water from the sink was leaking all over the...
The price is AED 257
AED 765 total
includes taxes & fees
1 Jun - 2 Jun
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

SUMMER SALE! 15% off any stay May 10-22, June 1-7 or June 14-21!

10.0 out of 10, Exceptional, (42)
"So perfect place"
SUMMER SALE! 15% off any stay May 10-22, June 1-7 or June 14-21!

9Bed/9Bath Private Dock Quiet Cove Near Marinas

9.8 out of 10, Exceptional, (175)
"My family stayed at this gorgeous property for our New Years reunion. The house is very spacious and VERY well-equipped. MaryBeth was super helpful with all questions. I would recommend this beautiful place and will definitely be coming back. "
9Bed/9Bath Private Dock Quiet Cove Near Marinas

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

10.0 out of 10, Exceptional, (2)
"Uncle Ernie's was amazing and beautiful! We enjoyed everything about our stay there. Monica and Terry were great host. We will definitely stay here again for our future visits."
The price is AED 437
AED 769 total
includes taxes & fees
5 May - 6 May
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

Waker's Paradise: Lakefront,9br/8.5ba, Private Dock,Hot Tub,Gameroom,Sleeps 32

9.6 out of 10, Exceptional, (41)
"Great house! Even better host! Great communication from start to finish!"
Waker's Paradise: Lakefront,9br/8.5ba, Private Dock,Hot Tub,Gameroom,Sleeps 32

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

9.8 out of 10, Exceptional, (101)
"So wonderful! Gate and lock codes ahead of time and perfect. And the property is amazing! Super clean and prepared. Great views of the lake. Super stocked kitchen with crock pots and utensils. Enough room for the whole family to gather to eat and swap presents, but space to spread out and let teens hang out, the preteens play ideo games, and adults talk and catch up. Excellent stay! "
9/9 Lakefront/Mountains/Woods - Protected Cove - Private Dock

East Norris Point Breathtaking Lake View with Private Dock in Year Around Water

10.0 out of 10, Exceptional, (41)
"The property was beautiful. It was just as described. The view was wonderful. We had a great time. Hope to return."
East Norris Point Breathtaking Lake View with Private Dock in Year Around Water

Lake Front 2-Bedroom Home W/ Privacy! Beautiful Views & Numerous Amenities...

9.8 out of 10, Exceptional, (151)
"Great spot, highly recommend!"
Lake Front 2-Bedroom Home W/ Privacy! Beautiful Views & Numerous Amenities...

Be the family hero - Waterfrnt, 9 bdrms, water slide, 300 yrds to jumping bridge

9.6 out of 10, Exceptional, (68)
"We had a wonderful time. The place had everything we needed, was clean, and provided the perfect setting for our family vacation. "
Be the family hero - Waterfrnt, 9 bdrms, water slide, 300 yrds to jumping bridge

"Blue Water Lodge" Jump'n Bridge, billiards, hot tub, dock, community pool

9.6 out of 10, Exceptional, (28)
"They will let you have fun"
"Blue Water Lodge" Jump'n Bridge, billiards, hot tub, dock, community pool

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

10.0 out of 10, Exceptional, (19)
"Host was amazing with their information and house had everything we needed!"
Lakefront House at Summer Breeze w/ Private Dock w/ Kayaks
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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Other property types in Middlesboro

Dog-friendly waterfront home with a firepit, grill, deck, board games, & dock

8.6 out of 10, Excellent, (10)
"We really liked the location of this home and the views were beautiful! There were plenty of amenities to meet our needs."
Dog-friendly waterfront home with a firepit, grill, deck, board games, & dock

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

10.0 out of 10, Exceptional, (35)
"everyone had a great time, they think this is the best one for all of our families, plenty games to play since we went for our family Christmas and didn't use the lake access to keep busy. simple love this home!"
Waterfront home with game room, theater, deck, dock & fireplace

Dock Holiday – Lakefront, Sleeps 19

9.8 out of 10, Exceptional, (6)
"Great place to stay!"
Dock Holiday – Lakefront, Sleeps 19
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.