Photo by Alexis Wyrick

Search Cottages in Middlesboro

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 14 Cottages in Middlesboro with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (21)
"We stay at a lot of VRBO's and AriBnB's and this was by far one of the nicest, cleanest, well stocked places we have ever been. They have thought of everything as the kitchen is very well stocked with everything you need. The pictures don't do justice. We went for Thanksgiving and also celebrated Christmas as well with our 6 kids and grandchildren. They went over and above and put up a Christmas tree for us so we could celebrate with our kids. The communication was excellent throughout the...
LakeFront 7 bedroom Cottage. Private Cove, no Steps to Water, golf cart!

Lakefront Cottage on Norris Lake

9.2 out of 10, Wonderful, (9)
"Short walk to boat and Marina. Great location. "
Lakefront Cottage on Norris Lake

Cozy Cottage on Norris Lake

9.4 out of 10, Exceptional, (13)
"Great"
Cozy Cottage on Norris Lake

Calm Country Oasis - Creek, ATV Trls & Norris Lake

9.2 out of 10, Wonderful, (17)
"We had a wonderful weekend:)"
The price is SAR 386
SAR 799 total
includes taxes & fees
23 Mar - 24 Mar
Calm Country Oasis - Creek, ATV Trls & Norris Lake

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

9.2 out of 10, Wonderful, (34)
"Our stay at the Cozy Cumberland Cottage was a fantastic retreat! The location is unbeatable—right in the heart of Cumberland Gap, making it easy to explore the scenic trails, historic sites, and local dining spots. The cottage itself has a warm and inviting atmosphere, with charming décor that gives it a rustic, homey feel. The kitchen was well-stocked, and the peaceful surroundings made it the perfect place to relax after a day of adventure.That said, there were a few small things worth noting....
The price is SAR 386
SAR 813 total
includes taxes & fees
24 Mar - 25 Mar
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!

9.0 out of 10, Wonderful, (2)
"Inside of the house was very nice and very clean. There were no pictures of the outside of the house to help identify it and with the proper address in MAPS it takes you to 202 East instead of 202 West."
The price is SAR 593
SAR 901 total
includes taxes & fees
8 Apr - 9 Apr
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!

New Deerfield Resort Cottage Sleeps 4 Couples Getaway Norris Lake

9.8 out of 10, Exceptional, (6)
"Beautiful small cottage and the process for staying here was seamless."
New Deerfield Resort Cottage Sleeps 4 Couples Getaway Norris Lake

Lakefront Sharps Chapel Retreat w/ Boat Dock!

3.0 star property
Lakefront Sharps Chapel Retreat w/ Boat Dock!

Lakefront Retreat w/ Fire Pit on Norris Lake

3.0 star property
Lakefront Retreat w/ Fire Pit on Norris Lake

Farmhouse: Close to Norris Lake & ATV Trails!

3.0 star property
Farmhouse: Close to Norris Lake & ATV Trails!

Dog-friendly Family Home Steps to Norris Lake

3.0 star property
Dog-friendly Family Home Steps to Norris Lake

Boat, Swim & Unwind: Waterfront Norris Lake Home!

3.0 star property
Boat, Swim & Unwind: Waterfront Norris Lake Home!

Pet-friendly Speedwell Cabin, 1 Mi to Water!

3.0 star property
Pet-friendly Speedwell Cabin, 1 Mi to Water!

Large Tazewell Home < 1 Mi to Norris Lake Access!

3.0 star property
Large Tazewell Home < 1 Mi to Norris Lake Access!
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.
Don't see what you're looking for?
See all available properties in Middlesboro
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Middlesboro

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

10.0 out of 10, Exceptional, (1)
"Perfect! Owner was awesome and incredibly responsive. The house was immaculate and ideal for us. Wish we could have enjoyed the fire pit too but we were able to stay high and dry and cozy in the house and avoid the torrential downpours. There is even a nice covered area to get to the carport from the house. Neat historical home close to everything and we were honored to be the first VRBO customer. Thank you for a great experience. We will be back!"
The price is SAR 446
SAR 798 total
includes taxes & fees
25 Mar - 26 Mar
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

Lakefront home with private dock and boat launch - dog-friendly & central AC

9.6 out of 10, Exceptional, (28)
"Lovely home overlooking beautiful view of the inlet and lake. Two porches to enjoy -- one is screened. Very clean and didn't smell like dog! Super quiet and remote neighborhood."
Lakefront home with private dock and boat launch - dog-friendly & central AC

Dog-friendly lake home with private floating dock - jetted tub, firepit, & decks

6.8 out of 10, (13)
"To begin with the oven wasn’t working and after many calls and a few hours we were able to get into the electric box to flip it on. The rental company does not provide cleaning supplies due to their policy because it is poison. That’s what the proper manager told us. So the kitchen cabinets were filled with house feces and all we had to clean it with was dish soap. Also, the coffee pot had mold and old coffee grinds. Again nothing to clean with. They knew this on Wednesday night and we stayed...
Dog-friendly lake home with private floating dock - jetted tub, firepit, & decks
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

Why book your cottage in Middlesboro with Expedia?
We think that a vacation should be hassle-free, so if you’re searching for cottages in Middlesboro at a great price, Expedia has your back. Keep the budget under control and stay in an inexpensive option surrounded by nature, or splurge on a 5-star cottage to spoil your favorite people.
How can I find cheap cottages in Middlesboro?
The simplest way to get cheap cottages in Middlesboro is with Expedia’s convenient filter tool. Narrow down your search by star rating, amenities and budget to secure unbeatable deals in a couple of clicks.