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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
31 Muh. - 2 Saf.
In two weeks
7 Saf. - 9 Saf.
In one month
21 Saf. - 23 Saf.
In two months
21 Rab. I - 23 Rab. I

Compare 13 Cottages in Middlesboro with updated reviews, rates, and availability.

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

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!
Calm Country Oasis - Creek, ATV Trls & Norris Lake

Calm Country Oasis - Creek, ATV Trls & Norris Lake

9.2 out of 10, Wonderful, (16)
"Very pretty and peaceful location. I would gladly stay again!"
The price is SAR 409
SAR 828 total
includes taxes & fees
23 Jan - 24 Jan
Calm Country Oasis - Creek, ATV Trls & Norris Lake
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

9.2 out of 10, Wonderful, (31)
"We hiked up to Tri-State Peak and had a fun time just being together with family. Lots of time for board games and sitting around the fire pit enjoying s’mores. Only issue was with overflowing and overturned garbage can. Host responded quickly and trash was picked up off ground but can remained full from previous guests so we had to keep our trash inside. "
The price is SAR 409
SAR 831 total
includes taxes & fees
25 Jan - 26 Jan
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Cozy Cottage on Norris Lake
Terrace/patio

Cozy Cottage on Norris Lake

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

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
Lakefront Sharps Chapel Retreat w/ Boat Dock!
Exterior

Lakefront Sharps Chapel Retreat w/ Boat Dock!

3.0 star property
Lakefront Sharps Chapel Retreat w/ Boat Dock!
New Deerfield Resort Cottage Sleeps 4 Couples Getaway Norris Lake
Room

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

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 627
SAR 951 total
includes taxes & fees
28 Jan - 29 Jan
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!
Farmhouse: Close to Norris Lake & ATV Trails!
Living area

Farmhouse: Close to Norris Lake & ATV Trails!

3.0 star property
Farmhouse: Close to Norris Lake & ATV Trails!
Pet-friendly Speedwell Cabin, 1 Mi to Water!
Exterior

Pet-friendly Speedwell Cabin, 1 Mi to Water!

3.0 star property
Pet-friendly Speedwell Cabin, 1 Mi to Water!
Dog-friendly Family Home Steps to Norris Lake
Exterior

Dog-friendly Family Home Steps to Norris Lake

3.0 star property
Dog-friendly Family Home Steps to Norris Lake
Waterfront Norris Lake Home: Boat, Swim & Unwind!
Terrace/patio

Waterfront Norris Lake Home: Boat, Swim & Unwind!

3.0 star property
Waterfront Norris Lake Home: Boat, Swim & Unwind!
Large Tazewell Home < 1 Mi to Norris Lake Access!
Dining

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
Sign in
Sign up, it's free

Other property types in Middlesboro

1928 Home in the heart of Cumberland Gap

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (77)
"We needed a place to stay after bringing our DCOM student back to school after Christmas. The 1928 Cottage fit our needs perfectly. The house is spacious and comfortable.Our twin sons enjoyed having their own bedrooms!We enjoyed looking at the old pictures and perusing the many books. There's also several games to choose from. We played a rousing game of Life. The location can't be beat! We walked to both Angelo's and Gap Creek Coffee. Neither spot disappoints!Thanks to Anthony for excellent...
The price is SAR 750
SAR 955 total
includes taxes & fees
23 Jan - 24 Jan
1928 Home in the heart of Cumberland Gap
Waker's Paradise: Lakefront,9br/8.5ba, Private Dock,Hot Tub,Gameroom,Sleeps 32
Living area

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

9.6 out of 10, Exceptional, (41)
"We visited this place with a large company and spent this time with a lot of emotions. Everyone had equal conditions for rest and everyone was satisfied! The only thing that upsets is the lack of a pier near the water. There was no opportunity to enjoy the quiet atmosphere of nature by dipping our feet in the water. But this did not prevent our company from spending this time unforgettable)))"
Waker's Paradise: Lakefront,9br/8.5ba, Private Dock,Hot Tub,Gameroom,Sleeps 32
Beautiful lakefront house with full kitchen, private dock, & hot tub

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

9.8 out of 10, Exceptional, (76)
"This house is gorgeous and it has everything you need for the lake. We had a great time! I will sure book this house again. Lovely property and paradise view!! "
Beautiful lakefront house with full kitchen, private dock, & hot tub
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?
Reserving a cottage in Middlesboro is as simple as entering your travel dates and choosing your ideal place for a vacation in the outdoors. From upmarket retreats to inexpensive stays and cottages that feature perks like free WiFi, Expedia has something for all tastes and styles. As for terrific deals? We’ve got them too!
How can I find cheap cottages in Middlesboro?
With Expedia’s handy filter tool, locating cheap cottages in Middlesboro couldn’t be easier. To discover stays that are friendly on the wallet, fine-tune your search results by budget, star rating and amenities.