Middlesboro Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Middlesboro vacation homes
1. Private bungalow close to LMU, ARH, Cumberland Gap
Private bungalow close to LMU, ARH, Cumberland GapMiddlesboro
The price is CA $219
CA $472 total
includes taxes & fees
Sep 21 - Sep 22
2. Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU
Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMUMiddlesboro
10.0 out of 10, Exceptional, (19 reviews)
"Lots of room. Clean. Good host."
Konnie D.
The price is CA $231
CA $554 total
includes taxes & fees
Oct 13 - Oct 14
3. Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.Middlesboro
9.2 out of 10, Wonderful, (7 reviews)
"We enjoyed our stay. "
Emily S.
The price is CA $286
CA $526 total
includes taxes & fees
Sep 23 - Sep 24
4. Welcoming 3-bedroom house with AC in charming Middlesboro
Welcoming 3-bedroom house with AC in charming MiddlesboroMiddlesboro
8.0 out of 10, Very good, (3 reviews)
"Great area to stay in "
Corinna E.
The price is CA $281
CA $549 total
includes taxes & fees
Sep 29 - Sep 30
5. House close to ARH Hospital, Tackett Creek & LMU!
House close to ARH Hospital, Tackett Creek & LMU!Middlesboro
7.4 out of 10, Good, (3 reviews)
"Advertised would sleep 12, yes it had beds for 12, but I guess we were to share towels , could be cleaner, food and trash under sofa cushions. Had to hunt for the WiFi password."
Elita W.
The price is CA $319
CA $615 total
includes taxes & fees
Sep 22 - Sep 23
6. Blissful Bungalow across from LMU campus
Blissful Bungalow across from LMU campusHarrogate
9.6 out of 10, Exceptional, (42 reviews)
"Very convenient to everything we needed to do, very clean and neat"
Brandi L.
The price is CA $152
CA $313 total
includes taxes & fees
Sep 21 - Sep 22
7. Harrogate Home Mountain View’s Dog Friendly
Harrogate Home Mountain View’s Dog FriendlyHarrogate
10.0 out of 10, Exceptional, (28 reviews)
"Great place to stay. "
Jodi D.
The price is CA $189
CA $383 total
includes taxes & fees
Sep 21 - Sep 22
8. Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley MarinaSpeedwell
9.2 out of 10, Wonderful, (26 reviews)
"The property was ideal. It was affordable, not too remote and had everything we needed."
Julie R.
The price is CA $113
CA $237 total
includes taxes & fees
Sep 23 - Sep 24
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.
Find vacation rentals that suit your style
Cabins
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Middlesboro Hotel Reviews
Quality Inn Harlan
10/10 Excellent
Find out more about Middlesboro
Middlesboro Vacation Homes information
Number of reviews | 160 |
|---|---|
Accommodation | 173 Vacation Homes |
Lowest Price | CA $237 |
Highest Price | CA $962 |
Explore a world of travel with Expedia
- Mountain Hotels in London
- Krypton Hotels
- Budget Host Westgate Inn
- Cottages in Corbin
- Hotels near Cumberland Falls
- B&B in Eastern Kentucky
- Red Roof Inn London I
- Cottages in Hyden
- Hotels with smoking rooms in Corbin
- Apartments in Heidrick
- Pet-Friendly Hotels in London
- Red Roof Inn Hotels in London
- Hyden Hotels
- Holiday Inn Express & Suites London by IHG
- Middlesboro Hotels
- Rv Parks in Annville
- Symbol Hotels
- Hampton Inn Williamsburg
- Barbourville Hotels
- Microtel Inn & Suites by Wyndham London
- Williamsburg Hotels
- Corbin Hotels
- Luxury Hotels in London
- Hotels with Hot Tubs in London
- B&B in London
- 3 Star Hotels in Gray
- Vacation Homes in Wallins Creek
- Cabin Rentals in Corbin
- Lakefront Home w/ Dock · King Suite · Stunning Lake Paradise
- Cabin Rentals in Burnside
- Holiday Inn Express Williamsburg by IHG
- Fairfield Inn & Suites by Marriott London
- Cottages in Buckhorn
- Luxury Hotels in Williamsburg
- Saxton Hotels
- Apartments in Krypton
- Pine Mountain State Resort Park
- Annville Hotels
- Chalets in Evarts
- Quality Inn London North
- Adults Only Resorts & in Eastern Kentucky
- Hilton Hotels
- Burnside Hotels
- Welcome to Lakeside Oasis – A Lakeside Getaway
- Super 8 by Wyndham Williamsburg
- Cheap Hotels in London
- Motel 6 London
- Enjoy your Perfect Getaway near Lake Cumberland! Pet Friendly with a Hot Tub!
- Hotels with Free Breakfast in London
- Econo Lodge London North
- Hotels near University of the Cumberlands
- Buckhorn Lake State Resort Park
- Comfort Inn & Suites Corbin North
- Lgbt Friendly Hotels in Middlesboro
- Cabin Rentals in Strunk
- Comfort Suites London South
- Vacation Homes in Lake
- Motel 6 Corbin
- Cumberland Falls State Resort Park
- Quality Inn
- Baymont by Wyndham London KY
- Adults Only Resorts & in London
- Pine Knot Hotels
- Country Inn & Suites by Radisson
- 5 Star Hotels in Benham
- Welcome to Rustic SMAK SHAK – Your Forest View Getaway!
- Apartments in Marshes Siding
- Oneida Hotels
- Cabin Rentals in London
- Scuddy Hotels
- London Hotels