Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
middleburg ky
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
South America
South America
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Countryside
Cabins
Lake
Farms
Amazing pools
Rooms
Play
Tiny homes
Amazing views
Chef's kitchens
Vineyards
Camping
Trending
Bed & breakfasts
New
Lakefront
Off-the-grid
Design
Treehouses
Golfing
Filters
, 19 filters applied
19
Display total before taxes
Show map
Search results; 65 places in Middleburg
65 places in Middleburg
Superhost
Superhost
Farm stay in Hustonville
Secluded farm
2 queen beds
2 queen beds
Apr 17 – 22
Apr 17 – 22
$125
night
$125 per night
4.86 out of 5 average rating, 22 reviews
4.86 (22)
Guest favorite
Guest favorite
Farm stay in Liberty
Get away to somewhere beautiful.
3 beds
3 beds
Apr 23 – 28
Apr 23 – 28
$175
night
$175 per night
4.9 out of 5 average rating, 117 reviews
4.9 (117)
Guest favorite
Guest favorite
Tiny home in Nancy
Cabin near Wolf Creek Marina and public boat ramps
1 queen bed
1 queen bed
Apr 19 – 24
Apr 19 – 24
$54
$41
night
$41 per night, originally $54
4.89 out of 5 average rating, 54 reviews
4.89 (54)
Guest favorite
Guest favorite
Farm stay in Somerset
The Roost at Legacy Ridge Farm
4 beds
4 beds
Apr 18 – 23
Apr 18 – 23
$105
night
$105 per night
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Superhost
Superhost
Tiny home in Burnside
Country Cottage “The Love Nest” Lake Cumberland
1 queen bed
1 queen bed
Apr 17 – 22
Apr 17 – 22
$79
$71
night
$71 per night, originally $79
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favorite
Guest favorite
Tiny home in Nancy
Lake Cumberland, KY Adorable Cabin-Pets Allowed
4 beds
4 beds
Apr 21 – 26
Apr 21 – 26
$69
night
$69 per night
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favorite
Guest favorite
Farm stay in Nancy
Near Lake Cumberland-Whole House Private Stay
4 beds
4 beds
Apr 18 – 23
Apr 18 – 23
$120
night
$120 per night
4.97 out of 5 average rating, 30 reviews
4.97 (30)
Guest favorite
Guest favorite
Farm stay in Somerset
Charming & Secluded Farm House
May 1 – 6
May 1 – 6
$110
night
$110 per night
4.89 out of 5 average rating, 44 reviews
4.89 (44)
Guest favorite
Guest favorite
Farm stay in Springfield
The Getaway in Bourbon Country... with Breakfast
1 queen bed
1 queen bed
May 7 – 12
May 7 – 12
$110
night
$110 per night
4.98 out of 5 average rating, 600 reviews
4.98 (600)
Guest favorite
Guest favorite
Farm stay in Somerset
5 bedroom farmhouse close to town and the lake
9 beds
9 beds
Apr 17 – 22
Apr 17 – 22
$233
night
$233 per night
5.0 out of 5 average rating, 43 reviews
5.0 (43)
Superhost
Superhost
Barn in Lancaster
Bourbon Barndominium Bonanza!
11 beds
11 beds
Apr 19 – 24
Apr 19 – 24
$664
night
$664 per night
New place to stay
New
Camper/RV in Nancy
Wildwood Blessings
4 beds
4 beds
Apr 18 – 23
Apr 18 – 23
$100
night
$100 per night
New place to stay
New
Guest favorite
Guest favorite
Farm stay in Berea
Guest Home w/ Hiking & Horseback Riding
2 beds
2 beds
Apr 23 – 28
Apr 23 – 28
$104
night
$104 per night
4.93 out of 5 average rating, 90 reviews
4.93 (90)
Guest favorite
Guest favorite
Tiny home in Somerset
Happy Place
3 beds
3 beds
Apr 17 – 22
Apr 17 – 22
$105
night
$105 per night
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favorite
Guest favorite
Tiny home in Lebanon
Bourbon Trail Landing
1 queen bed
1 queen bed
Apr 27 – May 2
Apr 27 – May 2
$115
night
$115 per night
4.99 out of 5 average rating, 166 reviews
4.99 (166)
Guest favorite
Guest favorite
Dome in Monticello
Dome + HotTub + Escape + Lake
1 bed
1 bed
Apr 28 – May 3
Apr 28 – May 3
$207
$186
night
$186 per night, originally $207
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Guest favorite
Guest favorite
Farm stay in Lebanon
Farmhouse in the Country-5 minutes from downtown
4 beds
4 beds
Jul 9 – 14
Jul 9 – 14
$199
night
$199 per night
4.97 out of 5 average rating, 173 reviews
4.97 (173)
Guest favorite
Guest favorite
7
Reviews
4.86
Rating
5
Years hosting
Room in Stanford
Stay with Jerry
Stay with Jerry
Hosting for 5 years
,
·
Hosting for 5 years
Loft at Historic Arcadia Farm Danville Ky
Apr 18 – 23
Apr 18 – 23
$300
night
$300 per night
4.86 out of 5 average rating, 7 reviews
4.86 (7)
1
2
3
4