Search results; 78 places

Prices include all fees
Superhost
Home in Lancaster
The Herrington
3 min walk
Jun 16 – 21
R35,558 ZAR for 5 nights
for 5 nights
4.79 out of 5 average rating, 48 reviews
Guest favorite
Guesthouse in Lexington
Cozy studio with private pool and firepit
2 beds
Jul 22 – 27
R10,993 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 258 reviews
Top guest favorite
Farm stay in Harrodsburg
The Bunkhouse at Big Red Stables
3 beds
Jun 13 – 18
R11,978 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 138 reviews
Guest favorite
Apartment in Harrodsburg
The Nook at Castaway Farm
1 queen bed
Jun 2 – 7
R11,764 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 11 reviews
Top guest favorite
Home in Nicholasville
Cliff House
20 min drive
Jun 29 – Jul 4
R96,248 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 49 reviews
Top guest favorite
Guest suite in Wilmore
The Roosting Place
30 min drive
Jun 30 – Jul 5
R10,908 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 275 reviews
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Guest favorite
Cabin in Harrodsburg
Paradise Camp Cabin
1 min walk
Jun 2 – 8
R19,249 ZAR for 6 nights
for 6 nights
4.84 out of 5 average rating, 25 reviews
Top guest favorite
Home in Harrodsburg
Slice of Paradise
1 min walk
Jul 13 – 18
R35,826 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Harrodsburg
Endless Summer Lakeside Oasis & Boat Rental
1 min walk
Jun 9 – 14
R35,291 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 91 reviews
Guest favorite
Home in Harrodsburg
Lux Lake Gem w/ hot tub
1 min walk
Jul 6 – 11
R37,964 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 93 reviews
Superhost
Home in Harrodsburg
Lakeside Cozy Cabin Water Access
1 min walk
Jun 19 – 24
R28,019 ZAR for 5 nights
for 5 nights
4.84 out of 5 average rating, 25 reviews
Guest favorite
Cabin in Wilmore
Highbridge River Cabin, Private Dock, EV Charger
10 min drive
Jun 15 – 20
R19,142 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 58 reviews
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More stays available for your dates

Top guest favorite
Room in Lexington
Stay with SherrieRetired teacher,
Convenient for 2, No cleaning fee Discounts to 10%
Jun 15 – 20
R6,448 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 99 reviews
Guest favorite
Cabin in Harrodsburg
Shawnee Creek Bourbon Trail Chalet
30 min drive
Aug 15 – 20
R105,872 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews
Home in Versailles
Historic Sugar Hill Farm w/ Pool! Incredible View!
6 beds
Jun 8 – 13
R34,927 ZAR for 5 nights, originally R42,566 ZAR
for 5 nights
4.93 out of 5 average rating, 15 reviews
Top guest favorite
Home in Lexington
LexFunZone Oasis! Pool! Hottub! GameRm! Plinko!
4 beds
Jun 3 – 8
R48,010 ZAR for 5 nights, originally R58,848 ZAR
for 5 nights
4.96 out of 5 average rating, 114 reviews
Guest favorite
Home in Nicholasville
Central to Horses, Bourbon & Fun. 10 Min to Lex
30 min drive
Jul 28 – Aug 2
R21,174 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 15 reviews
Home in Lawrenceburg
Bourbon Trail-Pool, Hot Tub, Speakeasy, Mini-Golf
4 beds
Jun 5 – 10
R46,755 ZAR for 5 nights, originally R60,701 ZAR
for 5 nights
New place to stay
Apartment in Lexington
The Summit - fabulous apt
1 bed
Jun 11 – 16
R14,972 ZAR for 5 nights
for 5 nights
New place to stay
Guest favorite
Home in Lawrenceburg
High Spirits | Pool, Hot Tub, Game Room, Sleeps 20
13 beds
Jun 21 – 26
R134,079 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews
Top guest favorite
Home in Frankfort
MacAttie Acres
6 beds
Jun 2 – 7
R31,013 ZAR for 5 nights, originally R37,401 ZAR
for 5 nights
4.98 out of 5 average rating, 57 reviews
Top guest favorite
Home in Frankfort
#LuxBourbon-*Heated Pool, HotTub, Firepit,Gameroom
9 beds
Jun 23 – 28
R111,733 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Nicholasville
Kentucky River Villa
20 min drive
Jun 1 – 6
R96,248 ZAR for 5 nights
for 5 nights
4.78 out of 5 average rating, 59 reviews
Home in Nicholasville
Country Villa
40 min drive
Jun 4 – 9
R93,039 ZAR for 5 nights
for 5 nights