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Jessamine County
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208 places
Guest favorite
Guest favorite
Cottage in Harrodsburg
Cozy Tree House @ Herrington Lake near Lexington
4 beds
4 beds
Apr 18 – 23
Apr 18 – 23
$147
night
$147 per night
4.94 out of 5 average rating, 36 reviews
4.94 (36)
Guest favorite
Guest favorite
Apartment in Wilmore
Travelers Loft - Asbury & Lexington area apartment
2 beds
2 beds
Apr 28 – May 3
Apr 28 – May 3
$83
$73
night
$73 per night, originally $83
4.93 out of 5 average rating, 247 reviews
4.93 (247)
Guest favorite
Guest favorite
Cabin in Nicholasville
National Historic O'neal Cabin
2 beds
2 beds
Jun 3 – 8
Jun 3 – 8
$160
night
$160 per night
4.95 out of 5 average rating, 242 reviews
4.95 (242)
Guest favorite
Guest favorite
Cabin in Lexington
Rural Kentucky River Palisades Cabin/Past Distilry
5 queen beds
5 queen beds
May 5 – 10
May 5 – 10
$279
night
$279 per night
4.85 out of 5 average rating, 205 reviews
4.85 (205)
Superhost
Superhost
Cottage in Harrodsburg
Charming Tiny House on the Kentucky River
4 beds
4 beds
Jun 11 – 16
Jun 11 – 16
$110
night
$110 per night
4.88 out of 5 average rating, 105 reviews
4.88 (105)
Superhost
Superhost
Home in Lancaster
New Construction/ Close to Herrington Lake
4 beds
4 beds
May 6 – 11
May 6 – 11
$275
night
$275 per night
4.87 out of 5 average rating, 31 reviews
4.87 (31)
Guest favorite
Guest favorite
Home in Harrodsburg
Endless Summer Lakeside Oasis & Boat Rental
6 beds
6 beds
Apr 21 – 26
Apr 21 – 26
$205
night
$205 per night
4.93 out of 5 average rating, 61 reviews
4.93 (61)
Guest favorite
Guest favorite
Home in Lexington
Convenient to Keeneland, airport, food, shopping
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
$144
$116
night
$116 per night, originally $144
4.96 out of 5 average rating, 89 reviews
4.96 (89)
Guest favorite
Guest favorite
Guest suite in Wilmore
The Roosting Place
2 beds
2 beds
Jun 6 – 11
Jun 6 – 11
$104
night
$104 per night
4.93 out of 5 average rating, 237 reviews
4.93 (237)
Home in Harrodsburg
The Blue Heron Lakeside Chalet
Jun 5 – 10
Jun 5 – 10
$154
night
$154 per night
New place to stay
New
Home in Wilmore
Historic 1920’s Sears catalog home
7 beds
7 beds
Apr 19 – 24
Apr 19 – 24
$253
night
$253 per night
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favorite
Guest favorite
Home in Nicholasville
Cozy updated home mins to Keeneland and Lexington
7 beds
7 beds
May 24 – 29
May 24 – 29
$315
night
$315 per night
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favorite
Guest favorite
Chalet in Wilmore
Timberframe on Farm Lexington, KY Solar Power
5 beds
5 beds
May 5 – 10
May 5 – 10
$299
night
$299 per night
4.9 out of 5 average rating, 126 reviews
4.9 (126)
Guest favorite
Guest favorite
Home in Lancaster
Luxury Lake House with must see view
7 beds
7 beds
May 28 – Jun 2
May 28 – Jun 2
$509
night
$509 per night
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Guest favorite
Guest favorite
Guesthouse in Lexington
Cozy studio with private pool and firepit
2 beds
2 beds
May 5 – 10
May 5 – 10
$83
night
$83 per night
4.99 out of 5 average rating, 89 reviews
4.99 (89)
Home in Harrodsburg
Tranquility Cove: 5-Bedroom on Herrington Lake
7 beds
7 beds
Apr 23 – 28
Apr 23 – 28
$450
night
$450 per night
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favorite
Guest favorite
Home in Wilmore
Heavenly Home in the Heart of Horse Country
6 beds
6 beds
May 11 – 16
May 11 – 16
$249
night
$249 per night
4.93 out of 5 average rating, 40 reviews
4.93 (40)
Home in Versailles
Woodford Stables / Walk to Eckert's Orchard
4 beds
4 beds
May 5 – 10
May 5 – 10
$149
night
$149 per night
4.82 out of 5 average rating, 50 reviews
4.82 (50)
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