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206 places

Guest favorite

Guesthouse in Nicholasville

Cottage Retreat - Wine, Horses, Convenient

1 double bed

Apr 21 – 26

$88 per night

4.98 out of 5 average rating, 297 reviews

Guest favorite

Guesthouse in Nicholasville

The Grain House

2 beds

Apr 28 – May 3

$113 per night

4.95 out of 5 average rating, 169 reviews

Guest favorite

Room in Nicholasville

Stay with Ann

Hope House on Juniper

Apr 29 – May 4

$81 per night, originally $96

5.0 out of 5 average rating, 11 reviews

Guest favorite

Farm stay in Nicholasville

Moonlit Meadows: A Tranquil Getaway for Travelers

2 beds

Apr 20 – 25

$108 per night

4.93 out of 5 average rating, 240 reviews

Guest favorite

Cottage in Wilmore

River House - Cottage with KY River View & Access

2 beds

Apr 28 – May 3

$99 per night, originally $123

4.98 out of 5 average rating, 161 reviews

Guest favorite

Home in Nicholasville

Cali King beds w/ Koi pond Oasis. 15 min from LEX

4 beds

Jul 1 – 6

$181 per night

4.92 out of 5 average rating, 211 reviews

Guest favorite

Apartment in Wilmore

Travelers Loft - Asbury & Lexington area apartment

2 beds

Apr 28 – May 3

$73 per night, originally $83

4.93 out of 5 average rating, 247 reviews

Guest favorite

Home in Nicholasville

Contemporary Retreat 10mi -Keeneland &DT Lexington

3 beds

Apr 23 – 28

$282 per night, originally $413

4.93 out of 5 average rating, 15 reviews

Guest favorite

Farm stay in Lancaster

Serene barn loft in the heart of the Bluegrass

1 queen bed

Jun 18 – 23

$180 per night

5.0 out of 5 average rating, 139 reviews

Guest favorite

Home in Wilmore

*KY Charm*Asbury/Lex-King bed-foosball-piano-games

3 beds

May 7 – 12

$107 per night

5.0 out of 5 average rating, 27 reviews

Guest favorite

Home in Wilmore

Milk & Honey Farm Cottage House

3 beds

May 6 – 11

$251 per night

5.0 out of 5 average rating, 35 reviews

Guest favorite

Cabin in Wilmore

Highbridge River Cabin

3 beds

Jun 30 – Jul 5

$219 per night

5.0 out of 5 average rating, 13 reviews

Guest favorite

Cabin in Nicholasville

National Historic O'neal Cabin

2 beds

Jun 3 – 8

$160 per night

4.95 out of 5 average rating, 243 reviews

Guest favorite

Barn in Nicholasville

The Barn Loft

4 beds

May 21 – 26

$220 per night

4.93 out of 5 average rating, 90 reviews

Guest favorite

Home in Nicholasville

13mi to Keeneland/C&K Property/ Historic Farm

5 beds

May 5 – 10

$549 per night, originally $667

5.0 out of 5 average rating, 9 reviews

Guest favorite

Home in Nicholasville

Cuttawa House

5 beds

Jun 22 – 27

$390 per night

4.98 out of 5 average rating, 89 reviews

Home in Lexington

Luxe-Bourbon Trl-Pool-Hot Tub-Bar-Keeneland-GameRm

5 beds

May 6 – 11

$1,150 per night

New place to stay

Guest favorite

Home in Nicholasville

Cozy updated home mins to Keeneland and Lexington

7 beds

May 24 – 29

$316 per night

5.0 out of 5 average rating, 8 reviews