Simpsonville, KY 40067, USA Vacation Rentals

United States Kentucky Simpsonville vacation rental compare prices direct by owner 40603907

United States Kentucky Simpsonville vacation rental compare prices direct by owner 40615921

Luxury Country Retreat w 7 Bedroom | Bourbon Trail

5.0 (15)

7 Bedrooms • 14 Guests

$1,154 avg/night

United States Kentucky Simpsonville vacation rental compare prices direct by owner 40430198

Sleeps 26, Hot Tub & Sauna - Near Bourbon Trail

4.9 (17)

6 Bedrooms • 16 Guests

$1,669 avg/night

United States Kentucky Simpsonville vacation rental compare prices direct by owner 40640604

Pool | Golf Simulator | Hot Tub | 10 Acres | Horse

4.8 (24)

6 Bedrooms • 12 Guests

$1,073 avg/night

United States Kentucky Simpsonville vacation rental compare prices direct by owner 33101306

Perfect Derby Home w/ screened-in porch!

0.0 (0)

3 Bedrooms • 6 Guests

Available on

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United States Kentucky Simpsonville vacation rental compare prices direct by owner 12188036

Carriage House Cottage on horse farm.

5.0 (33)

1 Bedroom • 5 Guests

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United States Kentucky Simpsonville vacation rental compare prices direct by owner 28350739

A Slice Of Bourbon Country 1 BR *Fresh Breakfast*

5.0 (110)

1 Bedroom • 2 Guests

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United States Kentucky Simpsonville vacation rental compare prices direct by owner 29295496

Slice Of Bourbon Country 2 BR FreshBreakfast

5.0 (57)

2 Bedrooms • 4 Guests

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United States Kentucky Simpsonville vacation rental compare prices direct by owner 34162958

KY Cottage near Bourbon, Expo & Horse Park|Hot Tub

5.0 (72)

3 Bedrooms • 6 Guests

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United States Kentucky Simpsonville vacation rental compare prices direct by owner 1186832

Private Lower Level King Bed/Farm View

5.0 (792)

2 Bedrooms • 4 Guests

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United States Kentucky Simpsonville vacation rental compare prices direct by owner 1324885

Ridgecrest Estate. Comfort and Convenience.

5.0 (146)

1 Bedroom • 2 Guests

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United States Kentucky Simpsonville vacation rental compare prices direct by owner 39150307

The Haven Simpsonville* Bourbon Trail* 3 bed/3bath

5.0 (43)

3 Bedrooms • 6 Guests

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United States Kentucky Simpsonville vacation rental compare prices direct by owner 25570085

Comfortable sleek home bourbon trail

4.9 (151)

3 Bedrooms • 8 Guests

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United States Kentucky Simpsonville vacation rental compare prices direct by owner 23980424

Horse Farm with Beautiful Views

4.9 (82)

2 Bedrooms • 6 Guests

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United States Kentucky Simpsonville vacation rental compare prices direct by owner 396111

Derby Getaway on the Bourbon Trail

5.0 (18)

4 Bedrooms • 10 Guests

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United States Kentucky Simpsonville vacation rental compare prices direct by owner 40487313

A Slice Of Bourbon Country/3BRH

5.0 (2)

3 Bedrooms • 6 Guests

Barn Apartment Getaway near Louisville

5.0 (7)

2 Bedrooms • 4 Guests

$268 avg/night

United States Kentucky Simpsonville vacation rental compare prices direct by owner 45286012

Spacious Bourbon retreat near Downtown Louisville!

5.0 (2)

5 Bedrooms • 11 Guests

$448 avg/night

United States Kentucky Simpsonville vacation rental compare prices direct by owner 518713

Two full-sized beds ready for DERBY!

4.9 (8)

2 Bedrooms • 4 Guests

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United States Kentucky Simpsonville vacation rental compare prices direct by owner 27776870

DreamStar Farm - transportation available

4.8 (5)

4 Bedrooms • 8 Guests

Available on

United States Kentucky Simpsonville vacation rental compare prices direct by owner 11906691

Hampton Inn Simpsonville

4.3 (284)

1 Bedroom • 4 Guests

$153 avg/night

United States Kentucky Simpsonville vacation rental compare prices direct by owner 11911198

Hampton Inn Simpsonville

4.3 (284)

1 Bedroom • 4 Guests

$153 avg/night

United States Kentucky Simpsonville vacation rental compare prices direct by owner 11922136

Hampton Inn Simpsonville

4.3 (284)

1 Bedroom • 4 Guests

$153 avg/night

United States Kentucky Simpsonville vacation rental compare prices direct by owner 12679250

Hampton Inn Simpsonville

4.3 (280)

1 Bedroom • 4 Guests

$121 avg/night

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