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Taylorsville Holiday Rentals

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45 rentals in Taylorsville.
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Four Seasons Cottage on the Bourbon Trail and Taylorsville Lake, KY, holiday rental in Taylorsville

Four Seasons Cottage on the Bourbon Trail and Taylorsville Lake, KY

2 bedrooms
2 bathrooms
Sleeps 6
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Four Seasons Lake Cottage in Kentucky on the Bourbon Trail, holiday rental in Taylorsville

Four Seasons Lake Cottage in Kentucky on the Bourbon Trail

2 bedrooms
2 bathrooms
Sleeps 6
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Best View of Taylorville Lake My Perfect Place, holiday rental in Taylorsville

Best View of Taylorville Lake My Perfect Place

2 bedrooms
2 bathrooms
Sleeps 7
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The Boulevardier #19, holiday rental in Taylorsville

The Boulevardier #19

3 bedrooms
2 bathrooms
Sleeps 7
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Beautiful Lakeview Cottage 29 on The Bourbon Trail, holiday rental in Taylorsville

Beautiful Lakeview Cottage 29 on The Bourbon Trail

2 bedrooms
2 bathrooms
Sleeps 4
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Lake Livin' & Bourbon Sippin' - Taylorsville Lake, holiday rental in Taylorsville

Lake Livin' & Bourbon Sippin' - Taylorsville Lake

3 bedrooms
3 bathrooms
Sleeps 10
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Bourbon, Fishing, and Boating...oh my, holiday rental in Taylorsville

Bourbon, Fishing, and Boating...oh my

3 bedrooms
3 bathrooms
Sleeps 8
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GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake, holiday rental in Taylorsville

GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake

2 bedrooms
2 bathrooms
Sleeps 6
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Mint Julep, Lakeside Cottage near Louisville & The Bourbon Trail, holiday rental in Taylorsville

Mint Julep, Lakeside Cottage near Louisville & The Bourbon Trail

2 bedrooms
2 bathrooms
Sleeps 7
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Make This Your Kentucky Bourbon Trail Base Camp!!, holiday rental in Taylorsville

Make This Your Kentucky Bourbon Trail Base Camp!!

5 bedrooms
3 bathrooms
Sleeps 12
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The Old Fashioned #34, holiday rental in Taylorsville

The Old Fashioned #34

4 bedrooms
3 bathrooms
Sleeps 7
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little 'peace' of paradise - near Louisville, holiday rental in Taylorsville

little 'peace' of paradise - near Louisville

2 bedrooms
2 bathrooms
Sleeps 6
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Lakehouse with hot tub and beautiful lake view., holiday rental in Taylorsville

Lakehouse with hot tub and beautiful lake view.

3 bedrooms
3 bathrooms
Sleeps 7
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Historically Registered 1847 log Cabin, holiday rental in Taylorsville

Historically Registered 1847 log Cabin

3 bedrooms
3 bathrooms
Sleeps 10
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Quaint & Cozy 4 Bedroom Home in Country Setting, holiday rental in Taylorsville

Quaint & Cozy 4 Bedroom Home in Country Setting

East Louisville
4 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY, holiday rental in Taylorsville

Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

2 bedrooms
1 bathroom
Sleeps 6
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Captain's Cabin Bed & Breakfast: Historic & Romantic, holiday rental in Taylorsville

Captain's Cabin Bed & Breakfast: Historic & Romantic

East Louisville
1 bedroom
1 bathroom
Sleeps 2
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Luxurious Suite w/Garden on Court Square Downtown, holiday rental in Taylorsville

Luxurious Suite w/Garden on Court Square Downtown

1 bedroom
1 bathroom
Sleeps 2
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Le Coop Ultra Luxury 2 bed Urban Loft on Bourbon Trail.  Downtown Shelbyville KY, holiday rental in Taylorsville

Le Coop Ultra Luxury 2 bed Urban Loft on Bourbon Trail. Downtown Shelbyville KY

2 bedrooms
2 bathrooms
Sleeps 5
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Central location: to bardstown bourbon trail, fishing lake , keeneland., holiday rental in Taylorsville

Central location: to bardstown bourbon trail, fishing lake , keeneland.

5 bedrooms
3 bathrooms
Sleeps 10
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John Fitch Cottage, 1BR - Patio - Downtown, holiday rental in Taylorsville

John Fitch Cottage, 1BR - Patio - Downtown

1 bedroom
2 bathrooms
Sleeps 2
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KENTUCKY BOURBON TRAIL LAKEHOUSE WITH DOCK no cleaning fees * contactless entry, holiday rental in Taylorsville

KENTUCKY BOURBON TRAIL LAKEHOUSE WITH DOCK no cleaning fees * contactless entry

2 bedrooms
1 bathroom
Sleeps 8
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Urban Loft Downtown Shelbyville - *5,000 Sq Ft., Sleeps 17, holiday rental in Taylorsville

Urban Loft Downtown Shelbyville - *5,000 Sq Ft., Sleeps 17

5 bedrooms
4 bathrooms
Sleeps 16
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Bottled in Bond: Featured on HGTV, Heart of Bourbon Trail, Sleeps 10, holiday rental in Taylorsville

Bottled in Bond: Featured on HGTV, Heart of Bourbon Trail, Sleeps 10

5 bedrooms
3 bathrooms
Sleeps 10
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Luxurious 3 Room Loft - Downtown on Court Square, holiday rental in Taylorsville

Luxurious 3 Room Loft - Downtown on Court Square

1 bedroom
1 bathroom
Sleeps 2
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The Huston House, holiday rental in Taylorsville

The Huston House

2 bedrooms
2 bathrooms
Sleeps 4
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Morning glory cottage the 1880s Victorian completely restored, holiday rental in Taylorsville

Morning glory cottage the 1880s Victorian completely restored

3 bedrooms
3 bathrooms
Sleeps 6
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Bourbon Trail Cottage, holiday rental in Taylorsville

Bourbon Trail Cottage

1 bedroom
1 bathroom
Sleeps 2
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Beautiful apartment in the heart of Bardstown, KY, holiday rental in Taylorsville

Beautiful apartment in the heart of Bardstown, KY

2 bedrooms
2 bathrooms
Sleeps 6
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All You Need & More! Enjoy All Accommodations! Pool Table! Beautiful Neiborhood!, holiday rental in Taylorsville

All You Need & More! Enjoy All Accommodations! Pool Table! Beautiful Neiborhood!

5 bedrooms
4 bathrooms
Sleeps 12
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Your homebase for Louisville area attractions. Quiet, comfortable and convenient, holiday rental in Taylorsville

Your homebase for Louisville area attractions. Quiet, comfortable and convenient

East Louisville
3 bedrooms
2 bathrooms
Sleeps 6
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Convenient, Comfortable, Cute & Close to everything!, holiday rental in Taylorsville

Convenient, Comfortable, Cute & Close to everything!

East Louisville
4 bedrooms
2 bathrooms
Sleeps 7
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Pioneer Park Cottage, 2 BR/2 BA Downtown Historic Bardstown, holiday rental in Taylorsville

Pioneer Park Cottage, 2 BR/2 BA Downtown Historic Bardstown

2 bedrooms
2 bathrooms
Sleeps 4
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3BR / 2.5 BA LUXURIOUS Corporate/Derby Rental, holiday rental in Taylorsville

3BR / 2.5 BA LUXURIOUS Corporate/Derby Rental

East Louisville
3 bedrooms
3 bathrooms
Sleeps 8
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Bardstown Bourbon Trail House, holiday rental in Taylorsville

Bardstown Bourbon Trail House

3 bedrooms
2 bathrooms
Sleeps 6
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Farm House - Near Bourbon Trail & Pet Friendly, holiday rental in Taylorsville

Farm House - Near Bourbon Trail & Pet Friendly

3 bedrooms
1 bathroom
Sleeps 6
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Millstone Cottage, 2 BR/1 BA/Patio- Downtown, holiday rental in Taylorsville

Millstone Cottage, 2 BR/1 BA/Patio- Downtown

2 bedrooms
1 bathroom
Sleeps 4
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Ron & Orline's Home, holiday rental in Taylorsville

Ron & Orline's Home

2 bedrooms
1 bathroom
Sleeps 6
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Cozy Cottage 2 bdrm w/ wrap porch, 1 mile to xway, shops and entertainment, holiday rental in Taylorsville

Cozy Cottage 2 bdrm w/ wrap porch, 1 mile to xway, shops and entertainment

East Louisville
2 bedrooms
1 bathroom
Sleeps 4
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Brand New 2 Bedroom Townhouse, holiday rental in Taylorsville

Brand New 2 Bedroom Townhouse

East Louisville
2 bedrooms
2 bathrooms
Sleeps 4
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Wooded Retreat PLUS Derby, holiday rental in Taylorsville

Wooded Retreat PLUS Derby

East Louisville
5 bedrooms
5 bathrooms
Sleeps 14
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2 bedroom , cottage, easy and close location to shopping, restaurants and away, holiday rental in Taylorsville

2 bedroom , cottage, easy and close location to shopping, restaurants and away

East Louisville
3 bedrooms
2 bathrooms
Sleeps 4
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NEW! Farmhouse on 160 Acre Ranch w/ On-Site Hiking, holiday rental in Taylorsville

NEW! Farmhouse on 160 Acre Ranch w/ On-Site Hiking

5 bedrooms
4 bathrooms
Sleeps 8
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NEW Construction Derby Rental - 25 Min from Churchill Downs, holiday rental in Taylorsville

NEW Construction Derby Rental - 25 Min from Churchill Downs

East Louisville
5 bedrooms
3 bathrooms
Sleeps 12
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Newly Renovated. Spotless. Secure Neighborhood, holiday rental in Taylorsville

Newly Renovated. Spotless. Secure Neighborhood

East Louisville
3 bedrooms
2 bathrooms
Sleeps 6
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