Home Vacation Rentals By Owner In Shelbyville, KY

Showing 60 Of 61 Vacation Rentals
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Exceptional(14)

$976.1

/ Nightly
Apartment

Centrally Located in Downtown Shelbyville/Boutique Stay/Sleeps 14

Shelbyville, Kentucky, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(15)

$445.77

/ Nightly
Cottage

Beautiful restored Victorian farmhouse

Shelbyville, Kentucky, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(15)

$224.02

/ Nightly
Apartment

Hot Tub Fire Pit Game Room and EV Charger

Shelbyville, Kentucky, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(6)

$883.72

/ Nightly
Private Vacation Home

Historic Home Farm Stay in the Heart of Bourbon Country

Shelbyville, Kentucky, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(1)

$350.88

/ Nightly
Private Vacation Home

Quiet Downtown Maple Cottage Gem

Shelbyville, Kentucky, United States

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(11)

$1570.45

/ Nightly
Cabin

Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat

Shelbyville, Kentucky, United States

Bed 5

Bed

Bath 4

Bath

Sleep 23

Sleeps
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Exceptional(1)

$525.29

/ Nightly
Private Vacation Home

Lakefront - Bourbon Trl - Hot Tub

Shelbyville, Kentucky, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(3)

$1083.34

/ Nightly
Cabin

Hillside Cabin w/ Slps 20+ 11BD 3BA Fireplace & Hot Tub

Shelbyville, Kentucky, United States

Bed 1

Bed

Bath 4

Bath

Sleep 16

Sleeps
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Exceptional(12)

$205.91

/ Nightly
Apartment

Shelbyville Farm studio close to hiking, horses, Kentucky derby and distillery’s

Shelbyville, Kentucky, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(18)

$291.05

/ Nightly
Private Vacation Home

Historic home freshly renovated on the Bourbon Trail

Shelbyville, Kentucky, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(9)

$412.23

/ Nightly
Private Vacation Home

Bourbon Trail Retreat . Sleeps 10 + Hot Tub. In the Heart of the Bourbon Trail

Shelbyville, Kentucky, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(8)

$407.65

/ Nightly
Private Vacation Home

Hitching Post on the Bourbon Trl

Shelbyville, Kentucky, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(10)

$420.16

/ Nightly
Private Vacation Home

Bourbon Trail, Hot Tub, Pool, Quiet/Peaceful Location, 3 King Beds

Shelbyville, Kentucky, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Exceptional(45)

$1168.12

/ Nightly
Apartment

Bottled in Bond: Transportation available/Center of Bourbon Trail/ HGTV location

Shelbyville, Kentucky, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(4)

$619.4

/ Nightly
Country House

Kentucky Horse Farm Haven- Boarding vailable, Near Bourbon Trail & Venues

Shelbyville, Kentucky, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(3)

$332.79

/ Nightly
Agritourism

Farm Stay! Horses welcome! On the bourbon trail between Lexington and Louisville

Shelbyville, Kentucky, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(16)

$477.48

/ Nightly
Private Vacation Home

6 Mi to Bourbon Trail: Group Estate on 20 Acres

Shelbyville, Kentucky, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(33)

$350.93

/ Nightly
Cottage

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

Shelbyville, Kentucky, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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$784.99

/ Nightly
Private Vacation Home

Two Hot Tubs, Pet Friendly, BBQ,,, Theatre Room

Shelbyville, Kentucky, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(96)

$424.16

/ Nightly
Apartment

LeCoop Ultra Luxury 2 bed Loft on Bourbon Trail.Close to all distilleries

Shelbyville, Kentucky, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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View 33 Private vacation home

Home Most popular vacation rentals in Shelbyville

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Exceptional(96)

$296.75

/ Nightly
Private vacation home

Historic Gem on the Bourbon Trail at The Copper

Shelbyville, Kentucky, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(96)

$407.65

/ Nightly
Private vacation home

Hitching Post on the Bourbon Trl

Shelbyville, Kentucky, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(96)

$405.69

/ Nightly
Private vacation home

Heritage House 1900’s home part/close to the Bourbon Trail

Shelbyville, Kentucky, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(96)

$402.54

/ Nightly
Private vacation home

The Horse & Hound Bourbon Trail Retreat at Chickapoo Farm

Shelbyville, Kentucky, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(96)

$391.22

/ Nightly
Agritourism

The Country Pleasure Farm – Where Rustic Charm Meets Relaxation

Shelbyville, Kentucky, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(96)

$350.88

/ Nightly
Private vacation home

Quiet Downtown Maple Cottage Gem

Shelbyville, Kentucky, United States

Bed 0

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(96)

$342.25

/ Nightly
Private vacation home

Brown Ave Bourbon Trail & Beds- Shelbyville, KY

Shelbyville, Kentucky, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(96)

$332.79

/ Nightly
Agritourism

Farm Stay! Horses welcome! On the bourbon trail between Lexington and Louisville

Shelbyville, Kentucky, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(96)

$184.32

/ Nightly
Apartment

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Shelbyville, Kentucky, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(96)

$205.91

/ Nightly
Apartment

Shelbyville Farm studio close to hiking, horses, Kentucky derby and distillery’s

Shelbyville, Kentucky, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps

Most Popular Cities in Kentucky