Vacation rentals in Shelbyville, KY

33 available vacation rental offers

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Best vacation rentals and Airbnb offers in Shelbyville, KY

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

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

Apartment, Shelbyville

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi is a apartment in Shelbyville, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi is a apartment in Shelbyville, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $781.

From$112/night
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Unique Downtown Studio with an Industrial Vibe - Shelbyville, KY

Unique Downtown Studio with an Industrial Vibe

Apartment, Shelbyville

Unique Downtown Studio with an Industrial Vibe is a apartment in Shelbyville, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe is a apartment in Shelbyville, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $827.

From$118/night
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Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail. - Shelbyville, KY

Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.

Holiday Home, Shelbyville

Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail. is a holiday home in Shelbyville. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.

Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail. is a holiday home in Shelbyville. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,121.

From$160/night
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Shelbyville Farm studio close to hiking, horses, Kentucky derby and distillery’s - Shelbyville, KY

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

Apartment, Shelbyville

Shelbyville Farm studio close to hiking, horses, Kentucky derby and distillery’s is a apartment in Shelbyville, with parking and kitchen access. This stay gives travelers a comfortable base…

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

Shelbyville Farm studio close to hiking, horses, Kentucky derby and distillery’s is a apartment in Shelbyville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,143.

From$163/night
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Vacation rentals with parking in Shelbyville, KY

Find vacation rentals that make arriving by car easier.

Peace and Quiet Close to Louisville - 80+ Acres - Shelbyville, KY

Peace and Quiet Close to Louisville - 80+ Acres

Country House, Shelbyville

Peace and Quiet Close to Louisville - 80+ Acres is a country house in Shelbyville, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Peace and Quiet Close to Louisville - 80+ Acres

Peace and Quiet Close to Louisville - 80+ Acres is a country house in Shelbyville, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and onsite parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,447.

From$350/night
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Bourbon Country Escape! Spacious Home w/ Fire Pit - Shelbyville, KY

Bourbon Country Escape! Spacious Home w/ Fire Pit

Holiday Home, Shelbyville

Bourbon Country Escape! Spacious Home w/ Fire Pit is a holiday home in Shelbyville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Bourbon Country Escape! Spacious Home w/ Fire Pit

Bourbon Country Escape! Spacious Home w/ Fire Pit is a holiday home in Shelbyville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,671.

From$382/night
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Restored 1919 Farmhouse on 100 Private Acres - Shelbyville, KY

Restored 1919 Farmhouse on 100 Private Acres

Country House, Shelbyville

Restored 1919 Farmhouse on 100 Private Acres is a country house in Shelbyville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Restored 1919 Farmhouse on 100 Private Acres

Restored 1919 Farmhouse on 100 Private Acres is a country house in Shelbyville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,766.

From$395/night
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Kentucky Log Cabin - stunning 50 acres, Bourbon Trail, KY Derby, and more! - Shelbyville, KY

Kentucky Log Cabin - stunning 50 acres, Bourbon Trail, KY Derby, and more!

Cabin, Shelbyville

Kentucky Log Cabin - stunning 50 acres, Bourbon Trail, KY Derby, and more! is a cabin in Shelbyville, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Kentucky Log Cabin - stunning 50 acres, Bourbon Trail, KY Derby, and more!

Kentucky Log Cabin - stunning 50 acres, Bourbon Trail, KY Derby, and more! is a cabin in Shelbyville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,255.

From$608/night
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Pet-friendly vacation rentals in Shelbyville, KY

Bring your pet along with stays that welcome four-legged travelers.

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views - Shelbyville, KY

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Holiday Home, Shelbyville

Cozy Bourbon Trail Stay · Jacuzzi Tub & Best Views is a holiday home in Shelbyville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Cozy Bourbon Trail Stay · Jacuzzi Tub & Best Views is a holiday home in Shelbyville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,052.

From$293/night
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Bridle & Bourbon Retreat-Horse Country Escape - Shelbyville, KY

Bridle & Bourbon Retreat-Horse Country Escape

Holiday Home, Shelbyville

Bridle & Bourbon Retreat-Horse Country Escape is a holiday home in Shelbyville, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Bridle & Bourbon Retreat-Horse Country Escape

Bridle & Bourbon Retreat-Horse Country Escape is a holiday home in Shelbyville, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,289.

From$613/night
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Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION - Shelbyville, KY

Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION

Apartment, Shelbyville

Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION is a apartment in Shelbyville, with parking, kitchen access, and room for a group. This stay gives travelers…

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About Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION

Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION is a apartment in Shelbyville, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,293.

From$1,042/night
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Vacation rentals with a kitchen in Shelbyville, KY

Compare stays with kitchen access for longer trips and easier meals.

The Horse & Hound Bourbon Trail Retreat at Chickapoo Farm - Shelbyville, KY

The Horse & Hound Bourbon Trail Retreat at Chickapoo Farm

Country House, Shelbyville

The Horse & Hound Bourbon Trail Retreat at Chickapoo Farm is a country house in Shelbyville, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for…

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About The Horse & Hound Bourbon Trail Retreat at Chickapoo Farm

The Horse & Hound Bourbon Trail Retreat at Chickapoo Farm is a country house in Shelbyville, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,078.

From$297/night
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✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16 - Shelbyville, KY

✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

Holiday Home, Shelbyville

✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16 is a holiday home in Shelbyville, with kitchen access and room for a group. This stay gives travelers a…

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About ✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16 is a holiday home in Shelbyville, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,425.

From$489/night
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Bridle & Bourbon Retreat ~ Sleeps 16 ~ Derby & Bourbon Trail Estate on 5 Acres - Shelbyville, KY

Bridle & Bourbon Retreat ~ Sleeps 16 ~ Derby & Bourbon Trail Estate on 5 Acres

Country House, Shelbyville

Bridle & Bourbon Retreat ~ Sleeps 16 ~ Derby & Bourbon Trail Estate on 5 Acres is a country house in Shelbyville, with kitchen access, room for a group, and a quieter setting. This stay…

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About Bridle & Bourbon Retreat ~ Sleeps 16 ~ Derby & Bourbon Trail Estate on 5 Acres

Bridle & Bourbon Retreat ~ Sleeps 16 ~ Derby & Bourbon Trail Estate on 5 Acres is a country house in Shelbyville, with kitchen access, room for a group, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,581.

From$797/night
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Bourbon Trail Luxury Cabin; 4BR, 32 acre Estate, 20 minutes to Buffalo Trace - Shelbyville, KY

Bourbon Trail Luxury Cabin; 4BR, 32 acre Estate, 20 minutes to Buffalo Trace

Cabin, Shelbyville

Bourbon Trail Luxury Cabin; 4BR, 32 acre Estate, 20 minutes to Buffalo Trace is a cabin in Shelbyville, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Bourbon Trail Luxury Cabin; 4BR, 32 acre Estate, 20 minutes to Buffalo Trace

Bourbon Trail Luxury Cabin; 4BR, 32 acre Estate, 20 minutes to Buffalo Trace is a cabin in Shelbyville, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,739.

From$820/night
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Family-friendly vacation rentals in Shelbyville, KY

Plan a trip with stays that give families more room to spread out.

Hygge Creek Cottage near Bourbon Trail, Taylorsville Lake, Derby & Kayaking - Shelbyville, KY

Hygge Creek Cottage near Bourbon Trail, Taylorsville Lake, Derby & Kayaking

Cottage, Shelbyville

Hygge Creek Cottage near Bourbon Trail, Taylorsville Lake, Derby & Kayaking is a cottage in Shelbyville, with kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Hygge Creek Cottage near Bourbon Trail, Taylorsville Lake, Derby & Kayaking

Hygge Creek Cottage near Bourbon Trail, Taylorsville Lake, Derby & Kayaking is a cottage in Shelbyville, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,840.

From$263/night
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Bourbon Country Escape! Spacious Home w/ Fire Pit - Shelbyville, KY

Bourbon Country Escape! Spacious Home w/ Fire Pit

Cottage, Shelbyville

Bourbon Country Escape! Spacious Home w/ Fire Pit is a cottage in Shelbyville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Bourbon Country Escape! Spacious Home w/ Fire Pit

Bourbon Country Escape! Spacious Home w/ Fire Pit is a cottage in Shelbyville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,250.

From$395/night
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Bourbon Country Escape! Spacious Home w/ Fire Pit - Shelbyville, KY

Bourbon Country Escape! Spacious Home w/ Fire Pit

Cottage, Shelbyville

Bourbon Country Escape! Spacious Home w/ Fire Pit is a cottage in Shelbyville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Bourbon Country Escape! Spacious Home w/ Fire Pit

Bourbon Country Escape! Spacious Home w/ Fire Pit is a cottage in Shelbyville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,168.

From$489/night
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6-acre retreat in Derby City near Valhalla and Bourbon Trail - Shelbyville, KY

6-acre retreat in Derby City near Valhalla and Bourbon Trail

Holiday Home, Shelbyville

6-acre retreat in Derby City near Valhalla and Bourbon Trail is a holiday home in Shelbyville, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for…

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About 6-acre retreat in Derby City near Valhalla and Bourbon Trail

6-acre retreat in Derby City near Valhalla and Bourbon Trail is a holiday home in Shelbyville, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, gym, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $88,299.

From$12,614/night
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