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Grandma's Cottage, 4 Bedrooms, Sleeps 10

Columbia house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$344

The Lake House/Cabin, A Hidden Gem (Sleeps 4)

Columbia house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$230

GERMANTOWN GEM CLOSE TO EVERYTHING DERBY!

Louisville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$2,294

The Orchard

Middleburg house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 9 minutes

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Price per night from

$98

City Gone Country Cabin

McKee house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

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Price per night from

$98

LOUISVILLE - PGA, DERBY, BOURBON Done right! Centrally located

Saint Matthews house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,720

⁕Whiskey Business* Bardstown Bound*Heaven Hill*

Springfield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$206

Charming 4 bedroom home minutes from Downtown!

Jeffersonville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$184

Bluegrass Boujee

Lexington house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

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Price per night from

$917

Hill n Dale Thoroughbred Horse Farm at Xalapa

North Middletown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

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Price per night from

$1,376

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Cozy furnished home away from home

Lexington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Secure parking

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Price per night from

$54

Centrally located 2-Bedrm condo in South Lexington

Lexington apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$230

Four Seasons Lake Cottage in Kentucky on the Bourbon Trail

Taylorsville cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$213

Exquisite Spa Theme Luxury Stay near Waterfront

Saint Matthews private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$69

Quaint and relaxing private room by the waterfront

Saint Matthews private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$69

2 bed/2.5 bath Historic District Luxury Townhouse

Louisville apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

“Super location - highly recommend” Stayed with spouse and two teenaged children while visiting family. The condo was located in an area with a lot of restaurants within walking distance that worked for both groups. It was well stocked and really comfortable. Two king bedrooms were large and comfortable and there was a quality pull out as well. Easy access to downtown attractions. Happy we found it and will stay again next time in town.

Responds fast! avg. 3 hours 4 minutes

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Price per night from

$224

little 'peace' of paradise - near Louisville

Taylorsville cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$148

Beautiful home near Cherokee and Seneca parks

Louisville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$918

The Huston House

Bardstown house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 42 minutes

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Price per night from

$258

Home rental

Louisville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$568

Countryside (Vacation) Getaway

Hodgenville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 8 minutes

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Price per night from

$178

Charming Kentucky Derby rental

Louisville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$1,577

Kentucky Derby Rental - Close in, East End

Louisville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$2,867

Charming Cottage Home on Farm in Kentucky Horse Country!

Lexington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$190

Wonderfully Quaint Cottage Near Downtown, UK and RUPP

Lexington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Secure parking, Rental types

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Price per night from

$137

Kentucky Derby House Rental

Louisville house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$2,064

Wooded Retreat PLUS Derby

Louisville house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Secure parking, Rental types

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Price per night from

$1,720

The Orange Door - Derby Perfect Sleeps 10

Louisville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Secure parking, Rental types

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Price per night from

$286

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Price per night from

$339

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Price per night from

$402

Private Room

Lexington house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Secure parking, Rental types

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Price per night from

$52

Seabiscuit 5- Relax And Kick Back

Taylorsville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$194

Highlands Derby Rental

Louisville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Secure parking, Rental types

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Price per night from

$1,720

The Knotted Nook Cabin *fire pit *tiny cabin *pet friendly *private

Mannsville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Secure parking, Rental types

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Price per night from

$213

Hygge Creek Cottage BB& Private Guest Boutique

Taylorsville house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Secure parking, Rental types

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Price per night from

$230

Bluegrass Serenity

Georgetown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Secure parking, Rental types

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Price per night from

$1,376

Home away from home ❤️

Lexington house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Secure parking, Rental types

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Price per night from

$287

Quirky Midcentury Lake Cumberland Bungalow

Burnside house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Secure parking, Rental types

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Price per night from

$172

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