We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

269 places in Middletown

Guest favorite

Home in Middletown

Cozy Cottage in Louisville

2 beds

Apr 23 – 28

$106 per night

5.0 out of 5 average rating, 12 reviews

Superhost

Home in Louisville

Countryside Retreat

4 beds

Apr 20 – 25

$495 per night

4.94 out of 5 average rating, 33 reviews

Apartment in Louisville

Spacious 1BR Suite | Pool, Parking + Gym D

1 queen bed

Apr 20 – 25

$63 per night, originally $111

Home in Louisville

Villa Rosa near Valhalla Golf

3 beds

Apr 19 – 24

$243 per night

New place to stay

Apartment in Middletown

Spacious 1BR Suite | Pool, Parking + Gym B

2 beds

Apr 26 – May 1

$109 per night, originally $148

4.71 out of 5 average rating, 17 reviews

Guest favorite

Home in Louisville

Countryside Getaway

2 queen beds

Apr 20 – 25

$195 per night

5.0 out of 5 average rating, 48 reviews

Apartment in Louisville

Luxury Apartment In Louisville

1 bed

May 27 – Jun 1

$87 per night

5.0 out of 5 average rating, 4 reviews

Guest favorite

Apartment in Blue Ridge Manor

2Bdrm Cozy KING Derby City Retreat

2 beds

Apr 21 – 26

$175 per night

5.0 out of 5 average rating, 10 reviews

Apartment in Louisville

Modern and Upscale 2BR in Louisville

2 queen beds

May 19 – 24

$99 per night

4.63 out of 5 average rating, 16 reviews

Apartment in Louisville

Spacious 2BR Suite | Pool, Parking + Gym C

2 queen beds

Apr 23 – 28

$132 per night, originally $162

Home in Louisville

LUX Derby/Valhalla house w/Pool

May 9 – 14

$1,500 per night

New place to stay

Apartment in Lyndon

Home of Bourbon | Free Breakfast Daily

2 beds

Apr 18 – 23

$130 per night

4.9 out of 5 average rating, 10 reviews

Guest favorite

Apartment in Louisville

Modern Peaceful 1BR Suite | Pool, Parking + Gym B

2 beds

Apr 28 – May 3

$171 per night

5.0 out of 5 average rating, 6 reviews

Guest favorite

Home in Jeffersonville

Cozy Neighborhood Home - 10 min to Louisville!

2 queen beds

May 19 – 24

$108 per night

4.94 out of 5 average rating, 35 reviews

Superhost

Home in Louisville

Kentucky Country Manor - Derby/PGA

10 beds

Apr 22 – 27

$1,382 per night

New place to stay

Guest favorite

Home in Louisville

Louisville Bourbon City Nights, Private Yard Oasis

2 queen beds

May 5 – 10

$450 per night

5.0 out of 5 average rating, 10 reviews

Guest favorite

Home in Louisville

Bourbon Country Lodge • 5 Acre Resort Pool+Hot Tub

6 beds

Apr 22 – 28

$903 per night, originally $1,023

4.95 out of 5 average rating, 41 reviews

Apartment in Louisville

Modern Peaceful 3BR Suite | Pool, Parking + Gym C

4 beds

Apr 20 – 25

$134 per night, originally $162