Search results; Over 1,000 places in Middletown

Top guest favorite
Cabin in Louisville
Historic Cabin by Bourbon Trail
2 beds
May 17 – 22
G$156,306 GYD for 5 nights, originally G$259,190 GYD
for 5 nights
5.0 out of 5 average rating, 204 reviews
Top guest favorite
Home in Louisville
Perfect for Work or Play, Close to Everything!
4 beds
May 25 – 30
G$239,292 GYD for 5 nights
for 5 nights
5.0 out of 5 average rating, 221 reviews
Home in Louisville
Bask in the Bluegrass on this Equestrian Estate
5 beds
Jul 1 – 6
G$6,514,753 GYD for 5 nights
for 5 nights
New place to stay
Hotel in Louisville
Home of Bourbon | Free Breakfast Daily
2 beds
May 14 – 19
G$81,053 GYD for 5 nights, originally G$95,356 GYD
for 5 nights
4.5 out of 5 average rating, 4 reviews
Guest favorite
Home in Louisville
HOUSE ON HERRICK
2 queen beds
May 14 – 19
G$184,942 GYD for 5 nights
for 5 nights
4.94 out of 5 average rating, 140 reviews
Superhost
Home in Louisville
Bluegrass Equestrian Estate
Free cancellation
Jul 9 – 14
G$8,948,838 GYD for 5 nights
for 5 nights
New place to stay
Superhost
Home in Louisville
Unique Serenity - Entire Home On Private 3-Acres
Free cancellation
May 20 – 25
G$783,680 GYD for 5 nights
for 5 nights
5.0 out of 5 average rating, 44 reviews
Top guest favorite
Guest suite in Louisville
Middletown Private Guest House
1 queen bed
May 18 – 23
G$117,051 GYD for 5 nights
for 5 nights
4.97 out of 5 average rating, 61 reviews
Top guest favorite
Guest suite in Louisville
Olive Branch Suite in East Louisville Neighborhood
1 queen bed
May 15 – 20
G$106,192 GYD for 5 nights
for 5 nights
4.99 out of 5 average rating, 199 reviews
Guest favorite
Home in Louisville
Luxurious Corporate/Derby Rental
4 beds
May 18 – 23
G$432,289 GYD for 5 nights
for 5 nights
4.96 out of 5 average rating, 98 reviews
Guest favorite
Room in Louisville
Stay with SamuelInternational trade,
PRIVATE ENTRY AND ROOM,CLEAN,TIDY,NEWLY FURNISHED
May 14 – 19
G$66,818 GYD for 5 nights
for 5 nights
4.77 out of 5 average rating, 77 reviews
Home in Louisville
Cute Ranch House
3 beds
May 16 – 21
G$292,328 GYD for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Top guest favorite
Home in Louisville
Professional Serenity Suites
Free cancellation
May 26 – 31
G$147,716 GYD for 5 nights
for 5 nights
4.98 out of 5 average rating, 61 reviews
Apartment in Louisville
Soothing1BR Retreat | Pool, Parking & Comfort
2 beds
May 14 – 19
G$114,067 GYD for 5 nights
for 5 nights
New place to stay
Home in Louisville
Derby City Guesthouse - 7 min. from PGA Tour
6 beds
Jul 4 – 9
G$711,134 GYD for 5 nights
for 5 nights
Top guest favorite
Home in Crestwood
Briar Creek Cottage
2 beds
May 18 – 23
G$185,267 GYD for 5 nights
for 5 nights
5.0 out of 5 average rating, 52 reviews
Top guest favorite
Home in Louisville
Entire House in Middletown - Trailers/RVs access
Free cancellation
May 31 – Jun 5
G$269,420 GYD for 5 nights
for 5 nights
5.0 out of 5 average rating, 25 reviews
Apartment in Louisville
Charming 2BR Retreat | Pool, Parking, Gym
2 queen beds
May 15 – 20
G$155,114 GYD for 5 nights, originally G$212,968 GYD
for 5 nights
4.5 out of 5 average rating, 4 reviews