House vacation rentals in Middletown
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Top-rated house rentals in Middletown
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middletown house rentals
House rentals with a pool
Home in La Grange
5 out of 5 average rating, 31 reviewsLuxury Retreat:Firepit, Hot tub, Man Cave, Karaoke
Home in Shelbyville
4.79 out of 5 average rating, 42 reviewsPool*HOT TUB*Bourbon Trail
Home in Prospect
5 out of 5 average rating, 91 reviewsStay at Peppermint Cottage in Norton Commons
Home in Bagdad
5 out of 5 average rating, 24 reviewsStone Spring Farm Bourbon Trail
Home in Goshen
5 out of 5 average rating, 68 reviewsRelaxing River Retreat with Private Pool
Home in Louisville
5 out of 5 average rating, 16 reviewsꕥEntire Triple CrownꕥSlps 18, HOT TUB, POOL, firpt
Home in Taylorsville
4.89 out of 5 average rating, 104 reviewsKentucky Sunrise 18- Greet the Sun As it Rises
Home in Shelbyville
4.92 out of 5 average rating, 65 reviewsKentucky Farm Charm 6 Bedrooms in Bourbon Country
Weekly house rentals
Home in East Market District
4.99 out of 5 average rating, 114 reviewsNulu Liberty House
Home in Jeffersonville
4.99 out of 5 average rating, 103 reviewsLil Blue-Cheerful, fully renovated & updated home
Home in Louisville
4.86 out of 5 average rating, 177 reviewsLilly's Pad
Home in Highlands
4.85 out of 5 average rating, 170 reviews*Gorgeous common space w/ sunlight & powder area!*
Home in Germantown
4.93 out of 5 average rating, 145 reviewsShotgun Rye for Bourbon Trail, UL Games & KY Derby
Home in Louisville
4.97 out of 5 average rating, 315 reviewsUrban spot close to breweries, distilleries & more
Home in Louisville
4.94 out of 5 average rating, 267 reviewsLouisville's Central "Lilly Pad"
Home in Crescent Hill
4.94 out of 5 average rating, 678 reviewsCrescent Hill near downtown
Private house rentals
Home in Louisville
4.85 out of 5 average rating, 20 reviewsMiddletown's Charm (No Cleaning Fee)
Home in Louisville
5 out of 5 average rating, 10 reviewsConvenient & Cozy! Close 2 it all in Louisville!
Home in Crestwood
5 out of 5 average rating, 34 reviewsBriar Creek Cottage
Home in Louisville
5 out of 5 average rating, 15 reviewsEntire House in Middletown - Trailers/RVs access
Home in Jeffersontown
4.96 out of 5 average rating, 23 reviewsSafe, comfortable, & convenient!
Home in Louisville
4.96 out of 5 average rating, 51 reviews9 guest house in Louisville
Home in Louisville
4.89 out of 5 average rating, 18 reviewsNewly Remodeled 3BR with Hot Tub and Game Room
Home in Louisville
5 out of 5 average rating, 35 reviewsThis old Kentucky home - Middletown/Derby/Bourbon
Quick stats about house rentals in Middletown
Total rentals
40 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
950 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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