House holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Middletown
House rentals with a pool
Home in Louisville
4.93 out of 5 average rating, 135 reviewsSleeps 16, Highlands Area, Heated Pool, Hot tub
Home in Lawrenceburg
4.82 out of 5 average rating, 147 reviewsRestful Bourbon Trail Lodge with Pool and Hot Tub
Home in Jeffersonville
4.95 out of 5 average rating, 40 reviewsCozy Neighborhood Home - 10 min to Louisville!
Home in Louisville
4.94 out of 5 average rating, 36 reviewsCountryside Retreat
Home in Goshen
5.0 out of 5 average rating, 56 reviewsRelaxing River Retreat with Private Pool
Home in Louisville
4.95 out of 5 average rating, 43 reviewsBourbon Country Lodge • 5 Acre Resort Pool+Hot Tub
Home in Louisville
5.0 out of 5 average rating, 11 reviewsLouisville Getaway - Main House
Home in Prospect
5.0 out of 5 average rating, 71 reviewsStay at Peppermint Cottage in Norton Commons !
Weekly house rentals
Home in Louisville
4.95 out of 5 average rating, 196 reviews502 House @ Progress Park w/ Game Room
Home in Louisville
4.94 out of 5 average rating, 244 reviewsLouisville's Central "Lilly Pad"
Home in Bardstown
4.95 out of 5 average rating, 467 reviewsCreekview Farm: Bourbon, Horses, and Sunsets
Home in Jeffersonville
4.95 out of 5 average rating, 158 reviewsCheerful 2 bedroom home, close to downtown
Home in Louisville
4.99 out of 5 average rating, 160 reviewsButchertown’s Historic Shantyboathouse
Home in Bedford
4.99 out of 5 average rating, 190 reviewsAtoka Farms
Home in Louisville
4.96 out of 5 average rating, 154 reviewsHip Highlands Victorian- Sleeps 8- Walk Everywhere
Home in Louisville
4.78 out of 5 average rating, 205 reviewscozy single family house in a quiet neighborhood
Private house rentals
Home in Crescent Hill
4.92 out of 5 average rating, 36 reviewsCentral location! Walk to shops & restaurants
Home in Louisville
5.0 out of 5 average rating, 31 reviewsThis old Kentucky home - Middletown/Lou/Derby/PGA
Home in Jeffersonville
5.0 out of 5 average rating, 41 reviewsBeachfront River Cottage
Home in Louisville
5.0 out of 5 average rating, 47 reviewsQuaint Highland's Bungalow
Home in Louisville
4.92 out of 5 average rating, 12 reviewsMiddletown's Charm (Perfect for Louder Than Life)
Home in Louisville
5.0 out of 5 average rating, 10 reviewsLuxury 2BR ~ Heart of Clifton! Unit 1
Home in Louisville
4.98 out of 5 average rating, 91 reviewsCharming Bungalow on 1.5 Acres in Amazing Location
Home in Simpsonville
4.94 out of 5 average rating, 70 reviewsComfortable sleek home bourbon trail
Quick stats about house rentals in Middletown
Total rentals
40 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
850 reviews
Nightly prices starting at
€ 65 before taxes and fees
Destinations to explore
- Cincinnati Holiday rentals
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