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Vacation rentals in Middletown
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Top-rated vacation rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Middletown vacation rentals
Other great vacation rentals in Middletown
Guest favourite
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Home in Bardstown
4.99 out of 5 average rating, 71 reviewsStill Hill: Hot Tub*Game Room *Whiskey Lounge
Superhost
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Vacation home in Louisville
4.77 out of 5 average rating, 30 reviewsHistorical Mansion 7BD Vacation Home in Derby City
Superhost
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Home in New Albany
4.88 out of 5 average rating, 58 reviewsModern Townhome on Mansion Row w/Pool Table
Guest favourite
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Cabin in Taylorsville
4.94 out of 5 average rating, 34 reviewsBluegrass Bourbon Lodge Bourbon Trail/Lake/HotTub
Guest favourite
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Apartment in Louisville
4.83 out of 5 average rating, 120 reviewsHighlands Harmony House - Near Cherokee Park
Guest favourite
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Farm stay in Simpsonville
4.9 out of 5 average rating, 61 reviewsSpacious Home with Beautiful Views
Guest favourite
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Cabin in Shelbyville
4.94 out of 5 average rating, 98 reviewsCabin with spectacular views, creek, & hot tub
Superhost
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Home in Crescent Hill
4.86 out of 5 average rating, 56 reviewsLuxury Home Near Downtown, Highlands, Expo & More!
Quick stats about vacation rentals in Middletown
Total rentals
50 properties
Nightly prices starting at
$71 CAD before taxes and fees
Total number of reviews
1.1K 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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