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 Louisville
4.93 out of 5 average rating, 134 reviewsSleeps 16, Highlands Area, Heated Pool, Hot tub
Oct 11 – 18
Home in Jeffersonville
4.94 out of 5 average rating, 36 reviewsCozy Neighborhood Home - 10 min to Louisville!
Jul 25 – Aug 1
Home in Louisville
5.0 out of 5 average rating, 48 reviewsCountryside Getaway
Jun 22 – 29
Home in Prospect
5.0 out of 5 average rating, 69 reviewsStay at Peppermint Cottage in Norton Commons !
Dec 29 – Jan 5
Home in Louisville
4.95 out of 5 average rating, 43 reviewsBourbon Country Lodge • 5 Acre Resort Pool+Hot Tub
Jan 31 – Feb 7
Home in Goshen
5.0 out of 5 average rating, 54 reviewsRelaxing River Retreat with Private Pool
Sep 19 – 26
Home in Louisville
5.0 out of 5 average rating, 11 reviewsLouisville Getaway - Main House
Oct 4 – 11
Home in Shelbyville
4.79 out of 5 average rating, 14 reviewsPool*HOT TUB*Bourbon Trail
Dec 9 – 16
Weekly house rentals
Home in Louisville
4.99 out of 5 average rating, 239 reviews★WorldlyHighlands★LARGE Kitchen, FASTWifi, Parking
Oct 23 – 30
Home in Louisville
4.94 out of 5 average rating, 539 reviewsLovely Home Steps to Restaurant Row
Feb 22 – Mar 1
Home in Bardstown
4.95 out of 5 average rating, 463 reviewsCreekview Farm: Bourbon, Horses, and Sunsets
Aug 27 – Sep 3
Home in Louisville
4.99 out of 5 average rating, 159 reviewsButchertown’s Historic Shantyboathouse
Nov 15 – 22
Home in Louisville
4.88 out of 5 average rating, 196 reviewsWhy Not Stay in Louisville? (up to 8 guests)
Dec 14 – 21
Home in Louisville
4.87 out of 5 average rating, 468 reviewsThe Crescent Cottage
Nov 2 – 9
Home in Louisville
4.96 out of 5 average rating, 270 reviewsGarden House - Nulu
Aug 6 – 13
Home in Louisville
4.96 out of 5 average rating, 144 reviewsCamp Taylor Hideaway Close to Audubon Hospital
Jul 4 – 11
Private house rentals
Home in New Albany
5.0 out of 5 average rating, 302 reviewsWelcome to the Bough House!
Sep 1 – 8
Home in La Grange
5.0 out of 5 average rating, 212 reviewsYour Romantic Cabin with Hot tub
Mar 29 – Apr 5
Home in Louisville
4.98 out of 5 average rating, 91 reviewsCharming Bungalow on 1.5 Acres in Amazing Location
May 21 – 28
Home in Crescent Hill
4.94 out of 5 average rating, 34 reviewsCentral location! Walk to shops & restaurants
Nov 1 – 8
Home in La Grange
4.91 out of 5 average rating, 87 reviewsLittle Blue Cottage on Main Street, La Grange KY
Oct 24 – 31
Home in Jeffersonville
5.0 out of 5 average rating, 39 reviewsBeachfront River Cottage
Jun 12 – 19
Home in Louisville
4.97 out of 5 average rating, 73 reviewsLuxurious Corporate/Derby Rental
Oct 7 – 14
Home in Louisville
4.89 out of 5 average rating, 9 reviewsMiddletown's Charm (Perfect for Louder Than Life)
Dec 20 – 27
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
$70 before taxes and fees
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