New Middletown Vacation Rentals

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Our top choices for New Middletown vacation rentals

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
South Louisville
10.0 out of 10, Exceptional, (31 reviews)
"Very convenient stay. Easily fit the needs to access area we needed to stay in and place was comfortable clean."
United States
Michelle W.
The price is CA $55
CA $239 total
includes taxes & fees
May 10 - May 11
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Stylish House Walking Distance from the Fun of the Highlands!

Stylish House Walking Distance from the Fun of the Highlands!
Phoenix Hill
9.4 out of 10, Exceptional, (32 reviews)
"We will stay here over and over again. It’s a lovely place that a perfect location."
United States
Jennifer H.
The price is CA $86
CA $260 total
includes taxes & fees
May 13 - May 14
Stylish House Walking Distance from the Fun of the Highlands!

Whiskey Stop-Close to Ky Expo, Walkable & Parking!

Whiskey Stop-Close to Ky Expo, Walkable & Parking!
Germantown
10.0 out of 10, Exceptional, (76 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is CA $121
CA $285 total
includes taxes & fees
May 10 - May 11
Whiskey Stop-Close to Ky Expo, Walkable & Parking!

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (38 reviews)
"This is a great little place to stay! Close to the Exposition Center and a lot of other attractions. It is an older place but clean and comfortable. This is our second stay at this place. "
United States
jaggers959
The price is CA $143
CA $373 total
includes taxes & fees
May 12 - May 13
Close to Everything in Louisville!!!

Cozy Louisville Home w/ Spacious Yard & Parking

Cozy Louisville Home w/ Spacious Yard & Parking
Wyandotte
9.4 out of 10, Exceptional, (13 reviews)
"Perfect place to stay for the North American International Livestock Exposition. The house was cozy and convenient. "
United States
Amy
Cozy Louisville Home w/ Spacious Yard & Parking

Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!

Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!
Shelby Park
9.6 out of 10, Exceptional, (23 reviews)
"This home is warm and cozy and close to everything we had planned."
United States
Dawn G.
The price is CA $123
CA $306 total
includes taxes & fees
May 26 - May 27
Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!

Top Floor Apt Near Churchill Downs & Expo Center

Top Floor Apt Near Churchill Downs & Expo Center
Audubon
10.0 out of 10, Exceptional, (3 reviews)
"Super unique spot with great ambiance and energy! You can tell the hosts put a lot of time into making it a one-of-a-kind retreat. "
United States
andrew
The price is CA $84
CA $215 total
includes taxes & fees
May 11 - May 12
Top Floor Apt Near Churchill Downs & Expo Center

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Jeffersonville
9.6 out of 10, Exceptional, (36 reviews)
"This little apartment was great for what we needed! Clean, efficient, fast communication with the host, and right on the river near cute shops and restaurants. The washer/dryer was a great bonus. "
United States
Courtney
The price is CA $68
CA $185 total
includes taxes & fees
May 10 - May 11
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

A Cozy Cottage Near the Heart of All Louisville Attractions!

A Cozy Cottage Near the Heart of All Louisville Attractions!
Cloverleaf
10.0 out of 10, Exceptional, (390 reviews)
"Wonderful little place to stay for a weekend. 10/10 recommend staying here. Quiet and serene, and the hosts have thought of everything- very nicely equipped!"
United States
Amanda E.
The price is CA $197
CA $262 total
includes taxes & fees
May 11 - May 12
A Cozy Cottage Near the Heart of All Louisville Attractions!

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
New Albany
10.0 out of 10, Exceptional, (44 reviews)
"Great home and great location with access to many things close by."
United States
Todd S.
The price is CA $94
CA $270 total
includes taxes & fees
May 25 - May 26
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

The Perfect Spot in Downtown

The Perfect Spot in Downtown
New Albany
The price is CA $94
CA $229 total
includes taxes & fees
May 11 - May 12
The Perfect Spot in Downtown

Beach Vibe 2 Miles to Whiskey Row Main Street Louisville Bourbon City Museum Row

Beach Vibe 2 Miles to Whiskey Row Main Street Louisville Bourbon City Museum Row
Clarksville
10.0 out of 10, Exceptional, (11 reviews)
"This establishment was exceptionally clean and well-organized, conveniently located near various attractions. I highly recommend this location for a vacation stay."
United States
Hailey H.
The price is CA $82
CA $262 total
includes taxes & fees
May 17 - May 18
Beach Vibe 2 Miles to Whiskey Row Main Street Louisville Bourbon City Museum Row

The Adelyn, where comfort meets convenience

The Adelyn, where comfort meets convenience
Jeffersonville
10.0 out of 10, Exceptional, (8 reviews)
"The host was super responsive. The place was absolutely a gem!"
United States
Jeffery
The price is CA $168
CA $430 total
includes taxes & fees
May 12 - May 13
The Adelyn, where comfort meets convenience

Putt Putt House by Louisville Walking Bridge

Putt Putt House by Louisville Walking Bridge
Jeffersonville
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful property in lovely area "
United States
A. Dawn
The price is CA $137
CA $406 total
includes taxes & fees
May 11 - May 12
Putt Putt House by Louisville Walking Bridge

Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row

Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row
Clarksville
8.8 out of 10, Excellent, (8 reviews)
"Just 6 minutes off the high way where restaurants and stores!! Go the other way 8 minutes and your in louisville kentucky. "
United States
Casey
The price is CA $108
CA $297 total
includes taxes & fees
Jun 1 - Jun 2
Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row

Guests Love it! w/PrivPking-Bourbon, Music orWork!

Guests Love it! w/PrivPking-Bourbon, Music orWork!
Germantown
10.0 out of 10, Exceptional, (77 reviews)
"We enjoyed Karen's property and was a perfect getaway! I highly recommend. "
United States
Joe L.
Guests Love it! w/PrivPking-Bourbon, Music orWork!

Preston Retreat - Convenient Germantown Location

Preston Retreat - Convenient Germantown Location
Merriwether
8.0 out of 10, Very good, (12 reviews)
"Worked out well for our metro adventure. Older house with charm. Really does but up to the park which is great for walking and meeting the super nice neighbors. "
United States
Cory G.
The price is CA $87
CA $299 total
includes taxes & fees
May 20 - May 21
Preston Retreat - Convenient Germantown Location

The Louisville Cottage | Prime Location | Near DT

The Louisville Cottage | Prime Location | Near DT
Old Louisville
9.2 out of 10, Wonderful, (29 reviews)
"Very welcoming, great communication and nice place!!"
United States
Wendie V.
The price is CA $123
CA $430 total
includes taxes & fees
May 11 - May 12
The Louisville Cottage | Prime Location | Near DT

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (18 reviews)
"Great property. Good location. "
United States
Damont P.
The price is CA $171
CA $571 total
includes taxes & fees
May 10 - May 11
Uptown Class

Historic Whiskey Row Lofts in Heart of Downtown

Historic Whiskey Row Lofts in Heart of Downtown
Downtown Louisville
9.8 out of 10, Exceptional, (10 reviews)
"Easy check in and check out, clean place, very close to where we were hanging out for St Pattys day."
United States
Maxwell
The price is CA $96
CA $221 total
includes taxes & fees
May 13 - May 14
Historic Whiskey Row Lofts in Heart of Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top New Middletown Hotel Reviews

Find out more about New Middletown

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with New Middletown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in New Middletown?

Yes, we give you a choice of vacation rentals near the most popular sights in New Middletown, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that New Middletown has to offer?

Newly renovated 4BR CozySuites: This vacation home rental outside New Middletown is equipped with a garden, air-conditioning, and free WiFi to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in New Middletown?

Explore the area and family-friendly sights such as Kentucky Derby Museum, or get out into nature at a spot like Squire Boone Caverns. Corydon Capitol State Historic Site and Horseshoe Southern Indiana Casino are a couple of places you'll find in the larger area.

What are vacation rentals like in New Middletown?

Vacation rentals are privately owned accommodations you can stay in for several days or more in New Middletown. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.