New Middletown Vacation Rentals

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Our top choices for New Middletown vacation rentals

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 $370 total
includes taxes & fees
Apr 23 - Apr 24
Close to Everything in Louisville!!!

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 $129
CA $313 total
includes taxes & fees
Apr 23 - Apr 24
Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!

The Adelyn, where comfort meets convenience

The Adelyn, where comfort meets convenience
Jeffersonville
10.0 out of 10, Exceptional, (7 reviews)
"Convenient to all Louisville destinations and downtown Jeffersonville "
United States
Ron R.
The price is CA $168
CA $430 total
includes taxes & fees
May 5 - May 6
The Adelyn, where comfort meets convenience

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, (385 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 $196
CA $260 total
includes taxes & fees
Apr 23 - Apr 24
A Cozy Cottage Near the Heart of All Louisville Attractions!

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

Guests Love it! w/PrivPking-DERBY, Bourbon orWork!
Germantown
10.0 out of 10, Exceptional, (76 reviews)
"We enjoyed Karen's property and was a perfect getaway! I highly recommend. "
United States
Joe L.
The price is CA $119
CA $283 total
includes taxes & fees
May 19 - May 20
Guests Love it! w/PrivPking-DERBY, Bourbon orWork!

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
9.8 out of 10, Exceptional, (29 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 $72
CA $258 total
includes taxes & fees
May 4 - May 5
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Urban Explorer Pad | Near Downtown + Yard

Urban Explorer Pad | Near Downtown + Yard
Jeffersonville
9.0 out of 10, Wonderful, (42 reviews)
"Amazing stay, would stay again any time! Host was easy to communicate with and home was clean when we arrived and had everything needed for a wonderful stay!"
United States
Cameron J.
The price is CA $150
CA $338 total
includes taxes & fees
Apr 23 - Apr 24
Urban Explorer Pad | Near Downtown + Yard

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, (34 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 $61
CA $177 total
includes taxes & fees
Apr 23 - Apr 24
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Close to Ky Fairgrounds&Expo, Churchill Downs!

Close to Ky Fairgrounds&Expo, Churchill Downs!
Germantown
10.0 out of 10, Exceptional, (75 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is CA $257
CA $468 total
includes taxes & fees
Apr 27 - Apr 28
Close to Ky Fairgrounds&Expo, Churchill Downs!

OG Highlands Home w/3ba & priv parking! Ky Derby!

OG Highlands Home w/3ba & priv parking! Ky Derby!
Germantown
10.0 out of 10, Exceptional, (60 reviews)
"Everything was wonderful - house nicelyDecorated & very large &Well appointed. Nice location easy to get all around Louisville "
United States
Pamela L.
The price is CA $159
CA $384 total
includes taxes & fees
Apr 23 - Apr 24
OG Highlands Home w/3ba & priv parking! Ky Derby!

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, (42 reviews)
"Great home and great location with access to many things close by."
United States
Todd S.
The price is CA $102
CA $279 total
includes taxes & fees
May 10 - May 11
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

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, (30 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 $80
CA $251 total
includes taxes & fees
Apr 23 - Apr 24
Stylish House Walking Distance from the Fun of the Highlands!

Contemporary Studio in NuLu Arts District

Contemporary Studio in NuLu Arts District
Downtown Louisville
10.0 out of 10, Exceptional, (15 reviews)
"Clean and comfortable, great location."
United States
Robyn K.
The price is CA $77
CA $199 total
includes taxes & fees
May 12 - May 13
Contemporary Studio in NuLu Arts District

Mid-Century Oasis with Hot Tub

Mid-Century Oasis with Hot Tub
Jeffersonville
10.0 out of 10, Exceptional, (27 reviews)
"Awesome set up and location. "
United States
Jen S.
Mid-Century Oasis with Hot Tub

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (15 reviews)
"Great property. Good location. "
United States
Damont P.
The price is CA $170
CA $570 total
includes taxes & fees
Apr 23 - Apr 24
Uptown Class

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, (10 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 13 - May 14
Beach Vibe 2 Miles to Whiskey Row Main Street Louisville Bourbon City Museum Row

Exquisite Condo with Views in Trendy NuLu District

Exquisite Condo with Views in Trendy NuLu District
Downtown Louisville
10.0 out of 10, Exceptional, (8 reviews)
"Perfect spot for a family looking for the comforts of home while traveling. Lots of restaurants nearby just a walk or shirt driveways. Very easy to navigate everywhere we planned to go during our stay in town. "
United States
Abigail
The price is CA $121
CA $306 total
includes taxes & fees
Apr 23 - Apr 24
Exquisite Condo with Views in Trendy NuLu District

Cozy Louisville Home w/ Spacious Yard & Parking

Cozy Louisville Home w/ Spacious Yard & Parking
Wyandotte
9.4 out of 10, Exceptional, (12 reviews)
"Perfect place to stay for the North American International Livestock Exposition. The house was cozy and convenient. "
United States
Amy
The price is CA $321
CA $604 total
includes taxes & fees
Apr 26 - Apr 27
Cozy Louisville Home w/ Spacious Yard & Parking

The Kentucky Mule-Huge 1BR / Stay Nulu Marketplace

The Kentucky Mule-Huge 1BR / Stay Nulu Marketplace
Downtown Louisville
10.0 out of 10, Exceptional, (7 reviews)
"Really loved the location, lots of food fun and amenities.. Would highly recommend!"
United States
Esther B.
The price is CA $145
CA $379 total
includes taxes & fees
May 5 - May 6
The Kentucky Mule-Huge 1BR / Stay Nulu Marketplace

The Caldwell - Germantown Highlands

The Caldwell - Germantown Highlands
Germantown
10.0 out of 10, Exceptional, (51 reviews)
"Amazing place to stay"
United States
Chris M.
The price is CA $134
CA $311 total
includes taxes & fees
Apr 23 - Apr 24
The Caldwell - Germantown Highlands
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?

Stylish 2BR Retreat Minutes from NuLu & Downtown!: This vacation home rental outside of New Middletown is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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. Turtle Run Winery 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.