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, (39 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 $144
CA $373 total
includes taxes & fees
May 12 - May 13
Close to Everything in Louisville!!!

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 $115
CA $280 total
includes taxes & fees
May 12 - May 13
Whiskey Stop-Close to Ky Expo, Walkable & Parking!

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 12 - May 13
Putt Putt House by Louisville Walking Bridge

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 12 - May 13
A Cozy Cottage Near the Heart of All Louisville Attractions!

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 $575 total
includes taxes & fees
May 12 - May 13
Uptown Class

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 $317 total
includes taxes & fees
May 12 - May 13
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 $85
CA $215 total
includes taxes & fees
May 13 - May 14
Top Floor Apt Near Churchill Downs & Expo Center

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, (32 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 19 - May 20
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

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 $114
CA $417 total
includes taxes & fees
May 12 - May 13
The Louisville Cottage | Prime Location | Near DT

Urban Explorer Pad | Near Downtown + Yard

Urban Explorer Pad | Near Downtown + Yard
Jeffersonville
9.0 out of 10, Wonderful, (43 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 $249
CA $468 total
includes taxes & fees
May 12 - May 13
Urban Explorer Pad | Near Downtown + Yard

Cozy Kentucky Derby stay close to Churchill Downs!

Cozy Kentucky Derby stay close to Churchill Downs!
Jeffersonville
The price is CA $135
CA $358 total
includes taxes & fees
May 17 - May 18
Cozy Kentucky Derby stay close to Churchill Downs!

A Derby getaway – only minutes to Churchill Downs!

A Derby getaway – only minutes to Churchill Downs!
Jackson
10.0 out of 10, Exceptional, (12 reviews)
"Great place!"
United States
Nakoma F.
The price is CA $119
CA $322 total
includes taxes & fees
May 12 - May 13
A Derby getaway – only minutes to Churchill Downs!

The Perfect Spot in Downtown

The Perfect Spot in Downtown
New Albany
The price is CA $94
CA $230 total
includes taxes & fees
May 12 - May 13
The Perfect Spot in Downtown

OG Highlands Home, Walkable & priv parking!

OG Highlands Home, Walkable & priv parking!
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 $108
CA $317 total
includes taxes & fees
May 12 - May 13
OG Highlands Home, Walkable & priv parking!

The Booker Noe Suite | Brick Home w/ Modern Design

The Booker Noe Suite | Brick Home w/ Modern Design
Taylor Berry
The price is CA $85
CA $208 total
includes taxes & fees
May 12 - May 13
The Booker Noe Suite | Brick Home w/ Modern Design

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 $169
CA $430 total
includes taxes & fees
May 12 - May 13
The Adelyn, where comfort meets convenience

Exquisite Condo with Views in Trendy NuLu District

Exquisite Condo with Views in Trendy NuLu District
Downtown Louisville
10.0 out of 10, Exceptional, (10 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 $333 total
includes taxes & fees
May 13 - May 14
Exquisite Condo with Views in Trendy NuLu District

Highlands Walkability- Top Restaurants, Nightlife, Shops- PacMan/King Bed

Highlands Walkability- Top Restaurants, Nightlife, Shops- PacMan/King Bed
Louisville
9.6 out of 10, Exceptional, (14 reviews)
"The home was perfect for our stay. Super clean and comfortable space. Great location near restaurants, pubs and shops. Very walkable neighborhood. "
United States
Shannon R.
The price is CA $149
CA $415 total
includes taxes & fees
May 12 - May 13
Highlands Walkability- Top Restaurants, Nightlife, Shops- PacMan/King Bed

The Kentucky Rose - Old Louisville with deck and courtyard

The Kentucky Rose - Old Louisville with deck and courtyard
Old Louisville
10.0 out of 10, Exceptional, (65 reviews)
"Host was very communicative, great place to gather but also provided spaces for privacy when needed, two kitchen spaces was great for our group. "
United States
Grant W.
The price is CA $308
CA $645 total
includes taxes & fees
May 12 - May 13
The Kentucky Rose - Old Louisville with deck and courtyard

Bright 2Bd/2ba for Bourbon Trail- Priv Parking!

Bright 2Bd/2ba for Bourbon Trail- Priv Parking!
Germantown
10.0 out of 10, Exceptional, (22 reviews)
"The place was very clean and in a great location."
United States
Paul S.
The price is CA $131
CA $349 total
includes taxes & fees
May 13 - May 14
Bright 2Bd/2ba for Bourbon Trail- Priv Parking!
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.