New Middletown Holiday Rentals

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Our top choices for New Middletown holiday rentals

Cozy Kentucky Derby stay close to Churchill Downs!

Cozy Kentucky Derby stay close to Churchill Downs!
Jeffersonville
The price is AU$349
includes taxes & fees
24 May - 25 May
Cozy Kentucky Derby stay close to Churchill Downs!

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, (34 reviews)
"The host was very welcoming! Thank you for a wonderful stay! "
United States
bevin o.
The price is AU$247
includes taxes & fees
27 May - 28 May
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Top Floor Apt Near Churchill Downs & Expo Center

Top Floor Apt Near Churchill Downs & Expo Center
Audubon
10.0 out of 10, Exceptional, (4 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 AU$223
includes taxes & fees
25 May - 26 May
Top Floor Apt Near Churchill Downs & Expo Center

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 AU$382
includes taxes & fees
27 May - 28 May
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
The price is AU$352
includes taxes & fees
24 May - 25 May
Cozy Louisville Home w/ Spacious Yard & Parking

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, (38 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 AU$193
includes taxes & fees
25 May - 26 May
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

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 AU$275
includes taxes & fees
27 May - 28 May
Whiskey Stop-Close to Ky Expo, Walkable & 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 AU$326
includes taxes & fees
27 May - 28 May
Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!

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 AU$269
includes taxes & fees
27 May - 28 May
A Cozy Cottage Near the Heart of All Louisville Attractions!

Preston Retreat - Convenient Germantown Location

Preston Retreat - Convenient Germantown Location
Merriwether
8.0 out of 10, Very good, (12 reviews)
"Not sure what happened to the access code that didn't work and we had to contact the host for a new one. Otherwise, it was clean and the beds were comfy. Having two bathrooms was a plus. "
United States
Donald S.
The price is AU$300
includes taxes & fees
24 May - 25 May
Preston Retreat - Convenient Germantown Location

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (21 reviews)
"Great house plenty of room for our group of 12 quiet street but close to alot to do"
United States
Brandon P.
The price is AU$526
includes taxes & fees
24 May - 25 May
Uptown Class

Putt Putt House by Louisville Walking Bridge

Putt Putt House by Louisville Walking Bridge
Jeffersonville
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful property in lovely area "
United States
A. Dawn
The price is AU$413
includes taxes & fees
7 June - 8 June
Putt Putt House by Louisville Walking Bridge

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 AU$457
includes taxes & fees
28 May - 29 May
The Adelyn, where comfort meets convenience

The Perfect Spot in Downtown

The Perfect Spot in Downtown
New Albany
10.0 out of 10, Exceptional, (1 review)
The price is AU$254
includes taxes & fees
2 June - 3 June
The Perfect Spot in Downtown

A Derby getaway – only minutes to Churchill Downs!

A Derby getaway – only minutes to Churchill Downs!
Paristown Pointe
10.0 out of 10, Exceptional, (12 reviews)
"Great place!"
United States
Nakoma F.
The price is AU$329
includes taxes & fees
25 May - 26 May
A Derby getaway – only minutes to Churchill Downs!

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, (45 reviews)
"Clean great location and host "
United States
Donna L.
The price is AU$279
includes taxes & fees
31 May - 1 June
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

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 AU$273
includes taxes & fees
7 June - 8 June
Beach Vibe 2 Miles to Whiskey Row Main Street Louisville Bourbon City Museum Row

OG Highlands Home, Walkable & priv parking!

OG Highlands Home, Walkable & priv parking!
Germantown
10.0 out of 10, Exceptional, (61 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 AU$355
includes taxes & fees
25 May - 26 May
OG Highlands Home, Walkable & priv parking!

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 AU$469
includes taxes & fees
7 June - 8 June
Urban Explorer Pad | Near Downtown + Yard

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 AU$308
includes taxes & fees
15 June - 16 June
Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row
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

Everything you need to know about New Middletown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the New Middletown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect New Middletown holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

New Middletown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in New Middletown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A New Middletown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of New Middletown holiday rentals we have selected for you start as low as AU$203 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on New Middletown rentals

At Expedia, we put the best New Middletown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top New Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream New Middletown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around New Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in New Middletown?

Yes, there are holiday rentals close to the most popular sights in New Middletown, or you can select a more secluded option if you're looking for a relaxing stay.

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

Newly renovated 4BR CozySuites: This holiday home rental outside of 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 that 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 wider area.

What are holiday rentals like in New Middletown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Middletown. Holiday rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips.