New Middletown Holiday Rentals

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Our top choices for New Middletown holiday rentals

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
The price is AU$516
includes taxes & fees
6 Jan - 7 Jan
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Aparthotel in Downtown Louisville

Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (118)
"The check-in process was simple and easy, the room was spotless and had so many amenities. "
United States
Grace
The price is AU$263
includes taxes & fees
17 Jan - 18 Jan
Stellar Suites

Aparthotel in Downtown Louisville

The Reserve on Main
4.0 star property
10.0 out of 10, Exceptional, (1)
"Incredible stay. This stay was clean and inspiring for anyone wishing to take a break and recharge. We highly recommend this stay to everyone staying in the city. "
Canada
georgios
The price is AU$362
includes taxes & fees
14 Jan - 15 Jan
The Reserve on Main

Holiday Home in Jeffersonville

Putt Putt House by Louisville Walking Bridge
2.0 star property
10.0 out of 10, Exceptional, (9)
"Beautiful property in lovely area "
United States
A. Dawn
The price is AU$444
includes taxes & fees
19 Jan - 20 Jan
Putt Putt House by Louisville Walking Bridge
10.0 out of 10, Exceptional, (6)
"Really loved the location, lots of food fun and amenities.. Would highly recommend!"
United States
Esther B.
The price is AU$390
includes taxes & fees
3 Jan - 4 Jan
The Kentucky Mule-Huge 1BR / Stay Nulu Marketplace
10.0 out of 10, Exceptional, (71)
"Great location! Walking distance to several restaurants. Neighborhood is quite and safe. "
United States
Tracy F.
The price is AU$285
includes taxes & fees
5 Jan - 6 Jan
Book for Derby! Close to Churchill & Expo Center!

Aparthotel in Downtown Louisville

The Duke Hotel
2.0 star property
The price is AU$249
includes taxes & fees
6 Jan - 7 Jan
The Duke Hotel
10.0 out of 10, Exceptional, (22)
"Good rooms and clean place"
United States
Mufid S.
The price is AU$436
includes taxes & fees
15 Jan - 16 Jan
Southern Family Charmer - Perfect Space & Location with style and comfort!
10.0 out of 10, Exceptional, (22)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is AU$265
includes taxes & fees
18 Jan - 19 Jan
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
9.6 out of 10, Exceptional, (20)
"This house was just as described. We had everything we needed and the property manager was awesome communicating the whole time. Would definitely recommend to anyone! "
United States
Renee C.
The price is AU$470
includes taxes & fees
4 Jan - 5 Jan
Private Home Close to Zoo, U of L, Churchill Downs
2.0 star property
9.6 out of 10, Exceptional, (4)
"Property is up to date and as described. This was a great rental for our trip down for the bourbon festival. Communication was top notch as well. "
United States
Matthew F.
The price is AU$361
includes taxes & fees
15 Jan - 16 Jan
Stylish Louisville Gem | 3-BR Perfect for Groups!

Holiday Home in Jeffersonville

The Adelyn, where comfort meets convenience
10.0 out of 10, Exceptional, (5)
"Convenient to all Louisville destinations and downtown Jeffersonville "
United States
Ron R.
The price is AU$521
includes taxes & fees
15 Jan - 16 Jan
The Adelyn, where comfort meets convenience
2.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent walking to different little shops. Super decorated inside and out. Loved the hot tub. Would stay again! "
United States
kevin m.
The price is AU$342
includes taxes & fees
20 Jan - 21 Jan
The Burnt Barrel | New HotTub & Grill | Backyard!

Holiday Home in Camp Taylor

Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (37)
"Clean home and very friendly neighbors "
United States
Tranquilina G.
The price is AU$407
includes taxes & fees
6 Jan - 7 Jan
Close to Everything in Louisville!!!

Apartment in Jeffersonville

Secretariat Twin Spires Suite!
10.0 out of 10, Exceptional, (2)
"A wonderful place in a wonderful location. Walking distance to almost everything. Host was extremely helpful and made our stay unforgettable. The unit itself is very nice with easy access in and out. Lots of parking in the back. I would definitely recommend. "
United States
Drew J.
The price is AU$187
includes taxes & fees
1 Feb - 2 Feb
Secretariat Twin Spires Suite!
10.0 out of 10, Exceptional, (52)
"Great stay! House is perfect for 2 couples. Enjoyed Louisville!"
United States
Joe K.
The price is AU$380
includes taxes & fees
5 Jan - 6 Jan
Just like Home! Book Early for Ky Derby 2026!

Holiday Home in Phoenix Hill

The Chestnut - Nulu
2.0 star property
9.8 out of 10, Exceptional, (32)
"We stayed here for a "
United States
Holly J.
The price is AU$323
includes taxes & fees
4 Jan - 5 Jan
The Chestnut - Nulu

Aparthotel in Downtown Louisville

CozySuites at Nulu
4.0 star property
8.2 out of 10, Very good, (26)
"The unit was clean, all communications were timely, the property has all the amenities, and NULU is very walkable. A perfect stay! My only regret is that I wasn't able to extend the stay. Highly recommended if you're in the Louisville area "
United States
William
The price is AU$295
includes taxes & fees
14 Jan - 15 Jan
CozySuites at Nulu
10.0 out of 10, Exceptional, (18)
"The place was very clean and in a great location."
United States
Paul S.
The price is AU$385
includes taxes & fees
14 Jan - 15 Jan
2026 Ky Derby, Bourbon & Beyond, Louder Than Life!
9.6 out of 10, Exceptional, (24)
"We will stay here over and over again. It’s a lovely place that a perfect location."
United States
Jennifer H.
The price is AU$316
includes taxes & fees
14 Jan - 15 Jan
Stylish House Walking Distance from the Fun of the 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

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$236 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?

Charming Private Bungalow with EV Charger Near Downtown Louisville: This holiday home rental outside of New Middletown is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

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.