New Middletown Holiday Rentals

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Our top choices for New Middletown holiday rentals

Hotel Hilo - Room 103

Hotel Hilo - Room 103
Cherokee Triangle
10.0 out of 10, Exceptional, (1 review)
"Had an amazing stay and would love to come back! The hotel was fantastic, and I'd recommend it to others. The only suggestion would be to check the water heater, as it was on the cooler side during my visit. But seriously, this was an amazing stay, and I can't wait to return!!!! "
United States
TyRiah G.
The price is NZ$218
includes taxes & fees
15 Feb - 16 Feb
Hotel Hilo - Room 103

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
The price is NZ$268
includes taxes & fees
5 Feb - 6 Feb
The Duke Hotel

Hotel Hilo - Room 202

Hotel Hilo - Room 202
Cherokee Triangle
The price is NZ$218
includes taxes & fees
5 Feb - 6 Feb
Hotel Hilo - Room 202

Hotel Hilo - Room 104

Hotel Hilo - Room 104
Cherokee Triangle
The price is NZ$218
includes taxes & fees
5 Feb - 6 Feb
Hotel Hilo - Room 104

Hotel Hilo - Room 204

Hotel Hilo - Room 204
Cherokee Triangle
The price is NZ$218
includes taxes & fees
5 Feb - 6 Feb
Hotel Hilo - Room 204

Hotel Hilo - Room 102

Hotel Hilo - Room 102
Cherokee Triangle
The price is NZ$218
includes taxes & fees
15 Feb - 16 Feb
Hotel Hilo - Room 102

Hotel Hilo - Room 203

Hotel Hilo - Room 203
Cherokee Triangle
The price is NZ$218
includes taxes & fees
15 Feb - 16 Feb
Hotel Hilo - Room 203

Hotel Hilo - Room 201

Hotel Hilo - Room 201
Cherokee Triangle
The price is NZ$218
includes taxes & fees
15 Feb - 16 Feb
Hotel Hilo - Room 201

Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (119 reviews)
"The check-in process was simple and easy, the room was spotless and had so many amenities. "
United States
Grace
The price is NZ$308
includes taxes & fees
18 Feb - 19 Feb
Stellar Suites

The Reserve on Main

The Reserve on Main
4.0 star property
Downtown Louisville
10.0 out of 10, Exceptional, (1 review)
"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 NZ$402
includes taxes & fees
8 Feb - 9 Feb
The Reserve on Main

CozySuites at Nulu

CozySuites at Nulu
4.0 star property
Downtown Louisville
8.2 out of 10, Very good, (26 reviews)
"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 NZ$326
includes taxes & fees
8 Feb - 9 Feb
CozySuites at Nulu

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
3.0 star property
New Albany
10.0 out of 10, Exceptional, (1 review)
"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 NZ$573
includes taxes & fees
16 Feb - 17 Feb
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37 reviews)
"Clean home and very friendly neighbors "
United States
Tranquilina G.
The price is NZ$446
includes taxes & fees
6 Feb - 7 Feb
Close to Everything in Louisville!!!

Hancock House

Hancock House
3.0 star property
Downtown Louisville
8.2 out of 10, Very good, (248 reviews)
"Great stay!"
United States
Tim
Hancock House

Charming 2 BR home by Emerson Park & Gardens - UL, Downtown, Shopping and Eats

Charming 2 BR home by Emerson Park & Gardens - UL, Downtown, Shopping and Eats
Schnitzelburg
9.8 out of 10, Exceptional, (42 reviews)
"Best hosts and neighborhood! Thank you for a quiet and comfortable stay! "
United States
Trina M.
The price is NZ$600
includes taxes & fees
5 Feb - 6 Feb
Charming 2 BR home by Emerson Park & Gardens - UL, Downtown, Shopping and Eats

Putt Putt House by Louisville Walking Bridge

Putt Putt House by Louisville Walking Bridge
Jeffersonville
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property in lovely area "
United States
A. Dawn
The price is NZ$487
includes taxes & fees
8 Feb - 9 Feb
Putt Putt House by Louisville Walking Bridge

Highlands Fav Home! Book Derby Now for Early Disc$

Highlands Fav Home! Book Derby Now for Early Disc$
Germantown
10.0 out of 10, Exceptional, (54 reviews)
"Great stay! House is perfect for 2 couples. Enjoyed Louisville!"
United States
Joe K.
The price is NZ$436
includes taxes & fees
9 Feb - 10 Feb
Highlands Fav Home! Book Derby Now for Early Disc$

NEW 2Bd/2Ba-Early Bird Discounts for 2026 Ky Derby

NEW 2Bd/2Ba-Early Bird Discounts for 2026 Ky Derby
Germantown
10.0 out of 10, Exceptional, (20 reviews)
"The place was very clean and in a great location."
United States
Paul S.
NEW 2Bd/2Ba-Early Bird Discounts for 2026 Ky Derby

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, (23 reviews)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is NZ$280
includes taxes & fees
10 Feb - 11 Feb
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Private Home Close to Zoo, U of L, Churchill Downs

Private Home Close to Zoo, U of L, Churchill Downs
Poplar Level
9.6 out of 10, Exceptional, (21 reviews)
"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 NZ$560
includes taxes & fees
9 Feb - 10 Feb
Private Home Close to Zoo, U of L, Churchill Downs
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 favorite 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 depends 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 NZ$264 per night. Entering your travel dates in the search wizard you might find 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?

Family Friendly, Historic Mansion Row, **5 min from Louisville!**: This holiday home rental outside of New Middletown is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as an arcade/games room.

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.