New Middletown Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for New Middletown holiday rentals

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
10.0 out of 10, Exceptional, (1 review)
"Great stay! Clean and very easy to acess. "
United States
Justin
The price is AU$199
includes taxes & fees
19 Feb - 20 Feb
The Duke Hotel

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 AU$383
includes taxes & fees
19 Feb - 20 Feb
Close to Everything in Louisville!!!

Germantown Fav! BOOK for MATS, DERBY 2026!

Germantown Fav! BOOK for MATS, DERBY 2026!
Germantown
10.0 out of 10, Exceptional, (72 reviews)
"Cute comfortable house would go again"
United States
Hope N.
The price is AU$293
includes taxes & fees
19 Feb - 20 Feb
Germantown Fav! BOOK for MATS, DERBY 2026!

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, (21 reviews)
"Cute place ! Great area not far from campus and other restaurants ! Great communication from host !"
United States
Lynda M.
The price is AU$309
includes taxes & fees
19 Feb - 20 Feb
Renovated 100-Year-Old Shotgun Home-- Modern Comfort Meets Local Character!

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 AU$487
includes taxes & fees
23 Feb - 24 Feb
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Urban Explorer Pad | Near Downtown + Yard

Urban Explorer Pad | Near Downtown + Yard
Jeffersonville
9.0 out of 10, Wonderful, (41 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$515
includes taxes & fees
19 Feb - 20 Feb
Urban Explorer Pad | Near Downtown + Yard

Southern Family Charmer - Perfect Space & Location with style and comfort!

Southern Family Charmer - Perfect Space & Location with style and comfort!
Schnitzelburg
10.0 out of 10, Exceptional, (24 reviews)
"Good rooms and clean place"
United States
Mufid S.
The price is AU$407
includes taxes & fees
21 Feb - 22 Feb
Southern Family Charmer - Perfect Space & Location with style and comfort!

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, (23 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 AU$485
includes taxes & fees
22 Feb - 23 Feb
Private Home Close to Zoo, U of L, Churchill Downs

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (12 reviews)
"Great property. Good location. "
United States
Damont P.
The price is AU$577
includes taxes & fees
19 Feb - 20 Feb
Uptown Class

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, (378 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$272
includes taxes & fees
22 Feb - 23 Feb
A Cozy Cottage Near the Heart of All Louisville Attractions!

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Jeffersonville
9.8 out of 10, Exceptional, (30 reviews)
"Perfect place to stay. Close to town with a lot to do. Nice quiet area. "
United States
Dakota H.
The price is AU$179
includes taxes & fees
19 Feb - 20 Feb
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

The Adelyn, where comfort meets convenience

The Adelyn, where comfort meets convenience
Jeffersonville
10.0 out of 10, Exceptional, (5 reviews)
"Convenient to all Louisville destinations and downtown Jeffersonville "
United States
Ron R.
The price is AU$491
includes taxes & fees
23 Feb - 24 Feb
The Adelyn, where comfort meets convenience

Beloved Home w/Priv Parking. BOOK for MATS, DERBY!

Beloved Home w/Priv Parking. BOOK for MATS, DERBY!
Germantown
10.0 out of 10, Exceptional, (72 reviews)
"Super nice spot just perfect for two "
United States
Rick R.
The price is AU$293
includes taxes & fees
22 Feb - 23 Feb
Beloved Home w/Priv Parking. BOOK for MATS, DERBY!

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 AU$341
includes taxes & fees
2 Mar - 3 Mar
The Reserve on Main

The Kentucky Mule-Huge 1BR / Stay Nulu Marketplace

The Kentucky Mule-Huge 1BR / Stay Nulu Marketplace
Downtown Louisville
10.0 out of 10, Exceptional, (6 reviews)
"Really loved the location, lots of food fun and amenities.. Would highly recommend!"
United States
Esther B.
The price is AU$372
includes taxes & fees
3 Mar - 4 Mar
The Kentucky Mule-Huge 1BR / Stay Nulu Marketplace

Modern Nulu 2BR CozySuites 03

Modern Nulu 2BR CozySuites 03
Downtown Louisville
8.6 out of 10, Excellent, (10 reviews)
"Great location for all the local attractions! We loved our stay!"
United States
Adam H.
Modern Nulu 2BR CozySuites 03

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, (37 reviews)
"Nice place"
United States
Amanda C.
The price is AU$290
includes taxes & fees
22 Feb - 23 Feb
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

The Burnt Barrel | New HotTub & Grill | Backyard!

The Burnt Barrel | New HotTub & Grill | Backyard!
Germantown
10.0 out of 10, Exceptional, (3 reviews)
"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$313
includes taxes & fees
22 Feb - 23 Feb
The Burnt Barrel | New HotTub & Grill | Backyard!

Welcome to Derby City Loft!

Welcome to Derby City Loft!
Downtown Louisville
10.0 out of 10, Exceptional, (121 reviews)
"Great location, and the place was beautiful and clean. Would highly recommend for anyone who needs a place to stay"
United States
Reuben H.
The price is AU$265
includes taxes & fees
19 Feb - 20 Feb
Welcome to Derby City Loft!

Historic Home in Old Louisville with deck and courtyard

Historic Home in Old Louisville with deck and courtyard
Old Louisville
10.0 out of 10, Exceptional, (63 reviews)
"We loved the historic home and had everything we needed. We really enjoyed our stay."
United States
Snoopy N.
The price is AU$647
includes taxes & fees
19 Feb - 20 Feb
Historic Home in Old Louisville with deck and courtyard
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

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$199 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 home in the heart of the city!: This holiday home rental outside of New Middletown is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 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.