New Middletown Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for New Middletown vacation rentals

House (3 Bedrooms) | Interior

Cottage in New Albany

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
3.0 star property
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 ￥13,310
￥54,574 total
includes taxes & fees
Jan 22 - Jan 23
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
Interior

Vacation Home in South Louisville

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
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 ￥6,180
￥27,404 total
includes taxes & fees
Jan 18 - Jan 19
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
Smart TV

Vacation Home in Camp Taylor

Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (37 reviews)
"Clean home and very friendly neighbors "
United States
Tranquilina G.
The price is ￥16,637
￥42,853 total
includes taxes & fees
Jan 24 - Jan 25
Close to Everything in Louisville!!!
Fridge, microwave, oven, stovetop

Vacation Home in Poplar Level

Private Home Close to Zoo, U of L, Churchill Downs
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 ￥14,169
￥50,057 total
includes taxes & fees
Jan 22 - Jan 23
Private Home Close to Zoo, U of L, Churchill Downs
Fridge, microwave, oven, stovetop

Vacation Home in Germantown

Book for Derby! Close to Churchill & Expo Center!
10.0 out of 10, Exceptional, (71 reviews)
"Great location! Walking distance to several restaurants. Neighborhood is quite and safe. "
United States
Tracy F.
The price is ￥11,348
￥29,837 total
includes taxes & fees
Jan 19 - Jan 20
Book for Derby! Close to Churchill & Expo Center!
27-inch Smart TV with satellite channels

Aparthotel in Downtown Louisville

The Duke Hotel
2.0 star property
The price is ￥15,845
￥26,314 total
includes taxes & fees
Jan 20 - Jan 21
The Duke Hotel
Fridge, microwave, oven, stovetop

Vacation Home in Butchertown

Butchertown Bourbon House: Speakeasy/Sports Bar
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"We used this location for a management retreat. Everything was great. Communication from the hosts was very good. "
United States
Barry S.
The price is ￥191,725
￥360,454 total
includes taxes & fees
Jan 19 - Jan 20
Butchertown Bourbon House: Speakeasy/Sports Bar
Lounge

Aparthotel in Downtown Louisville

Stellar Suites
4.5 star property
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 ￥16,266
￥27,154 total
includes taxes & fees
Jan 31 - Feb 1
Stellar Suites
Exterior detail

Vacation Home in Schnitzelburg

Southern Family Charmer - Perfect Space & Location with style and comfort!
10.0 out of 10, Exceptional, (23 reviews)
"Good rooms and clean place"
United States
Mufid S.
The price is ￥16,471
￥45,784 total
includes taxes & fees
Jan 27 - Jan 28
Southern Family Charmer - Perfect Space & Location with style and comfort!
Interior

Apartment in Downtown Louisville

Contemporary Studio in NuLu Arts District
10.0 out of 10, Exceptional, (13 reviews)
"Clean room"
United States
Nate
The price is ￥11,092
￥37,170 total
includes taxes & fees
Jan 19 - Jan 20
Contemporary Studio in NuLu Arts District
Exterior detail

Vacation Home in Phoenix Hill

The Chestnut - Nulu
2.0 star property
9.8 out of 10, Exceptional, (33 reviews)
"Great property, pristine and clean and conveniently located with good parking."
United States
David D.
The price is ￥14,118
￥33,858 total
includes taxes & fees
Jan 27 - Jan 28
The Chestnut - Nulu
Outdoor dining

Vacation Home in Germantown

Bourbon Belle w/parking Booking now for Ky Derby!
10.0 out of 10, Exceptional, (71 reviews)
"Super nice spot just perfect for two "
United States
Rick R.
Bourbon Belle w/parking Booking now for Ky Derby!
Outdoor dining

Vacation Home in Germantown

The Burnt Barrel | New HotTub & Grill | Backyard!
2.0 star property
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 ￥15,500
￥35,981 total
includes taxes & fees
Jan 27 - Jan 28
The Burnt Barrel | New HotTub & Grill | Backyard!
Smart TV, books

Vacation Home in Germantown

Just like Home! Book Early for Ky Derby 2026!
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 ￥16,678
￥41,924 total
includes taxes & fees
Jan 16 - Jan 17
Just like Home! Book Early for Ky Derby 2026!
Living area

Vacation Home in Phoenix Hill

Stylish House Walking Distance from the Fun of the Highlands!
9.6 out of 10, Exceptional, (24 reviews)
"We will stay here over and over again. It’s a lovely place that a perfect location."
United States
Jennifer H.
The price is ￥13,468
￥34,024 total
includes taxes & fees
Jan 27 - Jan 28
Stylish House Walking Distance from the Fun of the Highlands!
Smart TV, books

Apartment in Jeffersonville

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
9.8 out of 10, Exceptional, (30 reviews)
"The apartment is very cute. the location was great. I was within walking distance of many cool spots and only steps from the river. The host is very polite and friendly. I would recommend this to anyone looking to stay near Louisville."
United States
Holly W.
The price is ￥10,299
￥24,171 total
includes taxes & fees
Jan 20 - Jan 21
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Fridge, microwave, oven, stovetop

Vacation Home in Jeffersonville

Urban Explorer Pad | Near Downtown + Yard
9.0 out of 10, Wonderful, (41 reviews)
"The home was attractive. Not enough comfortable chairs. In one bedroom the mattress was bigger than the bottom of the bed. "
United States
Rita T.
The price is ￥16,637
￥36,892 total
includes taxes & fees
Jan 18 - Jan 19
Urban Explorer Pad | Near Downtown + Yard
Interior

Apartment in Downtown Louisville

4th Street Suites - Splash King Bed Suite
10.0 out of 10, Exceptional, (7 reviews)
"We really enjoyed the apartment. The host was very helpful with pre-arrival instructions and expectations. Very close to 4th Street live and walkable to Whiskey Row. Have already recommended to people and would definitely stay again."
United States
Ann C.
The price is ￥10,512
￥27,349 total
includes taxes & fees
Jan 28 - Jan 29
4th Street Suites - Splash King Bed Suite
32-inch Smart TV with cable channels

Aparthotel in Downtown Louisville

The Reserve on Main
4.0 star property
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 ￥26,144
￥38,269 total
includes taxes & fees
Jan 19 - Jan 20
The Reserve on Main
Smart TV, books, computer monitors

Vacation Home in Germantown

The Caldwell - Germantown Highlands
9.8 out of 10, Exceptional, (43 reviews)
"Amazing place to stay"
United States
Chris M.
The price is ￥15,544
￥35,512 total
includes taxes & fees
Jan 26 - Jan 27
The Caldwell - Germantown 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top New Middletown Hotel Reviews

Tempo By Hilton Louisville Downtown Nulu

Tempo By Hilton Louisville Downtown Nulu

10/10 Excellent
"A very cleverly designed hotel - great thought went into everything. The hear/a/c control need help (we needed the really friendly/helpful maintenance guy) and the lights could be brighter. But really well done."
Shayna 2-night trip
Posted 1 day ago
Tempo By Hilton Louisville Downtown Nulu

Find out more about New Middletown

Search for holiday rentals in New Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in New Middletown using one of the methods below:

  • View our selection of featured holiday rentals in New Middletown
  • Use the map to find apartments and other holiday homes in the New Middletown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in New Middletown while they last

Look no further and take a look at our great range of rental properties in New Middletown!

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?

Entire Private Family Home - Minutes to Expo Center, Bourbon Tours, Derby: This vacation home rental outside of New Middletown offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. 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.