Pioneer Village Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Pioneer Village

"Oak & Barrel" #1 LOCATION in Louisville. Bourbon & Derby theme. Pets welcome.

10.0 out of 10, Exceptional, (7)
"We had a great visit in Louisville staying here! Plenty of room and nicely decorated house."
The price is NZ$573
includes taxes & fees
23 July - 24 July
"Oak & Barrel" #1 LOCATION in Louisville. Bourbon & Derby theme. Pets welcome.

Steps to Restaurants, Nightlife, Shops~PacMan/King Bed~Bardstown Rd/Highlands

10.0 out of 10, Exceptional, (6)
"From the moment we arrived we knew this place was perfect for our crew's Louder than Life experience. Upon entering, the place was clearly very well taken care of and offered a premium feel. The location is a huge plus. Bardstown road has so much to offer, we stayed for 6 days and we feel like we barely scratched the surface. Everywhere we went had a great atmosphere and even better food. My crew was joking that this place was so perfect that we need to book it in advance every year. We just...
The price is NZ$472
includes taxes & fees
27 July - 28 July
Steps to Restaurants, Nightlife, Shops~PacMan/King Bed~Bardstown Rd/Highlands

Putt Putt House by Louisville Walking Bridge

2.0 star property
10.0 out of 10, Exceptional, (5)
"Property was clean, well lit and very pretty. Location was near food, drink and activities, parking very accessible. Owner communicated promptly too. "
Putt Putt House by Louisville Walking Bridge

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

10.0 out of 10, Exceptional, (30)
"We really enjoyed our visit and the house was furnished and decorated very nice. Super easy communication with the owner, very transparent willing to help with whatever we needed. Will stay again. "
The price is NZ$608
includes taxes & fees
23 July - 24 July
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

10.0 out of 10, Exceptional, (23)
"We stopped for one night traveling through. The place was clean, easy to find, and close to a charming downtown. It was also close to many Louisville attractions. Rebecca was very quick to respond and was very communicative. "
The price is NZ$349
includes taxes & fees
23 July - 24 July
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Charming 2br Hot Tub Getaway 2 Bedroom Home

3.5 star property
10.0 out of 10, Exceptional, (1)
"This is a quiet and cozy house with a gorgeous hot tub. It was close enough to Bowman Field without the hassle of traffic in Louisville. Highly recommend!"
Charming 2br Hot Tub Getaway 2 Bedroom Home

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

9.8 out of 10, Exceptional, (74)
"Great property! Perfect for the five couples! House was very cute and relaxing! Plenty of space for all 10 of us!"
The price is NZ$1,658
includes taxes & fees
31 July - 1 Aug
NEW Hot Tub, Expo, King Beds, Downtown, Churchill

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

9.6 out of 10, Exceptional, (72)
"our family enjoyed the place! "
The price is NZ$428
includes taxes & fees
23 July - 24 July
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Cozy, historic, pet-friendly home!

9.8 out of 10, Exceptional, (26)
" Nice place to stay. We were close to the Tractor pulls. Would definitely stay again."
The price is NZ$590
includes taxes & fees
27 July - 28 July
Cozy, historic, pet-friendly home!

Bourbon Trail Spacious Backyard NEW HotTub Grill!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent walking to different little shops. Super decorated inside and out. Loved the hot tub. Would stay again! "
The price is NZ$484
includes taxes & fees
31 July - 1 Aug
Bourbon Trail Spacious Backyard NEW HotTub Grill!

DerbyCity Getaway | Hot Tub | Near Churchill Downs

8.4 out of 10, Very good, (6)
"Loved the backyard "
The price is NZ$326
includes taxes & fees
5 Aug - 6 Aug
DerbyCity Getaway | Hot Tub | Near Churchill Downs

Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

2.0 star property
10.0 out of 10, Exceptional, (19)
"Spacious home, very clean, and an easy location to visit many establishments around Bardstown."
The price is NZ$992
includes taxes & fees
19 Aug - 20 Aug
Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

Cozy & Chic Home w Backyard | St. Matthews Retreat

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean; property was as VRBO advertised; quiet neighborhood. "
Cozy & Chic Home w Backyard | St. Matthews Retreat

Carriage House, 7 minutes from downtown Louisville

10.0 out of 10, Exceptional, (38)
"Beautiful cottage in a beautiful area. Loved the fireplace and outside seating!"
The price is NZ$440
includes taxes & fees
30 July - 31 July
Carriage House, 7 minutes from downtown Louisville

Book a date on State Street

9.8 out of 10, Exceptional, (72)
"The house is close to lots of shopping and the beautiful downtown area. Patricia was easy to deal with and had answers for all my questions. "
The price is NZ$374
includes taxes & fees
3 Aug - 4 Aug
Book a date on State Street

NuLu Private Home|Backyard|Parking

8.8 out of 10, Excellent, (19)
"I traveled for work. This house was located near downtown and close to everything. The house was very clean and comfortable. "
The price is NZ$488
includes taxes & fees
1 Aug - 2 Aug
NuLu Private Home|Backyard|Parking

Stylish Jeffersonville Home - Mins from Louisville

9.0 out of 10, Wonderful, (20)
"My family of four and our dog stayed here for a long weekend. It was the perfect accommodation. The game room was a great place to hangout and have fun. The kitchen had all the appliances we needed to make good food. The beds were comfortable and the neighborhood was good to walk our dog. "
Stylish Jeffersonville Home - Mins from Louisville

Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

9.6 out of 10, Exceptional, (17)
"We enjoyed the pleasant space and location in a neighborhood close to small shops and restaurants. For our family stay, could have used more pots, larger plates, and washclothes."
The price is NZ$359
includes taxes & fees
4 Aug - 5 Aug
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

Walk to Churchill & Cardinal Stadium Near SDE!

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property had 3 nice size bedrooms and 1-1/2 baths with a modern kitchen and nice layout. I appreciated the quiet neighborhood and off road parking."
The price is NZ$419
includes taxes & fees
4 Aug - 5 Aug
Walk to Churchill & Cardinal Stadium Near SDE!

5BR Very Spacious Home! Perfect for Family!

9.2 out of 10, Wonderful, (17)
"Great place in a great neighborhood!"
The price is NZ$706
includes taxes & fees
23 July - 24 July
5BR Very Spacious Home! Perfect for Family!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pioneer Village Hotel Reviews

Frequently asked questions

Are there holiday rentals in Pioneer Village?

Yes, there are holiday rentals close to the most popular sights in Pioneer Village, 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 Pioneer Village has to offer?

Newly renovated 4BR CozySuites: This holiday home rental outside Pioneer Village offers a garden, a BBQ and air conditioning 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 that you can cook with friends or family.

What’s there to see and do in Pioneer Village?

Explore the area and family-friendly sights such as Kentucky Kingdom, or get out into nature at a spot like Iroquois Park. Paroquet Springs Conference Center and Jefferson Mall are a couple of places you'll find in the wider area.

What’s a holiday rental in Pioneer Village like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pioneer Village. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for families.