Holiday Rentals in Pioneer Village

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Our top choices for Pioneer Village holiday rentals

One of a kind cabin in the woods. Quiet and private but close to everything.

One of a kind cabin in the woods. Quiet and private but close to everything.
Coxs Creek
10.0 out of 10, Exceptional, (114)
"Unique, comfortable , cozy cabin, well equipped kitchen and bath . Communication with host excellent. Enjoyed our stay. "
United States
Linda
The price is €144
includes taxes & fees
28 Dec - 29 Dec
One of a kind cabin in the woods. Quiet and private but close to everything.

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Bardstown
10.0 out of 10, Exceptional, (48)
"Great house and location!"
United States
Susan K.
The price is €313
includes taxes & fees
12 Jan - 13 Jan 2026
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (32)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is €113
includes taxes & fees
3 Jan - 4 Jan 2026
The Bellwether Hotel

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)
"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 €316
includes taxes & fees
2 Jan - 3 Jan 2026
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (10)
"Very safe area and nice space for a place to sleep before exploring the city."
United States
Reed T.
The price is €132
includes taxes & fees
28 Dec - 29 Dec
Alfesco - Walkable Highlands Guesthouse

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Cozy Tree-Lined Carriage Home - Stay in Serenity!
Louisville
9.8 out of 10, Exceptional, (20)
"Great place "
United States
Scott L.
The price is €144
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy Tree-Lined Carriage Home - Stay in Serenity!

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
The price is €141
includes taxes & fees
25 Dec - 26 Dec
The Duke Hotel

Bourbon Blue - Bourbon Trail Getaway - 8 minutes from Downtown Bardstown!

Bourbon Blue - Bourbon Trail Getaway - 8 minutes from Downtown Bardstown!
2.0 star property
Bardstown
10.0 out of 10, Exceptional, (28)
"Great stay! Very spacious, clean, and near everything we wanted to go to."
United States
Brent F.
The price is €442
includes taxes & fees
12 Jan - 13 Jan 2026
Bourbon Blue - Bourbon Trail Getaway - 8 minutes from Downtown Bardstown!

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Louisville
9.8 out of 10, Exceptional, (140)
"Our host were phenomenal. Made us feel right at home. I would highly recommend this place to anybody.!!"
United States
Corey D.
The price is €321
includes taxes & fees
28 Dec - 29 Dec
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

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, (22)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is €152
includes taxes & fees
11 Jan - 12 Jan 2026
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Louisville
10.0 out of 10, Exceptional, (18)
"The cabin was cozy and inviting with so much history, and the grounds are meticulously maintained and absolutely gorgeous. Don was very nice to talk to and we enjoyed the 2 house pups that would let us pet them. "
United States
Adam H.
The price is €243
includes taxes & fees
26 Dec - 27 Dec
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Charming Churchill Downs Cottage

Charming Churchill Downs Cottage
Old Louisville
9.2 out of 10, Wonderful, (27)
"Nice quite location i thought "
United States
josh b.
The price is €202
includes taxes & fees
25 Dec - 26 Dec
Charming Churchill Downs Cottage

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
The price is €235
includes taxes & fees
28 Dec - 29 Dec
Close to Everything in Louisville!!!

4th Street Suites - Opulent King Bed Suite

4th Street Suites - Opulent King Bed Suite
Downtown Louisville
10.0 out of 10, Exceptional, (15)
"Our stay was perfect. Everyone was extremely kind and accommodating! I would definitely book again!"
United States
Carrie B.
The price is €161
includes taxes & fees
22 Jan - 23 Jan 2026
4th Street Suites - Opulent King Bed Suite

Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!

Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!
Downtown Louisville
10.0 out of 10, Exceptional, (39)
"This was the perfect place for a quick trip to the city. Will definitely be back! "
United States
Kayla P.
The price is €131
includes taxes & fees
25 Dec - 26 Dec
Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (47)
"Located near lovely parks on the river. There is very little traffic in this area, yet you are close to downtown.We've stayed here twice because it is so clean, comfortable, stylish, and relaxing. "
United States
Debbie B.
The price is €227
includes taxes & fees
3 Jan - 4 Jan 2026
Carriage House, 7 minutes from downtown Louisville

Guthrie Coke Lofts, Walkable Entertainment

Guthrie Coke Lofts, Walkable Entertainment
Downtown Louisville
8.8 out of 10, Excellent, (33)
"Great property and very walkable to many restaurants"
United States
William
The price is €177
includes taxes & fees
14 Jan - 15 Jan 2026
Guthrie Coke Lofts, Walkable Entertainment

Putt Putt House by Louisville Walking Bridge

Putt Putt House by Louisville Walking Bridge
2.0 star property
Jeffersonville
10.0 out of 10, Exceptional, (9)
"Beautiful property in lovely area "
United States
A. Dawn
The price is €256
includes taxes & fees
12 Jan - 13 Jan 2026
Putt Putt House by Louisville Walking Bridge

Contemporary Studio in NuLu Arts District

Contemporary Studio in NuLu Arts District
Downtown Louisville
10.0 out of 10, Exceptional, (12)
"Clean and comfortable, great location."
United States
Robyn K.
The price is €141
includes taxes & fees
25 Dec - 26 Dec
Contemporary Studio in NuLu Arts District

Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (117)
"Clean and great location "
United States
Greg
The price is €160
includes taxes & fees
7 Jan - 8 Jan 2026
Stellar Suites
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 Pioneer Village Hotel Reviews

Find out more about Pioneer Village

Everything you need to know about Pioneer Village 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 Pioneer Village holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Pioneer Village holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pioneer Village holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pioneer Village. 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 Pioneer Village 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 Pioneer Village holiday rentals we have selected for you start as low as €113 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pioneer Village rentals

At Expedia, we put the best Pioneer Village 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 Pioneer Village 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 Pioneer Village 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 Pioneer Village. 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

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?

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: This holiday home rental outside of Pioneer Village 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 can relax into your holiday with a garden and a selection of games.

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 Outer Loop Plaza Shopping Center 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.