Pioneer Village Vacation Rentals

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Our top choices for Pioneer Village vacation rentals

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 CA $115
CA $471 total
includes taxes & fees
Feb 16 - Feb 17
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
The price is CA $88
CA $181 total
includes taxes & fees
Feb 9 - Feb 10
The Duke Hotel

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Bardstown
10.0 out of 10, Exceptional, (49 reviews)
"Perfect for our stay. "
United States
Ranee T.
The price is CA $129
CA $480 total
includes taxes & fees
Feb 8 - Feb 9
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Clifton
10.0 out of 10, Exceptional, (31 reviews)
"Our stay was very pleasant, great location, lots of great restaurants. Tyler the host was was always available when we had an issue. "
United States
Max D.
The price is CA $65
CA $227 total
includes taxes & fees
Feb 8 - Feb 9
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

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 reviews)
"Unique, comfortable , cozy cabin, well equipped kitchen and bath . Communication with host excellent. Enjoyed our stay. "
United States
Linda
The price is CA $137
CA $241 total
includes taxes & fees
Feb 22 - Feb 23
One of a kind cabin in the woods. Quiet and private but close to everything.

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (37 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is CA $167
CA $194 total
includes taxes & fees
Feb 8 - Feb 9
The Bellwether Hotel

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (10 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is CA $64
CA $185 total
includes taxes & fees
Feb 16 - Feb 17
Alfesco - Walkable Highlands Guesthouse

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 CA $144
CA $371 total
includes taxes & fees
Feb 9 - Feb 10
Close to Everything in Louisville!!!

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 CA $48
CA $230 total
includes taxes & fees
Feb 10 - Feb 11
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Cozy Tree-Lined Carriage Home - Stay in Serenity!
Louisville
9.8 out of 10, Exceptional, (23 reviews)
"Great place "
United States
Scott L.
The price is CA $99
CA $226 total
includes taxes & fees
Feb 16 - Feb 17
Cozy Tree-Lined Carriage Home - Stay in Serenity!

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, (19 reviews)
"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 CA $244
CA $386 total
includes taxes & fees
Feb 9 - Feb 10
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (52 reviews)
"Clean, quiet, very comfortable. Great shower too. "
United States
Michael D.
The price is CA $185
CA $333 total
includes taxes & fees
Feb 9 - Feb 10
Carriage House, 7 minutes from downtown Louisville

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 CA $137
CA $473 total
includes taxes & fees
Feb 9 - Feb 10
Private Home Close to Zoo, U of L, Churchill Downs

Stylish House Walking Distance from the Fun of the Highlands!

Stylish House Walking Distance from the Fun of the Highlands!
Phoenix Hill
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 CA $62
CA $230 total
includes taxes & fees
Feb 9 - Feb 10
Stylish House Walking Distance from the Fun of the Highlands!

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 CA $94
CA $268 total
includes taxes & fees
Feb 9 - Feb 10
CozySuites at Nulu

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 CA $93
CA $251 total
includes taxes & fees
Feb 9 - Feb 10
Germantown Fav! BOOK for MATS, DERBY 2026!

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
8.8 out of 10, Excellent, (8 reviews)
"Stayed for a friends wedding at Whitehall. Location was great and we were able to walk to a handful of restaurants and coffee shops "
United States
Natalie H.
The price is CA $123
CA $390 total
includes taxes & fees
Feb 16 - Feb 17
St. Matthew’s - Walk to Shops & Restaurants

Charming house in one of Louisville's most coveted neighborhoods

Charming house in one of Louisville's most coveted neighborhoods
Louisville
10.0 out of 10, Exceptional, (78 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is CA $190
CA $395 total
includes taxes & fees
Feb 9 - Feb 10
Charming house in one of Louisville's most coveted neighborhoods

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, (142 reviews)
"Great Trip…We enjoyed the four (4) nights. Host was great and her Scones were a treat."
United States
Anonymous traveller
The price is CA $349
CA $551 total
includes taxes & fees
Feb 9 - Feb 10
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

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 CA $137
CA $406 total
includes taxes & fees
Feb 17 - Feb 18
Putt Putt House by Louisville Walking Bridge
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pioneer Village. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Pioneer Village?

Yes, we offer vacation rentals close to well known points of interest in Pioneer Village, or you can go with a secluded option if you want a relaxing place to stay.

What's the top vacation rental in Pioneer Village?

Charming home in the heart of the city!: This vacation home rental near Pioneer Village 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 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 Jim Beam American Outpost are a couple of places you'll find in the larger area.

What’s a vacation rental in Pioneer Village like?

Vacation rentals are private properties you can book for several days or longer in Pioneer Village. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip.