Pioneer Village Vacation Rentals

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Our top choices for Pioneer Village vacation rentals

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (41 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is CA $156
CA $182 total
includes taxes & fees
Mar 29 - Mar 30
The Bellwether Hotel

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Bardstown
10.0 out of 10, Exceptional, (50 reviews)
"Perfect for our stay. "
United States
Ranee T.
The price is CA $174
CA $537 total
includes taxes & fees
Mar 25 - Mar 26
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

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)
"Everything here was very well done. A perfect place for a couples get away. Super clean and really liked the layout.This will be our go-to when visiting Bardstown!"
United States
Rick W.
The price is CA $196
CA $313 total
includes taxes & fees
Apr 1 - Apr 2
One of a kind cabin in the woods. Quiet and private but close to everything.

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
8.6 out of 10, Excellent, (8 reviews)
"Clean, lovely stay. "
United States
Hannah
The price is CA $97
CA $193 total
includes taxes & fees
Mar 30 - Mar 31
The Duke Hotel

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, (143 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 $350
CA $553 total
includes taxes & fees
Apr 23 - Apr 24
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37 reviews)
"This is a great little place to stay! Close to the Exposition Center and a lot of other attractions. It is an older place but clean and comfortable. This is our second stay at this place. "
United States
jaggers959
The price is CA $144
CA $371 total
includes taxes & fees
Apr 23 - Apr 24
Close to Everything in Louisville!!!

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 $74
CA $197 total
includes taxes & fees
Mar 30 - Mar 31
Alfesco - Walkable Highlands Guesthouse

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, (40 reviews)
"Great home and great location with access to many things close by."
United States
Todd S.
The price is CA $99
CA $276 total
includes taxes & fees
Mar 25 - Mar 26
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

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, (381 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 CA $198
CA $263 total
includes taxes & fees
Mar 30 - Mar 31
A Cozy Cottage Near the Heart of All Louisville Attractions!

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (56 reviews)
"We loved our stay at this cottage. Very quiet and relaxing. We will definitely stay here again!"
United States
Jarrod H.
The price is CA $185
CA $331 total
includes taxes & fees
Apr 23 - Apr 24
Carriage House, 7 minutes from downtown Louisville

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Crescent Hill
10.0 out of 10, Exceptional, (119 reviews)
"Host met onsite, informed of details and was friendly and helpful. Good location and nicely remodeled older home w lots of updates. Would stay again. "
United States
Dale K.
The price is CA $178
CA $325 total
includes taxes & fees
Mar 25 - Mar 26
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

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, (32 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 $82
CA $247 total
includes taxes & fees
Mar 29 - Mar 30
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

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

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (85 reviews)
"Very nice place"
United States
Seth B.
The price is CA $205
CA $480 total
includes taxes & fees
Mar 29 - Mar 30
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

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

Bourbon Blue - Bourbon Trail Getaway - 8 minutes from Downtown Bardstown!
Bardstown
10.0 out of 10, Exceptional, (31 reviews)
"Great stay! Very spacious, clean, and near everything we wanted to go to."
United States
Brent F.
The price is CA $261
CA $732 total
includes taxes & fees
Mar 25 - Mar 26
Bourbon Blue - Bourbon Trail Getaway - 8 minutes from Downtown Bardstown!

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, (79 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is CA $211
CA $427 total
includes taxes & fees
Mar 31 - Apr 1
Charming house in one of Louisville's most coveted neighborhoods

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 CA $226
CA $331 total
includes taxes & fees
Mar 25 - Mar 26
The Reserve on Main

Urban Explorer Pad | Near Downtown + Yard

Urban Explorer Pad | Near Downtown + Yard
Jeffersonville
9.0 out of 10, Wonderful, (42 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 CA $136
CA $502 total
includes taxes & fees
Mar 25 - Mar 26
Urban Explorer Pad | Near Downtown + Yard

Germantown Fav! BOOK for Music Fests & DERBY 2026!

Germantown Fav! BOOK for Music Fests & DERBY 2026!
Germantown
10.0 out of 10, Exceptional, (74 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is CA $113
CA $275 total
includes taxes & fees
Apr 20 - Apr 21
Germantown Fav! BOOK for Music Fests & DERBY 2026!

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, (31 reviews)
"Great place! Cozy with everything you need. The host was very responsive too!"
United States
Laura B.
The price is CA $69
CA $186 total
includes taxes & fees
Mar 30 - Mar 31
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Bourbon Country Cabin - Game Room, Fire Pit, and Hot Tub

Bourbon Country Cabin - Game Room, Fire Pit, and Hot Tub
Bardstown
10.0 out of 10, Exceptional, (14 reviews)
"We had an amazing time and the host was very responsive and accommodating. Will definitely look forward to staying again."
United States
stephen b.
The price is CA $412
CA $938 total
includes taxes & fees
Apr 1 - Apr 2
Bourbon Country Cabin - Game Room, Fire Pit, and Hot Tub
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?

Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location: This vacation home rental near Pioneer Village offers a fireplace, a balcony, 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 stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

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.