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 24 - Feb 25
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
10.0 out of 10, Exceptional, (1 review)
"Great stay! Clean and very easy to acess. "
United States
Justin
The price is CA $97
CA $192 total
includes taxes & fees
Feb 25 - Feb 26
The Duke Hotel

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 $123
CA $226 total
includes taxes & fees
Mar 8 - Mar 9
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 $156
CA $181 total
includes taxes & fees
Mar 1 - Mar 2
The Bellwether Hotel

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 $372 total
includes taxes & fees
Feb 24 - Feb 25
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 $196 total
includes taxes & fees
Feb 24 - Feb 25
Alfesco - Walkable Highlands Guesthouse

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, (378 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 $197
CA $260 total
includes taxes & fees
Feb 24 - Feb 25
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, (53 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 $179
CA $325 total
includes taxes & fees
Feb 24 - Feb 25
Carriage House, 7 minutes from downtown Louisville

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, (38 reviews)
"Nice place"
United States
Amanda C.
The price is CA $96
CA $272 total
includes taxes & fees
Feb 24 - Feb 25
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

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, (24 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 26 - Feb 27
Private Home Close to Zoo, U of L, Churchill Downs

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 24 - Feb 25
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

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

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (83 reviews)
"Great host beautiful house "
United States
Shantej G.
The price is CA $174
CA $439 total
includes taxes & fees
Feb 24 - Feb 25
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

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
Mar 15 - Mar 16
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (13 reviews)
"Great property. Good location. "
United States
Damont P.
The price is CA $171
CA $572 total
includes taxes & fees
Feb 24 - Feb 25
Uptown Class

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 $112
CA $274 total
includes taxes & fees
Feb 26 - Feb 27
Germantown Fav! BOOK for MATS, DERBY 2026!

Urban Explorer Pad | Near Downtown + Yard

Urban Explorer Pad | Near Downtown + Yard
Jeffersonville
9.0 out of 10, Wonderful, (41 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 $144
CA $511 total
includes taxes & fees
Feb 24 - Feb 25
Urban Explorer Pad | Near Downtown + Yard

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, (118 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 $324 total
includes taxes & fees
Feb 24 - Feb 25
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

The Adelyn, where comfort meets convenience

The Adelyn, where comfort meets convenience
Jeffersonville
10.0 out of 10, Exceptional, (5 reviews)
"Convenient to all Louisville destinations and downtown Jeffersonville "
United States
Ron R.
The price is CA $205
CA $475 total
includes taxes & fees
Feb 24 - Feb 25
The Adelyn, where comfort meets convenience

Beloved Home w/Priv Parking. BOOK for MATS, DERBY!

Beloved Home w/Priv Parking. BOOK for MATS, DERBY!
Germantown
10.0 out of 10, Exceptional, (72 reviews)
"Super nice spot just perfect for two "
United States
Rick R.
The price is CA $112
CA $274 total
includes taxes & fees
Feb 24 - Feb 25
Beloved Home w/Priv Parking. BOOK for MATS, DERBY!

Southern Family Charmer - Perfect Space & Location with style and comfort!

Southern Family Charmer - Perfect Space & Location with style and comfort!
Schnitzelburg
10.0 out of 10, Exceptional, (24 reviews)
"Good rooms and clean place"
United States
Mufid S.
The price is CA $128
CA $395 total
includes taxes & fees
Mar 1 - Mar 2
Southern Family Charmer - Perfect Space & Location with style and comfort!
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.