Pioneer Village Vacation Rentals

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Our top choices for Pioneer Village vacation 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 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 ¥22,940
¥35,893 total
includes taxes & fees
Apr 6 - Apr 7
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, (41 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is ¥20,889
¥24,246 total
includes taxes & fees
Mar 31 - Apr 1
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 ¥20,343
¥62,012 total
includes taxes & fees
Mar 31 - Apr 1
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

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 traveler
The price is ¥40,879
¥64,568 total
includes taxes & fees
Mar 30 - Mar 31
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (9 reviews)
"It was everything we needed."
United States
Carmen C.
The price is ¥12,264
¥42,333 total
includes taxes & fees
Mar 31 - Apr 1
St. Matthew’s - Walk to Shops & Restaurants

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 ¥24,047
¥41,495 total
includes taxes & fees
Apr 12 - Apr 13
Carriage House, 7 minutes from downtown Louisville

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 ¥16,833
¥43,356 total
includes taxes & fees
Mar 30 - Mar 31
Close to Everything in Louisville!!!

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, (383 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 ¥23,085
¥30,515 total
includes taxes & fees
Mar 30 - Mar 31
A Cozy Cottage Near the Heart of All Louisville Attractions!

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 Reserve on Main

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 ¥20,840
¥37,588 total
includes taxes & fees
Apr 3 - Apr 4
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

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 ¥8,657
¥22,977 total
includes taxes & fees
Mar 30 - Mar 31
Alfesco - Walkable Highlands Guesthouse

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)
"Everything was outstanding!"
United States
John W.
The price is ¥28,567
¥45,068 total
includes taxes & fees
Apr 2 - Apr 3
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, (85 reviews)
"Very nice place"
United States
Seth B.
The price is ¥21,615
¥52,715 total
includes taxes & fees
Apr 1 - Apr 2
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

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 ¥8,817
¥27,910 total
includes taxes & fees
Apr 1 - Apr 2
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (14 reviews)
"Great property. Good location. "
United States
Damont P.
The price is ¥20,039
¥66,482 total
includes taxes & fees
Apr 6 - Apr 7
Uptown Class

Close to Ky Fairgrounds&Expo, Churchill Downs!

Close to Ky Fairgrounds&Expo, Churchill Downs!
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 ¥13,868
¥33,067 total
includes taxes & fees
Apr 2 - Apr 3
Close to Ky Fairgrounds&Expo, Churchill Downs!

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)
"Great place to stay"
United States
Benjamin P.
The price is ¥43,284
¥103,739 total
includes taxes & fees
Mar 30 - Mar 31
Bourbon Country Cabin - Game Room, Fire Pit, and Hot Tub

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, (80 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is ¥24,688
¥49,122 total
includes taxes & fees
Mar 31 - Apr 1
Charming house in one of Louisville's most coveted neighborhoods

Thunder Over Louisville Fireworks View Getaway

Thunder Over Louisville Fireworks View Getaway
Jeffersonville
The price is ¥15,842
¥35,930 total
includes taxes & fees
Apr 13 - Apr 14
Thunder Over Louisville Fireworks View Getaway

Guests Love it! w/PrivPking-DERBY, Bourbon orWork!

Guests Love it! w/PrivPking-DERBY, Bourbon orWork!
Germantown
10.0 out of 10, Exceptional, (73 reviews)
"Super nice spot just perfect for two "
United States
Rick R.
Guests Love it! w/PrivPking-DERBY, Bourbon orWork!
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

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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 Outer Loop Plaza Shopping Center 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.