Holiday rentals near Chickasaw Park
We found 1,313 holiday rentals — enter your dates for availability
Find the perfect private holiday rental that's close to Chickasaw Park. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as air conditioning and a pool. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Chickasaw Park
Showing deals for:31 Oct - 7 Nov
Image gallery for 10 Min to Louisville, Huge Hot Tub, Awesome Backyard
1010 out of 10 rating
Exceptional
(37 reviews)
10 Min to Louisville, Huge Hot Tub, Awesome Backyard
Clarksville, IN
12% off
Price is AU$3,251
AU$3,251
AU$464 per night
includes taxes & fees
Image gallery for New! Stylish Bourbon 3 bed, 2 bath suite. Downtown, Bourbon Trail, Yum Center
1010 out of 10 rating
Exceptional
(6 reviews)
New! Stylish Bourbon 3 bed, 2 bath suite. Downtown, Bourbon Trail, Yum Center
Louisville, KY
8% off
Price is AU$5,261
AU$5,261
AU$752 per night
includes taxes & fees
Image gallery for Beautiful Property In Historic Highland w/ Hot Tub & Expansive Pool!
9.89.8 out of 10 rating
Exceptional
(85 reviews)
Beautiful Property In Historic Highland w/ Hot Tub & Expansive Pool!
Louisville, KY
6% off
Price is AU$8,908
AU$8,908
AU$1,273 per night
includes taxes & fees
Image gallery for Prime Derby Location - Firepit - Yard
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Prime Derby Location - Firepit - Yard
Louisville, Kentucky
7% off
Price is AU$4,909
AU$4,909
AU$701 per night
includes taxes & fees
Image gallery for Remote Feel, Close to the City!
1010 out of 10 rating
Exceptional
(14 reviews)
Remote Feel, Close to the City!
New Albany, IN
8% off
Price is AU$2,359
AU$2,359
AU$337 per night
includes taxes & fees
Image gallery for 2 Mi to Churchill Downs: Louisville Home!
8.88.8 out of 10 rating
Excellent
(14 reviews)
2 Mi to Churchill Downs: Louisville Home!
Louisville, Kentucky
13% off
Price is AU$3,013
AU$3,013
AU$430 per night
includes taxes & fees
Image gallery for 12 Bed Newly Renovated House
1010 out of 10 rating
Exceptional
(8 reviews)
12 Bed Newly Renovated House
Louisville, KY
7% off
Price is AU$10,143
AU$10,143
AU$1,449 per night
includes taxes & fees
Image gallery for Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
1010 out of 10 rating
Exceptional
(136 reviews)
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
Louisville, KY
15% off
Price is AU$15,288
AU$15,288
AU$2,184 per night
includes taxes & fees
Image gallery for !Derby City Sanctuary- 4 bed 2 bath renovated home
9.49.4 out of 10 rating
Exceptional
(22 reviews)
!Derby City Sanctuary- 4 bed 2 bath renovated home
Louisville, KY
7% off
Price is AU$2,561
AU$2,561
AU$366 per night
includes taxes & fees
Image gallery for Cozy Louisville Home w/ Spacious Yard & Parking
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Cozy Louisville Home w/ Spacious Yard & Parking
Louisville, KY
7% off
Price is AU$1,789
AU$1,789
AU$256 per night
includes taxes & fees
Image gallery for Derby City Delight | LUX home in Perfect Location
8.08.0 out of 10 rating
Very good
(5 reviews)
Derby City Delight | LUX home in Perfect Location
Louisville, Kentucky
8% off
Price is AU$5,440
AU$5,440
AU$777 per night
includes taxes & fees
Image gallery for Private Home Close to Zoo, U of L, Churchill Downs
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Private Home Close to Zoo, U of L, Churchill Downs
Louisville, Kentucky
7% off
Price is AU$2,201
AU$2,201
AU$314 per night
includes taxes & fees
Image gallery for Minutes from U of L & Expo Center I Cozy I Updated
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Minutes from U of L & Expo Center I Cozy I Updated
Louisville, Kentucky
7% off
Price is AU$2,735
AU$2,735
AU$391 per night
includes taxes & fees
Image gallery for Charming Churchill Downs Cottage
9.09.0 out of 10 rating
Wonderful
(17 reviews)
Charming Churchill Downs Cottage
Louisville, Kentucky
7% off
Price is AU$1,575
AU$1,575
AU$225 per night
includes taxes & fees
Image gallery for Entire Private Family Home - Minutes to Expo Center, Bourbon Tours, Derby
1010 out of 10 rating
Exceptional
(14 reviews)
Entire Private Family Home - Minutes to Expo Center, Bourbon Tours, Derby
Louisville, KY
7% off
Price is AU$3,110
AU$3,110
AU$444 per night
includes taxes & fees
Image gallery for Gallant Fox - NuLu/Downtown
1010 out of 10 rating
Exceptional
(19 reviews)
Gallant Fox - NuLu/Downtown
Louisville, KY
7% off
Price is AU$2,772
AU$2,772
AU$396 per night
includes taxes & fees
Image gallery for Charming 2-Bedroom Home in Louisville. Close to Expo, Churchill, & Downtown.
1010 out of 10 rating
Exceptional
(24 reviews)
Charming 2-Bedroom Home in Louisville. Close to Expo, Churchill, & Downtown.
Louisville, KY
7% off
Price is AU$1,607
AU$1,607
AU$230 per night
includes taxes & fees
Image gallery for Germantown - Perfect for Groups
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Germantown - Perfect for Groups
Louisville, Kentucky
7% off
Price is AU$2,991
AU$2,991
AU$427 per night
includes taxes & fees
Image gallery for Regal Mansion w Private Garden in Quiet Area
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Regal Mansion w Private Garden in Quiet Area
Louisville, Kentucky
7% off
Price is AU$4,538
AU$4,538
AU$648 per night
includes taxes & fees
Image gallery for River City Retreat
1010 out of 10 rating
Exceptional
(11 reviews)
River City Retreat
Jeffersonville, IN
7% off
Price is AU$2,665
AU$2,665
AU$381 per night
includes taxes & fees
Image gallery for Highlands Bungalow Close to All / 3000+ sq ft
1010 out of 10 rating
Exceptional
(55 reviews)
Highlands Bungalow Close to All / 3000+ sq ft
Louisville, KY
7% off
Price is AU$6,121
AU$6,121
AU$874 per night
includes taxes & fees
Image gallery for Historic Mansion All Modern Amenities, Huge deck,Fire Pit, Hot Tub, Walk to Dine
1010 out of 10 rating
Exceptional
(22 reviews)
Historic Mansion All Modern Amenities, Huge deck,Fire Pit, Hot Tub, Walk to Dine
Louisville, KY
8% off
Price is AU$11,306
AU$11,306
AU$1,615 per night
includes taxes & fees
Image gallery for Story of Butchertown. Cozy, stylish and a great location.
1010 out of 10 rating
Exceptional
(7 reviews)
Story of Butchertown. Cozy, stylish and a great location.
Louisville, KY
7% off
Price is AU$3,745
AU$3,745
AU$535 per night
includes taxes & fees
Image gallery for Louisville GEM, newly furnished, super clean, in a safe trendy area
1010 out of 10 rating
Exceptional
(24 reviews)
Louisville GEM, newly furnished, super clean, in a safe trendy area
Louisville, KY
11% off
Price is AU$1,719
AU$1,719
AU$246 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chickasaw Park
Stellar Suites
Sleeps 5 · 1 bedroom
9.69.6 out of 10
Exceptionalexceptional
99 reviews(99 reviews)
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Sleeps 25 · 8 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
Hancock House
Sleeps 4 · 1 bedroom
8.28.2 out of 10
Very goodvery good
240 reviews(240 reviews)
The Bellwether Hotel
Sleeps 2 · 1 bedroom
8.08.0 out of 10
Very goodvery good
16 reviews(16 reviews)
A Cozy Cottage Near the Heart of All Louisville Attractions!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
364 reviews(364 reviews)
BOURBON TRAIL & BEYOND! Central to everything in a quiet neighborhood/Game Room!
Sleeps 10 · 4 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
Top rated rentals - Chickasaw Park
Great stay!
1010 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value