Holiday rentals near Chickasaw Park
We found 1,317 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:7 Nov - 14 Nov
Image gallery for 10 Min to Louisville, Huge Hot Tub, Awesome Backyard
1010 out of 10 rating
Exceptional
(38 reviews)
10 Min to Louisville, Huge Hot Tub, Awesome Backyard
Clarksville, IN
13% off
Price is NZ$6,991
NZ$6,991
NZ$999 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, KY
7% off
Price is NZ$7,410
NZ$7,410
NZ$1,059 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 NZ$10,196
NZ$10,196
NZ$1,457 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, KY
13% off
Price is NZ$3,268
NZ$3,268
NZ$467 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 NZ$17,599
NZ$17,599
NZ$2,514 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 NZ$11,122
NZ$11,122
NZ$1,589 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, KY
8% off
Price is NZ$8,627
NZ$8,627
NZ$1,232 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
8% off
Price is NZ$6,657
NZ$6,657
NZ$951 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 NZ$2,700
NZ$2,700
NZ$386 per night
includes taxes & fees
Image gallery for Charming Churchill Downs Cottage
9.09.0 out of 10 rating
Wonderful
(18 reviews)
Charming Churchill Downs Cottage
Louisville, KY
7% off
Price is NZ$2,939
NZ$2,939
NZ$420 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, KY
8% off
Price is NZ$5,065
NZ$5,065
NZ$724 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, KY
7% off
Price is NZ$3,497
NZ$3,497
NZ$500 per night
includes taxes & fees
Image gallery for Logan Street: Centrally Located, Renovated w/3 Beds
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Logan Street: Centrally Located, Renovated w/3 Beds
Louisville, KY
8% off
Price is NZ$4,625
NZ$4,625
NZ$661 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, KY
8% off
Price is NZ$6,626
NZ$6,626
NZ$947 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
8% off
Price is NZ$9,380
NZ$9,380
NZ$1,340 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 NZ$3,552
NZ$3,552
NZ$507 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, KY
7% off
Price is NZ$4,605
NZ$4,605
NZ$658 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 NZ$2,491
NZ$2,491
NZ$356 per night
includes taxes & fees
Image gallery for New! Boho Comfort in the City! Spacious! Modern!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
New! Boho Comfort in the City! Spacious! Modern!
Louisville, KY
8% off
Price is NZ$8,626
NZ$8,626
NZ$1,232 per night
includes taxes & fees
Image gallery for A cozy charming home with a home away home from feel.
9.49.4 out of 10 rating
Exceptional
(10 reviews)
A cozy charming home with a home away home from feel.
Louisville, KY
7% off
Price is NZ$2,414
NZ$2,414
NZ$345 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 NZ$6,365
NZ$6,365
NZ$909 per night
includes taxes & fees
Image gallery for Alfesco - Walkable Highlands Guesthouse
8.48.4 out of 10 rating
Very good
(7 reviews)
Alfesco - Walkable Highlands Guesthouse
Louisville, KY
12% off
Price is NZ$2,278
NZ$2,278
NZ$325 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 NZ$12,354
NZ$12,354
NZ$1,765 per night
includes taxes & fees
Image gallery for Family Friendly 3 bed 2 bath close to many Louisville Landmarks
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Family Friendly 3 bed 2 bath close to many Louisville Landmarks
Louisville, KY
12% off
Price is NZ$3,208
NZ$3,208
NZ$458 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)
A Cozy Cottage Near the Heart of All Louisville Attractions!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
365 reviews(365 reviews)
The Bellwether Hotel
Sleeps 2 · 1 bedroom
8.08.0 out of 10
Very goodvery good
16 reviews(16 reviews)
BOURBON TRAIL & BEYOND! Central to everything in a quiet neighborhood/Game Room!
Sleeps 10 · 4 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
64 reviews(64 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