Holiday rentals near Chickasaw Park
We found 1,310 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:19 Sept - 26 Sept
Image gallery for Family Hangout Spot - Yard + Fire Pit + Games
1010 out of 10 rating
Exceptional
(9 reviews)
Family Hangout Spot - Yard + Fire Pit + Games
New Albany, IN
8% off
Price is NZ$7,994
NZ$7,994
NZ$1,142 per night
includes taxes & fees
Image gallery for Win Place Show! Expo, SDF, Bourbon Trail
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Win Place Show! Expo, SDF, Bourbon Trail
Louisville, KY
8% off
Price is NZ$14,179
NZ$14,179
NZ$2,026 per night
includes taxes & fees
Image gallery for Large 5K Ft Center DownTown By Omni | Large Group
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Large 5K Ft Center DownTown By Omni | Large Group
Louisville, KY
9% off
Price is NZ$22,171
NZ$22,171
NZ$3,167 per night
includes taxes & fees
Image gallery for Sir Barton - NuLu/Downtown
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Sir Barton - NuLu/Downtown
Louisville, KY
8% off
Price is NZ$12,344
NZ$12,344
NZ$1,763 per night
includes taxes & fees
Image gallery for Gallant Fox - NuLu/Downtown
1010 out of 10 rating
Exceptional
(11 reviews)
Gallant Fox - NuLu/Downtown
Louisville, KY
8% off
Price is NZ$7,309
NZ$7,309
NZ$1,044 per night
includes taxes & fees
Image gallery for Luxe Highlands Home! King Bed~Fire Pit~Yard Games
1010 out of 10 rating
Exceptional
(5 reviews)
Luxe Highlands Home! King Bed~Fire Pit~Yard Games
Louisville, KY
8% off
Price is NZ$10,715
NZ$10,715
NZ$1,531 per night
includes taxes & fees
Image gallery for "Oak & Barrel" #1 LOCATION in Louisville. Bourbon & Derby theme. Pets welcome.
1010 out of 10 rating
Exceptional
(7 reviews)
"Oak & Barrel" #1 LOCATION in Louisville. Bourbon & Derby theme. Pets welcome.
Louisville, KY
8% off
Price is NZ$7,155
NZ$7,155
NZ$1,022 per night
includes taxes & fees
Image gallery for "Fillies and Lilies" Historic Home - Close to DERBY - Shuffleboard - Firepit
9.89.8 out of 10 rating
Exceptional
(7 reviews)
"Fillies and Lilies" Historic Home - Close to DERBY - Shuffleboard - Firepit
Louisville, KY
8% off
Price is NZ$9,806
NZ$9,806
NZ$1,401 per night
includes taxes & fees
Image gallery for Hip 3BR/2BA Highlands Loft on BEST Part of Bardstown Road. Comfy & Convenient!
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Hip 3BR/2BA Highlands Loft on BEST Part of Bardstown Road. Comfy & Convenient!
Louisville, KY
12% off
Price is NZ$8,602
NZ$8,602
NZ$1,229 per night
includes taxes & fees
Image gallery for ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville
1010 out of 10 rating
Exceptional
(53 reviews)
***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville
Louisville, KY
12% off
Price is NZ$7,177
NZ$7,177
NZ$1,025 per night
includes taxes & fees
Image gallery for Luxe Louisville Condo! King BR~1 Block from YUM Center
1010 out of 10 rating
Exceptional
(16 reviews)
Luxe Louisville Condo! King BR~1 Block from YUM Center
Louisville, KY
12% off
Price is NZ$15,871
NZ$15,871
NZ$2,267 per night
includes taxes & fees
Image gallery for Urban Bourbon Trail Near Derby, Fair, Expo and Airport - 4 Beds, 3 BR, 2 Baths
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Urban Bourbon Trail Near Derby, Fair, Expo and Airport - 4 Beds, 3 BR, 2 Baths
Louisville, KY
5% off
Price is NZ$9,632
NZ$9,632
NZ$1,376 per night
includes taxes & fees
Image gallery for Prime Derby Location - Firepit - Yard
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Prime Derby Location - Firepit - Yard
Louisville, Kentucky
8% off
Price is NZ$10,665
NZ$10,665
NZ$1,524 per night
includes taxes & fees
Image gallery for 2Bd/2Ba in GTown! An Easy 4 Miles to Churchill Down & KY EXPO CTR! Free parking!
1010 out of 10 rating
Exceptional
(8 reviews)
2Bd/2Ba in GTown! An Easy 4 Miles to Churchill Down & KY EXPO CTR! Free parking!
Louisville, KY
8% off
Price is NZ$5,812
NZ$5,812
NZ$830 per night
includes taxes & fees
Image gallery for 3 BR, 2.5 Baths! GREAT VALUE!!! LOCATION!!! Highlands, EXPO, Downtown, NULU
9.89.8 out of 10 rating
Exceptional
(172 reviews)
3 BR, 2.5 Baths! GREAT VALUE!!! LOCATION!!! Highlands, EXPO, Downtown, NULU
Louisville, KY
12% off
Price is NZ$5,655
NZ$5,655
NZ$808 per night
includes taxes & fees
Image gallery for New! Boho Comfort in the City! Spacious! Modern!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
New! Boho Comfort in the City! Spacious! Modern!
Louisville, KY
8% off
Price is NZ$9,350
NZ$9,350
NZ$1,336 per night
includes taxes & fees
Image gallery for Industrial 5BR Loft in Historic Whiskey Row Lofts
1010 out of 10 rating
Exceptional
(7 reviews)
Industrial 5BR Loft in Historic Whiskey Row Lofts
Louisville, KY
14% off
Price is NZ$17,036
NZ$17,036
NZ$2,434 per night
includes taxes & fees
Image gallery for Historic Nulu 5BR • Patio • Luxe Design • Walkable
1010 out of 10 rating
Exceptional
(11 reviews)
Historic Nulu 5BR • Patio • Luxe Design • Walkable
Louisville, KY
14% off
Price is NZ$13,308
NZ$13,308
NZ$1,901 per night
includes taxes & fees
Image gallery for Family Friendly, Historic Mansion Row, **5 min from Louisville!**
1010 out of 10 rating
Exceptional
(36 reviews)
Family Friendly, Historic Mansion Row, **5 min from Louisville!**
New Albany, IN
5% off
Price is NZ$20,101
NZ$20,101
NZ$2,872 per night
includes taxes & fees
Image gallery for The Cherokee Homestead/ 5BR home/ Great location!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
The Cherokee Homestead/ 5BR home/ Great location!
Louisville, KY
8% off
Price is NZ$12,532
NZ$12,532
NZ$1,790 per night
includes taxes & fees
Image gallery for Prof. Remodeled & Curated w Private Backyard&Games
9.49.4 out of 10 rating
Exceptional
(21 reviews)
Prof. Remodeled & Curated w Private Backyard&Games
Louisville, Kentucky
15% off
Price is NZ$6,577
NZ$6,577
NZ$940 per night
includes taxes & fees
Image gallery for The Highlands Hangout, EXPO, DOWNTOWN, restaurant row!!! Game room & LOCATION!
1010 out of 10 rating
Exceptional
(30 reviews)
The Highlands Hangout, EXPO, DOWNTOWN, restaurant row!!! Game room & LOCATION!
Louisville, KY
8% off
Price is NZ$22,717
NZ$22,717
NZ$3,245 per night
includes taxes & fees
Image gallery for Fourth St. Suite - Garage - Kitchen
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Fourth St. Suite - Garage - Kitchen
Louisville, Kentucky
8% off
Price is NZ$5,539
NZ$5,539
NZ$791 per night
includes taxes & fees
Image gallery for Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville
New Albany, IN
6% off
Price is NZ$6,953
NZ$6,953
NZ$993 per night
includes taxes & fees
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Find the best place to stay - Chickasaw Park
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
66 reviews(66 reviews)
Hancock House
Sleeps 4 · 1 bedroom
8.08.0 out of 10
Very goodvery good
235 reviews(235 reviews)
Stellar Suites
Sleeps 5 · 1 bedroom
9.69.6 out of 10
Exceptionalexceptional
97 reviews(97 reviews)
The Bellwether Hotel
Sleeps 2 · 1 bedroom
8.08.0 out of 10
Very goodvery good
14 reviews(14 reviews)
A Cozy Cottage Near the Heart of All Louisville Attractions!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
352 reviews(352 reviews)
BOURBON TRAIL & BEYOND! Central to everything in a quiet neighborhood/Game Room!
Sleeps 10 · 4 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
59 reviews(59 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