Holiday rentals near Headliners Music Hall
We found 1,678 holiday rentals — enter your dates for availability
Choose the right holiday home that's close to Headliners Music Hall. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as parking and a TV. You're sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Headliners Music Hall
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 AU$7,282
AU$7,282
AU$1,040 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 AU$12,725
AU$12,725
AU$1,818 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 AU$19,374
AU$19,374
AU$2,768 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 AU$11,119
AU$11,119
AU$1,588 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 AU$9,500
AU$9,500
AU$1,357 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 AU$6,631
AU$6,631
AU$947 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 AU$6,662
AU$6,662
AU$952 per night
includes taxes & fees
Image gallery for Beautiful 4 BR, 4.5 Bath, Executive Home w In Ground Pool & Handicap Accessible!
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Beautiful 4 BR, 4.5 Bath, Executive Home w In Ground Pool & Handicap Accessible!
Louisville, KY
8% off
Price is AU$12,732
AU$12,732
AU$1,819 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 AU$8,977
AU$8,977
AU$1,282 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 AU$7,764
AU$7,764
AU$1,109 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 AU$6,635
AU$6,635
AU$948 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 AU$12,631
AU$12,631
AU$1,804 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 AU$9,899
AU$9,899
AU$1,414 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 AU$5,363
AU$5,363
AU$766 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 AU$8,668
AU$8,668
AU$1,238 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 AU$10,181
AU$10,181
AU$1,454 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
15% off
Price is AU$12,047
AU$12,047
AU$1,721 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 AU$11,213
AU$11,213
AU$1,602 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
15% off
Price is AU$15,271
AU$15,271
AU$2,182 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 AU$5,217
AU$5,217
AU$745 per night
includes taxes & fees
Image gallery for Historic Woodlawn Park Home
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Historic Woodlawn Park Home
Louisville, KY
8% off
Price is AU$18,051
AU$18,051
AU$2,579 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 AU$20,036
AU$20,036
AU$2,862 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 AU$6,065
AU$6,065
AU$866 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
6% off
Price is AU$17,710
AU$17,710
AU$2,530 per night
includes taxes & fees
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Find the best place to stay - Headliners Music Hall
Kentucky Derby Guest House < 16 guest !!
Sleeps 16 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
35 reviews(35 reviews)
The Lilly House!! Close to everything!
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Country living minutes away from Churchill Downs, Airport, major attractions.
Sleeps 2 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Cozy Studio with Free Parking | Near Hospitals
Sleeps 3 · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
4 rooms for rent
Sleeps 8 · 4 bedrooms · 2 bathrooms
2.02.0 out of 10
1 review(1 review)
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
20 reviews(20 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