Holiday rentals near Headliners Music Hall
We found 1,658 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:26 Sept - 3 Oct
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 NZ$14,157
NZ$14,157
NZ$2,022 per night
includes taxes & fees
Image gallery for 10 Min to Louisville, Huge Hot Tub, Awesome Backyard
1010 out of 10 rating
Exceptional
(35 reviews)
10 Min to Louisville, Huge Hot Tub, Awesome Backyard
Clarksville, IN
12% off
Price is NZ$5,921
NZ$5,921
NZ$846 per night
includes taxes & fees
Image gallery for Gallant Fox - NuLu/Downtown
1010 out of 10 rating
Exceptional
(13 reviews)
Gallant Fox - NuLu/Downtown
Louisville, KY
8% off
Price is NZ$4,896
NZ$4,896
NZ$699 per night
includes taxes & fees
Image gallery for Germantown Getaway
9.49.4 out of 10 rating
Exceptional
(77 reviews)
Germantown Getaway
Louisville, KY
8% off
Price is NZ$2,015
NZ$2,015
NZ$288 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 NZ$10,872
NZ$10,872
NZ$1,553 per night
includes taxes & fees
Image gallery for Remote Feel, Close to the City!
1010 out of 10 rating
Exceptional
(12 reviews)
Remote Feel, Close to the City!
New Albany, IN
8% off
Price is NZ$2,554
NZ$2,554
NZ$365 per night
includes taxes & fees
Image gallery for Charming Churchill Downs Cottage
9.09.0 out of 10 rating
Wonderful
(13 reviews)
Charming Churchill Downs Cottage
Louisville, Kentucky
7% off
Price is NZ$2,428
NZ$2,428
NZ$347 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 NZ$4,516
NZ$4,516
NZ$645 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$8,284
NZ$8,284
NZ$1,183 per night
includes taxes & fees
Image gallery for Beautiful Private Villa, Hot Tub near the Ohio River, Derby 2023, Bourbon Trail
1010 out of 10 rating
Exceptional
(5 reviews)
Beautiful Private Villa, Hot Tub near the Ohio River, Derby 2023, Bourbon Trail
Prospect, KY
8% off
Price is NZ$4,077
NZ$4,077
NZ$582 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 NZ$6,177
NZ$6,177
NZ$882 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
(21 reviews)
Historic Mansion All Modern Amenities, Huge deck,Fire Pit, Hot Tub, Walk to Dine
Louisville, KY
11% off
Price is NZ$13,836
NZ$13,836
NZ$1,977 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$5,823
NZ$5,823
NZ$832 per night
includes taxes & fees
Image gallery for Private Home Close to Zoo, U of L, Churchill Downs
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Private Home Close to Zoo, U of L, Churchill Downs
Louisville, Kentucky
7% off
Price is NZ$2,983
NZ$2,983
NZ$426 per night
includes taxes & fees
Image gallery for Regal Mansion w Private Garden in Quiet Area
1010 out of 10 rating
Exceptional
(9 reviews)
Regal Mansion w Private Garden in Quiet Area
Louisville, Kentucky
7% off
Price is NZ$5,584
NZ$5,584
NZ$798 per night
includes taxes & fees
Image gallery for !Derby City Sanctuary- 4 bed 2 bath renovated home
9.29.2 out of 10 rating
Wonderful
(20 reviews)
!Derby City Sanctuary- 4 bed 2 bath renovated home
Louisville, KY
7% off
Price is NZ$2,281
NZ$2,281
NZ$326 per night
includes taxes & fees
Image gallery for Highlands Bungalow Close to All / 3000+ sq ft
1010 out of 10 rating
Exceptional
(54 reviews)
Highlands Bungalow Close to All / 3000+ sq ft
Louisville, KY
7% off
Price is NZ$7,193
NZ$7,193
NZ$1,028 per night
includes taxes & fees
Image gallery for High Above Highlands large 6 bedroom home in fantastic urban area!
1010 out of 10 rating
Exceptional
(29 reviews)
High Above Highlands large 6 bedroom home in fantastic urban area!
Louisville, KY
8% off
Price is NZ$15,535
NZ$15,535
NZ$2,219 per night
includes taxes & fees
Image gallery for Entire Home in the Highlands on Bardstown RD - Onsite Parking
1010 out of 10 rating
Exceptional
(11 reviews)
Entire Home in the Highlands on Bardstown RD - Onsite Parking
Louisville, KY
7% off
Price is NZ$4,038
NZ$4,038
NZ$577 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
(10 reviews)
Entire Private Family Home - Minutes to Expo Center, Bourbon Tours, Derby
Louisville, KY
7% off
Price is NZ$3,195
NZ$3,195
NZ$456 per night
includes taxes & fees
Image gallery for Hidden Gem: Stylish Comfort, Prime Location
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Hidden Gem: Stylish Comfort, Prime Location
Louisville, Kentucky
7% off
Price is NZ$4,324
NZ$4,324
NZ$618 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$7,266
NZ$7,266
NZ$1,038 per night
includes taxes & fees
Image gallery for Germantown - Perfect for Groups
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Germantown - Perfect for Groups
Louisville, Kentucky
7% off
Price is NZ$3,995
NZ$3,995
NZ$571 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
(19 reviews)
Charming 2-Bedroom Home in Louisville. Close to Expo, Churchill, & Downtown.
Louisville, KY
7% off
Price is NZ$2,097
NZ$2,097
NZ$300 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Headliners Music Hall
Showing deals for: 23 Sept - 26 Sept
Cozy Studio with Free Parking | Near Hospitals
Sleeps 3 · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is NZ$1,202
NZ$1,202
for 3 nights, 1 apartment
NZ$401 per night
includes taxes & fees
4 rooms for rent
Sleeps 8 · 4 bedrooms · 2 bathrooms
2.02.0 out of 10
1 review(1 review)
The current price is NZ$434
NZ$434
for 3 nights, 1 home
NZ$145 per night
includes taxes & fees
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
The current price is NZ$1,489
NZ$1,489
for 3 nights, 1 apartment
NZ$496 per night
includes taxes & fees
Hancock House
Sleeps 4 · 1 bedroom
8.08.0 out of 10
Very goodvery good
236 reviews(236 reviews)
The current price is NZ$951
NZ$951
for 3 nights, 1 room
NZ$317 per night
includes taxes & fees
Kentucky Derby Guest House < 16 guest !!
Sleeps 16 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
35 reviews(35 reviews)
The current price is NZ$696
NZ$696
for 3 nights, 1 room
NZ$232 per night
includes taxes & fees
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)
The current price is NZ$676
NZ$676
for 3 nights, 1 room
NZ$225 per night
includes taxes & fees
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