Holiday rentals near Paddock Shops
We found 783 holiday rentals — enter your dates for availability
Choose the right private holiday rental within easy reach of Paddock Shops. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as cable TV and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Paddock Shops
Showing deals for:21 Nov - 28 Nov
Image gallery for Spacious 5BR Getaway – Pool, Patios & Fun
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Spacious 5BR Getaway – Pool, Patios & Fun
Louisville, KY
8% off
Price is AU$12,212
AU$12,212
AU$1,745 nightly
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$5,456
AU$5,456
AU$779 nightly
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
(7 reviews)
Beautiful Private Villa, Hot Tub near the Ohio River, Derby 2023, Bourbon Trail
Prospect, KY
8% off
Price is AU$3,801
AU$3,801
AU$543 nightly
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$10,091
AU$10,091
AU$1,442 nightly
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
7% off
Price is AU$4,706
AU$4,706
AU$672 nightly
Includes taxes & fees
Image gallery for Rooftop w/ 4 Suites @ Bungalou + Bourbon Bar + Gameyard
1010 out of 10 rating
Exceptional
(5 reviews)
Rooftop w/ 4 Suites @ Bungalou + Bourbon Bar + Gameyard
Louisville, KY
12% off
Price is AU$14,483
AU$14,483
AU$2,069 nightly
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 AU$4,006
AU$4,006
AU$572 nightly
Includes taxes & fees
Image gallery for Castle St Matthews
1010 out of 10 rating
Exceptional
(7 reviews)
Castle St Matthews
Louisville, KY
8% off
Price is AU$13,625
AU$13,625
AU$1,946 nightly
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$12,326
AU$12,326
AU$1,761 nightly
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
7% off
Price is AU$5,064
AU$5,064
AU$723 nightly
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
11% off
Price is AU$1,236
AU$1,236
AU$177 nightly
Includes taxes & fees
Image gallery for Bungalou "Ultimate SILVER" (Sleeps 31)
1010 out of 10 rating
Exceptional
(7 reviews)
Bungalou "Ultimate SILVER" (Sleeps 31)
Louisville, KY
12% off
Price is AU$25,599
AU$25,599
AU$3,657 nightly
Includes taxes & fees
Image gallery for Entire Home in the Highlands on Bardstown RD - Onsite Parking
1010 out of 10 rating
Exceptional
(14 reviews)
Entire Home in the Highlands on Bardstown RD - Onsite Parking
Louisville, KY
7% off
Price is AU$3,708
AU$3,708
AU$530 nightly
Includes taxes & fees
Image gallery for Heart Of the Highlands Hangout-Large 7 Bedroom!
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Heart Of the Highlands Hangout-Large 7 Bedroom!
Louisville, KY
8% off
Price is AU$12,598
AU$12,598
AU$1,800 nightly
Includes taxes & fees
Image gallery for Cozy, great LOCATION, smoke FREE!
1010 out of 10 rating
Exceptional
(8 reviews)
Cozy, great LOCATION, smoke FREE!
Louisville, KY
7% off
Price is AU$3,136
AU$3,136
AU$448 nightly
Includes taxes & fees
Image gallery for Hidden Gem: Stylish Comfort, Prime Location
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Hidden Gem: Stylish Comfort, Prime Location
Louisville, KY
8% off
Price is AU$4,731
AU$4,731
AU$676 nightly
Includes taxes & fees
Image gallery for The Highlands Hangout, EXPO, DOWNTOWN, restaurant row!!! Game room & LOCATION!
1010 out of 10 rating
Exceptional
(33 reviews)
The Highlands Hangout, EXPO, DOWNTOWN, restaurant row!!! Game room & LOCATION!
Louisville, KY
8% off
Price is AU$9,720
AU$9,720
AU$1,389 nightly
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 AU$13,994
AU$13,994
AU$1,999 nightly
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$6,161
AU$6,161
AU$880 nightly
Includes taxes & fees
Image gallery for The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
1010 out of 10 rating
Exceptional
(179 reviews)
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Louisville, KY
7% off
Price is AU$2,514
AU$2,514
AU$359 nightly
Includes taxes & fees
Image gallery for ⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐
9.69.6 out of 10 rating
Exceptional
(47 reviews)
⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐
Louisville, KY
7% off
Price is AU$3,250
AU$3,250
AU$464 nightly
Includes taxes & fees
Image gallery for Hot tub, Highlands-Restaurant Row Churchill Downs, Zoo, Bellarmine, Downtown
1010 out of 10 rating
Exceptional
(34 reviews)
Hot tub, Highlands-Restaurant Row Churchill Downs, Zoo, Bellarmine, Downtown
Louisville, KY
7% off
Price is AU$4,618
AU$4,618
AU$660 nightly
Includes taxes & fees
Image gallery for ArTisTs CoTTaGe - A Place to Play!
1010 out of 10 rating
Exceptional
(71 reviews)
ArTisTs CoTTaGe - A Place to Play!
Louisville, KY
11% off
Price is AU$2,145
AU$2,145
AU$306 nightly
Includes taxes & fees
Image gallery for The Jungalow: 65" 4K TV, memory foam, kid-friendly
9.89.8 out of 10 rating
Exceptional
(16 reviews)
The Jungalow: 65" 4K TV, memory foam, kid-friendly
Louisville, KY
15% off
Price is AU$3,226
AU$3,226
AU$461 nightly
Includes taxes & fees
Find spaces that suit your style
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Cottage
Villa
Chalet
Find the best place to stay - Paddock Shops
Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION
Sleeps 17 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
Horse Farm Retreat w/ Pond View Near Louisville
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Spectacular waterfront house!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
Bourbon Country Cabin with HOT TUB and Fire Pit on Brashears Creek
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Louisville Country Manor - Pool & Pickleball!
Sleeps 16 · 7 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Hideaway on the River: Amazing Views, Pirate Ship, Fire Pit, Fast Wi-Fi, Bourbon
Sleeps 10 · 3 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
24 reviews(24 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