Vacation rentals near Paddock Shops
We found 779 vacation rentals — enter your dates for availability
Choose the perfect vacation home within easy reach of Paddock Shops. Vacation homes offer the amenities you expect for your stay with friends, family, or just your pet, such as a garden and pool. At the end of the day, you're sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Vacation rentals with weekly discounts - Paddock Shops
Showing deals for:Nov 14 - Nov 21
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
10% off
Price is CA $1,177
CA $1,177
CA $10,987 total
CA $10,987 total
includes taxes & fees
Image gallery for Beautiful views and sunrises overlooking the water. Spacious home with elevator.
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
Jeffersonville, IN
10% off
Price is CA $664
CA $664
CA $6,344 total
CA $6,344 total
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
(137 reviews)
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
Louisville, KY
19% off
Price is CA $1,545
CA $1,545
CA $13,989 total
CA $13,989 total
includes taxes & fees
Image gallery for Kentucky Derby - Ideal Bardstown Rd area Close Restaurnts/Bars
1010 out of 10 rating
Exceptional
(5 reviews)
Kentucky Derby - Ideal Bardstown Rd area Close Restaurnts/Bars
Louisville, KY
5% off
Price is CA $906
CA $906
CA $8,774 total
CA $8,774 total
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
10% off
Price is CA $565
CA $565
CA $5,337 total
CA $5,337 total
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
10% off
Price is CA $932
CA $932
CA $9,065 total
CA $9,065 total
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
10% off
Price is CA $527
CA $527
CA $5,095 total
CA $5,095 total
includes taxes & fees
Image gallery for Three King Master Bedrooms all on Separate Floors; 7 Total Bedrooms
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Three King Master Bedrooms all on Separate Floors; 7 Total Bedrooms
Louisville, KY
5% off
Price is CA $674
CA $674
CA $6,382 total
CA $6,382 total
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
10% off
Price is CA $297
CA $297
CA $2,905 total
CA $2,905 total
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
10% off
Price is CA $387
CA $387
CA $3,724 total
CA $3,724 total
includes taxes & fees
Image gallery for Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Louisville, KY
19% off
Price is CA $445
CA $445
CA $4,368 total
CA $4,368 total
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
15% off
Price is CA $145
CA $145
CA $1,405 total
CA $1,405 total
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
10% off
Price is CA $484
CA $484
CA $4,632 total
CA $4,632 total
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
10% off
Price is CA $481
CA $481
CA $4,679 total
CA $4,679 total
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
10% off
Price is CA $546
CA $546
CA $5,278 total
CA $5,278 total
includes taxes & fees
Image gallery for Lovely Gem in the Vibrant Highlands close to it all!
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Lovely Gem in the Vibrant Highlands close to it all!
Louisville, KY
5% off
Price is CA $761
CA $761
CA $7,129 total
CA $7,129 total
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
10% off
Price is CA $345
CA $345
CA $3,378 total
CA $3,378 total
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
10% off
Price is CA $527
CA $527
CA $5,271 total
CA $5,271 total
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
10% off
Price is CA $292
CA $292
CA $2,857 total
CA $2,857 total
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
10% off
Price is CA $1,199
CA $1,199
CA $11,321 total
CA $11,321 total
includes taxes & fees
Image gallery for Luxurious and Stylish Home w/ Open Floor Plan! Safe area. Free Parking
8.48.4 out of 10 rating
Very good
(18 reviews)
Luxurious and Stylish Home w/ Open Floor Plan! Safe area. Free Parking
Louisville, KY
12% off
Price is CA $273
CA $273
CA $2,628 total
CA $2,628 total
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
10% off
Price is CA $1,054
CA $1,054
CA $9,894 total
CA $9,894 total
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
10% off
Price is CA $1,367
CA $1,367
CA $12,561 total
CA $12,561 total
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
10% off
Price is CA $383
CA $383
CA $3,757 total
CA $3,757 total
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)
Cabin+Bunkhouse Sleeps 25 near Lou/Lex *Like-New!
Sleeps 16 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Louisville Country Manor - Pool & Pickleball!
Sleeps 16 · 7 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 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)
Spectacular waterfront house!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
77 reviews(77 reviews)
Top rated rentals - Paddock Shops
Good stay
1010 out of 10
Exceptionalexceptional
82 reviews(82 reviews)
We were only there at night. There is coffee for the morning which was perfect for us. Lots of restaurants near buy and only 10 min from downtown. Very nice quiet neighborhood. Highly recomend.
Matt C.
Stayed Apr 2025
Perfection
1010 out of 10
Exceptionalexceptional
179 reviews(179 reviews)
How can you improve on perfection. Loved this place and all the critters we saw including deer, something swimming in the river and the birds. Always something to see especially the barges in all different sizes and shapes. Everything was taken care of and it worked perfectly. Loved it! We will be back.
Anna May A.
Stayed Sep 2024
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, yards and more
More for lessMore space, more privacy, more amenities — more value