Holiday rentals near Rupp Arena
We found 681 holiday rentals — enter your dates for availability
If you'd like to stay close to Rupp Arena, take a look at private holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the amenities that you need and want, including parking and a TV. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Rupp Arena
Showing deals for:12 Sept - 19 Sept
Image gallery for Botherum Carriage House, Garden Lovers Delight
1010 out of 10 rating
Exceptional
(10 reviews)
Botherum Carriage House, Garden Lovers Delight
Lexington, KY
8% off
Price is AU$14,512
AU$14,512
AU$2,073 per night
includes taxes & fees
Image gallery for Historical Villa w/hot tub-1block from Rupp
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Historical Villa w/hot tub-1block from Rupp
Lexington, KY
8% off
Price is AU$15,480
AU$15,480
AU$2,211 per night
includes taxes & fees
Image gallery for Heated, Saltwater Pool-Hot Tub-GameRm-Bar-near Keeneland-Bourbon Trail-Dogs OK!
1010 out of 10 rating
Exceptional
(9 reviews)
Heated, Saltwater Pool-Hot Tub-GameRm-Bar-near Keeneland-Bourbon Trail-Dogs OK!
Nicholasville, KY
12% off
Price is AU$15,038
AU$15,038
AU$2,148 per night
includes taxes & fees
Image gallery for "The Lynn" MODERN URBAN STAY w/ Backyard
1010 out of 10 rating
Exceptional
(15 reviews)
"The Lynn" MODERN URBAN STAY w/ Backyard
Lexington, KY
8% off
Price is AU$3,614
AU$3,614
AU$516 per night
includes taxes & fees
Image gallery for Pool | Hot Tub | Covered Porch | Patio | Game Room
9.89.8 out of 10 rating
Exceptional
(110 reviews)
Pool | Hot Tub | Covered Porch | Patio | Game Room
Lexington, KY
7% off
Price is AU$8,979
AU$8,979
AU$1,283 per night
includes taxes & fees
Image gallery for Bourbon Hous - 7 Bdrms, Bar, Billiards, Downtown Lexington
1010 out of 10 rating
Exceptional
(14 reviews)
Bourbon Hous - 7 Bdrms, Bar, Billiards, Downtown Lexington
Lexington, KY
8% off
Price is AU$18,207
AU$18,207
AU$2,601 per night
includes taxes & fees
Image gallery for Renovated Train Station on Thoroughbred Horse Farm
1010 out of 10 rating
Exceptional
(268 reviews)
Renovated Train Station on Thoroughbred Horse Farm
Paris, KY
8% off
Price is AU$2,829
AU$2,829
AU$404 per night
includes taxes & fees
Image gallery for Springside Equine Getaway
1010 out of 10 rating
Exceptional
(10 reviews)
Springside Equine Getaway
Georgetown, KY
8% off
Price is AU$2,174
AU$2,174
AU$311 per night
includes taxes & fees
Image gallery for Napa Hous - 7BD, 7.5 BA, Bar - Downtown
1010 out of 10 rating
Exceptional
(5 reviews)
Napa Hous - 7BD, 7.5 BA, Bar - Downtown
Lexington, KY
8% off
Price is AU$15,547
AU$15,547
AU$2,221 per night
includes taxes & fees
Image gallery for HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm
1010 out of 10 rating
Exceptional
(20 reviews)
HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm
Georgetown, KY
8% off
Price is AU$15,647
AU$15,647
AU$2,235 per night
includes taxes & fees
Image gallery for Kentucky Dream! 4BR, 3BA, 2Car-G/Covered Backyard Stage, 1-Mile from Rupp!
1010 out of 10 rating
Exceptional
(8 reviews)
Kentucky Dream! 4BR, 3BA, 2Car-G/Covered Backyard Stage, 1-Mile from Rupp!
Lexington, KY
8% off
Price is AU$9,468
AU$9,468
AU$1,353 per night
includes taxes & fees
Image gallery for "The Meridian" Modern Stay near Downtown / Airport
9.89.8 out of 10 rating
Exceptional
(27 reviews)
"The Meridian" Modern Stay near Downtown / Airport
Lexington, KY
8% off
Price is AU$4,076
AU$4,076
AU$582 per night
includes taxes & fees
Image gallery for Hot Tub | Great Location | Patio | Grill | Ping Pong
1010 out of 10 rating
Exceptional
(58 reviews)
Hot Tub | Great Location | Patio | Grill | Ping Pong
Lexington, Kentucky
7% off
Price is AU$6,336
AU$6,336
AU$905 per night
includes taxes & fees
Image gallery for 7 Bedrooms | 6.5 Bathrooms | Hot Tub | 10 Beds
1010 out of 10 rating
Exceptional
(29 reviews)
7 Bedrooms | 6.5 Bathrooms | Hot Tub | 10 Beds
Lexington, Kentucky
8% off
Price is AU$10,646
AU$10,646
AU$1,521 per night
includes taxes & fees
Image gallery for Historic Paris Livery Home of Kentucky's Covered Bridge Tour
8.68.6 out of 10 rating
Excellent
(7 reviews)
Historic Paris Livery Home of Kentucky's Covered Bridge Tour
Paris, KY
8% off
Price is AU$2,340
AU$2,340
AU$334 per night
includes taxes & fees
Image gallery for New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
1010 out of 10 rating
Exceptional
(19 reviews)
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Cynthiana, KY
13% off
Price is AU$2,952
AU$2,952
AU$422 per night
includes taxes & fees
Image gallery for Modern comfort within walking distance from UKY, Kroger Field, & Chevy Chase.
1010 out of 10 rating
Exceptional
(6 reviews)
Modern comfort within walking distance from UKY, Kroger Field, & Chevy Chase.
Lexington, KY
8% off
Price is AU$9,134
AU$9,134
AU$1,305 per night
includes taxes & fees
Image gallery for Brick Hous - Downtown Lexington
1010 out of 10 rating
Exceptional
(6 reviews)
Brick Hous - Downtown Lexington
Lexington, KY
8% off
Price is AU$15,500
AU$15,500
AU$2,214 per night
includes taxes & fees
Image gallery for Modern Cheerful Bluegrass Beauty
1010 out of 10 rating
Exceptional
(19 reviews)
Modern Cheerful Bluegrass Beauty
Lexington, KY
11% off
Price is AU$7,919
AU$7,919
AU$1,131 per night
includes taxes & fees
Image gallery for Spacious 3 BR w/ King Suite + Patio Off Interstate
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Spacious 3 BR w/ King Suite + Patio Off Interstate
Lexington, KY
8% off
Price is AU$3,967
AU$3,967
AU$567 per night
includes taxes & fees
Image gallery for ⭐️Stylish & Cozy Ranch⭐️ Patio, Fenced Back Yard, Fire 🔥Pit-all the essentials!
1010 out of 10 rating
Exceptional
(69 reviews)
⭐️Stylish & Cozy Ranch⭐️ Patio, Fenced Back Yard, Fire 🔥Pit-all the essentials!
Lexington, KY
11% off
Price is AU$3,536
AU$3,536
AU$505 per night
includes taxes & fees
Image gallery for Welcome to “The Spot” - North Limestone/Downtown!
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Welcome to “The Spot” - North Limestone/Downtown!
Lexington, KY
12% off
Price is AU$3,062
AU$3,062
AU$437 per night
includes taxes & fees
Image gallery for Located in Georgetown, KY, close to Toyota, Kentucky Horse Park, Lexington, KY
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Located in Georgetown, KY, close to Toyota, Kentucky Horse Park, Lexington, KY
Georgetown, KY
16% off
Price is AU$2,776
AU$2,776
AU$397 per night
includes taxes & fees
Image gallery for Cozy, Comfortable & Convenient
9.69.6 out of 10 rating
Exceptional
(35 reviews)
Cozy, Comfortable & Convenient
Lexington, KY
7% off
Price is AU$3,048
AU$3,048
AU$435 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Rupp Arena
Showing deals for: 12 Sept - 15 Sept
Location, Location, Location
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
The current price is AU$1,641
AU$1,641
for 3 nights, 1 home
AU$547 per night
includes taxes & fees
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
The current price is AU$2,854
AU$2,854
for 3 nights, 1 home
AU$951 per night
includes taxes & fees
This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
The current price is AU$2,951
AU$2,951
for 3 nights, 1 home
AU$984 per night
includes taxes & fees
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Sleeps 4 · 2 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
24 reviews(24 reviews)
The current price is AU$1,632
AU$1,632
for 3 nights, 1 home
AU$544 per night
includes taxes & fees
Enriched with history & tradition is where you will find Lexington's Carriage House
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
The current price is AU$3,833
AU$3,833
for 3 nights, 1 home
AU$1,278 per night
includes taxes & fees
Napa Hous - 7BD, 7.5 BA, Bar - Downtown
Sleeps 14 · 7 bedrooms · 7+ bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
The current price is AU$10,721
AU$10,721
for 3 nights, 1 home
AU$3,574 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
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