Holiday rentals near The Woodford Theatre
We found 810 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals close to The Woodford Theatre that can be your home away from home. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, which might include parking and a garden. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - The Woodford Theatre
Showing deals for:18 Jul - 25 Jul
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 NZ$17,319
NZ$17,319
NZ$2,474 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
7% off
Price is NZ$15,946
NZ$15,946
NZ$2,278 per night
includes taxes & fees
Image gallery for Welcome to "The Spot" Southland/6 Miles to Keeneland!

9.49.4 out of 10 rating
Exceptional
(22 reviews)
Welcome to "The Spot" Southland/6 Miles to Keeneland!
Lexington, KY
7% off
Price is NZ$5,457
NZ$5,457
NZ$780 per night
includes taxes & fees
Image gallery for Bluegrass Oasis - Entire house,12 guests, 5mi to KHP

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Bluegrass Oasis - Entire house,12 guests, 5mi to KHP
Lexington, KY
7% off
Price is NZ$9,189
NZ$9,189
NZ$1,313 per night
includes taxes & fees
Image gallery for Cottage on Working Race Horse Farm Minutes to Downtown, Keeneland, Horse Park!

1010 out of 10 rating
Exceptional
(55 reviews)
Cottage on Working Race Horse Farm Minutes to Downtown, Keeneland, Horse Park!
Lexington, KY
11% off
Price is NZ$5,690
NZ$5,690
NZ$813 per night
includes taxes & fees
Image gallery for Brand new, beautiful log cabin in the heart of bourbon and horse country.

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Brand new, beautiful log cabin in the heart of bourbon and horse country.
Frankfort, KY
8% off
Price is NZ$5,344
NZ$5,344
NZ$763 per night
includes taxes & fees
Image gallery for Pool | Hot Tub | Covered Porch | Patio | Game Room

9.89.8 out of 10 rating
Exceptional
(108 reviews)
Pool | Hot Tub | Covered Porch | Patio | Game Room
Lexington, KY
7% off
Price is NZ$13,904
NZ$13,904
NZ$1,986 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
7% off
Price is NZ$3,585
NZ$3,585
NZ$512 per night
includes taxes & fees
Image gallery for Springside Equine Getaway

1010 out of 10 rating
Exceptional
(9 reviews)
Springside Equine Getaway
Georgetown, KY
8% off
Price is NZ$2,312
NZ$2,312
NZ$330 per night
includes taxes & fees
Image gallery for Hot Tub | Great Location | Patio | Grill | Ping Pong

1010 out of 10 rating
Exceptional
(57 reviews)
Hot Tub | Great Location | Patio | Grill | Ping Pong
Lexington, Kentucky
7% off
Price is NZ$8,989
NZ$8,989
NZ$1,284 per night
includes taxes & fees
Image gallery for 7 Bedrooms | 6.5 Bathrooms | Hot Tub | 10 Beds

1010 out of 10 rating
Exceptional
(27 reviews)
7 Bedrooms | 6.5 Bathrooms | Hot Tub | 10 Beds
Lexington, Kentucky
7% off
Price is NZ$14,569
NZ$14,569
NZ$2,081 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
7% off
Price is NZ$9,240
NZ$9,240
NZ$1,320 per night
includes taxes & fees
Image gallery for "The Meridian" Modern Stay near Downtown / Airport

9.89.8 out of 10 rating
Exceptional
(25 reviews)
"The Meridian" Modern Stay near Downtown / Airport
Lexington, KY
7% off
Price is NZ$4,119
NZ$4,119
NZ$588 per night
includes taxes & fees
Image gallery for Upscale downtown Lexington townhome

1010 out of 10 rating
Exceptional
(51 reviews)
Upscale downtown Lexington townhome
Lexington, KY
7% off
Price is NZ$10,500
NZ$10,500
NZ$1,500 per night
includes taxes & fees
Image gallery for 527 Estrella · King Bed, entire 4 bedroom, Kentucky living

1010 out of 10 rating
Exceptional
(17 reviews)
527 Estrella · King Bed, entire 4 bedroom, Kentucky living
Lexington, KY
7% off
Price is NZ$6,882
NZ$6,882
NZ$983 per night
includes taxes & fees
Image gallery for ⭐️Renovated⭐️ Great Location Fire Pit - Dog Friendly - Fully Fenced - Games

1010 out of 10 rating
Exceptional
(8 reviews)
⭐️Renovated⭐️ Great Location Fire Pit - Dog Friendly - Fully Fenced - Games
Lexington, KY
7% off
Price is NZ$5,030
NZ$5,030
NZ$719 per night
includes taxes & fees
Image gallery for Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.

9.89.8 out of 10 rating
Exceptional
(13 reviews)
Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
Frankfort, KY
20% off
Price is NZ$4,359
NZ$4,359
NZ$623 per night
includes taxes & fees
Image gallery for Hot Tub | Close to Downtown | Game Room | Fire Pit |

1010 out of 10 rating
Exceptional
(58 reviews)
Hot Tub | Close to Downtown | Game Room | Fire Pit |
Lexington, Kentucky
7% off
Price is NZ$8,942
NZ$8,942
NZ$1,277 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
(16 reviews)
Spacious 3 BR w/ King Suite + Patio Off Interstate
Lexington, KY
7% off
Price is NZ$4,297
NZ$4,297
NZ$614 per night
includes taxes & fees
Image gallery for Loft above Beautiful Horse Barn on Bourbon Trail

1010 out of 10 rating
Exceptional
(36 reviews)
Loft above Beautiful Horse Barn on Bourbon Trail
Georgetown, KY
8% off
Price is NZ$4,068
NZ$4,068
NZ$581 per night
includes taxes & fees
Image gallery for Located in Georgetown, KY, close to Toyota, Kentucky Horse Park, Lexington, KY

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Located in Georgetown, KY, close to Toyota, Kentucky Horse Park, Lexington, KY
Georgetown, KY
16% off
Price is NZ$3,030
NZ$3,030
NZ$433 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
(64 reviews)
⭐️Stylish & Cozy Ranch⭐️ Patio, Fenced Back Yard, Fire 🔥Pit-all the essentials!
Lexington, KY
11% off
Price is NZ$3,387
NZ$3,387
NZ$484 per night
includes taxes & fees
Image gallery for Hot Tub | Great Location | King Beds | Grill & Patio

1010 out of 10 rating
Exceptional
(74 reviews)
Hot Tub | Great Location | King Beds | Grill & Patio
Lexington, Kentucky
7% off
Price is NZ$8,681
NZ$8,681
NZ$1,240 per night
includes taxes & fees
Image gallery for Family-friendly newly built house in the heart of Kentucky's Horse Country

1010 out of 10 rating
Exceptional
(44 reviews)
Family-friendly newly built house in the heart of Kentucky's Horse Country
Lexington, KY
12% off
Price is NZ$6,110
NZ$6,110
NZ$873 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - The Woodford Theatre
Lodge style home on 140 acres. Remote but close to much! Hot Tub, Pets
Sleeps 10 · 5 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
193 reviews(193 reviews)
Herrington Lake Home - Private Dock - Covered Slip
Sleeps 9 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
River Retreat: Private Cabin Getaway on the Bourbon Trail
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Historic Woodford Buffalo Trace Distil - Sleeps 24
Sleeps 24 · 10 bedrooms · 8+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Riverside Roost -bourbon themed waterfront home
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
It's rare to find a place that's both historic & one-of-a-kind
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
32 reviews(32 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