
Holiday rentals near The Woodford Theatre
We found 806 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:14 Nov - 21 Nov
Image gallery for Handcrafted Rustic Cabin on the Bourbon Trail

1010 out of 10 rating
Exceptional
(17 reviews)
Handcrafted Rustic Cabin on the Bourbon Trail
Versailles, KY
7% off
Price is AU$2,190
AU$2,190
AU$313 per night
includes taxes & fees
Image gallery for Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.

9.89.8 out of 10 rating
Exceptional
(26 reviews)
Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.
Lexington, KY
8% off
Price is AU$3,586
AU$3,586
AU$512 per night
includes taxes & fees
Image gallery for Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.

1010 out of 10 rating
Exceptional
(33 reviews)
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
Frankfort, KY
6% off
Price is AU$1,804
AU$1,804
AU$258 per night
includes taxes & fees
Image gallery for Beautiful farm stay apartment, rural Georgetown KY

9.89.8 out of 10 rating
Exceptional
(32 reviews)
Beautiful farm stay apartment, rural Georgetown KY
Georgetown, KY
8% off
Price is AU$1,532
AU$1,532
AU$219 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$15,874
AU$15,874
AU$2,268 per night
includes taxes & fees
Image gallery for Cozy updated home mins to Keeneland & Lexington. Championship Golf Course Views

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Cozy updated home mins to Keeneland & Lexington. Championship Golf Course Views
Nicholasville, KY
8% off
Price is AU$6,414
AU$6,414
AU$916 per night
includes taxes & fees
Image gallery for Quiet, Comfortable Cottage

9.89.8 out of 10 rating
Exceptional
(92 reviews)
Quiet, Comfortable Cottage
Versailles, KY
12% off
Price is AU$2,229
AU$2,229
AU$318 per night
includes taxes & fees
Image gallery for Peaceful Chevy Chase Retreat

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Peaceful Chevy Chase Retreat
Lexington, KY
8% off
Price is AU$6,080
AU$6,080
AU$869 per night
includes taxes & fees
Image gallery for The Bourbon Sanctuary

9.89.8 out of 10 rating
Exceptional
(18 reviews)
The Bourbon Sanctuary
Frankfort, KY
8% off
Price is AU$1,809
AU$1,809
AU$258 per night
includes taxes & fees
Image gallery for This house is a 0 bedroom(s), 2 bathrooms, located in Frankfort, KY.

9.49.4 out of 10 rating
Exceptional
(13 reviews)
This house is a 0 bedroom(s), 2 bathrooms, located in Frankfort, KY.
Frankfort, KY
9% off
Price is AU$2,243
AU$2,243
AU$320 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
(9 reviews)
Brand new, beautiful log cabin in the heart of bourbon and horse country.
Frankfort, KY
8% off
Price is AU$4,888
AU$4,888
AU$698 per night
includes taxes & fees
Image gallery for Spacious Frankfort Retreat on Bourbon Trail!

9.89.8 out of 10 rating
Exceptional
(21 reviews)
Spacious Frankfort Retreat on Bourbon Trail!
Frankfort, KY
10% off
Price is AU$3,037
AU$3,037
AU$434 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
(16 reviews)
Heated, Saltwater Pool-Hot Tub-GameRm-Bar-near Keeneland-Bourbon Trail-Dogs OK!
Nicholasville, KY
11% off
Price is AU$8,659
AU$8,659
AU$1,237 per night
includes taxes & fees
Image gallery for Perfect Bourbon Trail Couple Getaway

1010 out of 10 rating
Exceptional
(25 reviews)
Perfect Bourbon Trail Couple Getaway
Frankfort, KY
8% off
Price is AU$1,900
AU$1,900
AU$271 per night
includes taxes & fees
Image gallery for Welcome to Stillmeadow Farm, a grand Georgian-style home nestled on 135 acres in Frankfort, KY

1010 out of 10 rating
Exceptional
(9 reviews)
Welcome to Stillmeadow Farm, a grand Georgian-style home nestled on 135 acres in Frankfort, KY
Frankfort, KY
9% off
Price is AU$8,422
AU$8,422
AU$1,203 per night
includes taxes & fees
Image gallery for Chic Main Street Retreat < 7 Mi to KY Horse Park!

1010 out of 10 rating
Exceptional
(66 reviews)
Chic Main Street Retreat < 7 Mi to KY Horse Park!
Georgetown, KY
10% off
Price is AU$1,524
AU$1,524
AU$218 per night
includes taxes & fees
Image gallery for Springside BoHo Getaway

1010 out of 10 rating
Exceptional
(46 reviews)
Springside BoHo Getaway
Georgetown, KY
8% off
Price is AU$2,136
AU$2,136
AU$305 per night
includes taxes & fees
Image gallery for 🏇🏼Equestrian & Bourbon Central🥃 👑The Kingston👑 Near Fasig-Tipton & KYSHP🐴

1010 out of 10 rating
Exceptional
(16 reviews)
🏇🏼Equestrian & Bourbon Central🥃 👑The Kingston👑 Near Fasig-Tipton & KYSHP🐴
Lexington, KY
6% off
Price is AU$3,284
AU$3,284
AU$469 per night
includes taxes & fees
Image gallery for Unbeatable location for the best experiences in Central Kentucky

1010 out of 10 rating
Exceptional
(10 reviews)
Unbeatable location for the best experiences in Central Kentucky
Lexington, KY
9% off
Price is AU$4,539
AU$4,539
AU$648 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
(16 reviews)
Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
Frankfort, KY
20% off
Price is AU$3,878
AU$3,878
AU$554 per night
includes taxes & fees
Image gallery for Stay in a newly renovated home in the heart of Dtown Lexington

1010 out of 10 rating
Exceptional
(14 reviews)
Stay in a newly renovated home in the heart of Dtown Lexington
Lexington, KY
9% off
Price is AU$3,299
AU$3,299
AU$471 per night
includes taxes & fees
Image gallery for Bourbon Trail/8 mins to distilleries/Fenced Yard/Pet-Friendly/Entire House

9.69.6 out of 10 rating
Exceptional
(32 reviews)
Bourbon Trail/8 mins to distilleries/Fenced Yard/Pet-Friendly/Entire House
Lawrenceburg, KY
8% off
Price is AU$2,542
AU$2,542
AU$363 per night
includes taxes & fees
Image gallery for This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key

1010 out of 10 rating
Exceptional
(11 reviews)
This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key
Nicholasville, KY
9% off
Price is AU$10,188
AU$10,188
AU$1,455 per night
includes taxes & fees
Image gallery for Hot Tub | 7 Beds | Fire Pit | Patio & Grill

1010 out of 10 rating
Exceptional
(60 reviews)
Hot Tub | 7 Beds | Fire Pit | Patio & Grill
Lexington, KY
7% off
Price is AU$4,109
AU$4,109
AU$587 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - The Woodford Theatre
Herrington Lake Home - Private Dock - Covered Slip
Sleeps 9 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Two Bedroom Waterfront Cabin on Herrington Lake
Sleeps 6 · 2 bedrooms · 1 bathroom
8.48.4 out of 10
Very goodvery good
17 reviews(17 reviews)
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
198 reviews(198 reviews)
Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.
Sleeps 16 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
90 reviews(90 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
44 reviews(44 reviews)
Heated, Saltwater Pool-Hot Tub-GameRm-Bar-near Keeneland-Bourbon Trail-Dogs OK!
Sleeps 10 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
16 reviews(16 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