Holiday rentals near The Woodford Theatre
We found 816 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:3 Oct - 10 Oct
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
8% off
Price is AU$2,159
AU$2,159
AU$308 per night
includes taxes & fees
Image gallery for Fully Renovated | Finished Basement | Luxury Beds | Games
1010 out of 10 rating
Exceptional
(64 reviews)
Fully Renovated | Finished Basement | Luxury Beds | Games
Lexington, KY
7% off
Price is AU$6,901
AU$6,901
AU$986 per night
includes taxes & fees
Image gallery for Cozy updated home mins to Keeneland & Lexington. Championship Golf Course Views
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Cozy updated home mins to Keeneland & Lexington. Championship Golf Course Views
Nicholasville, KY
8% off
Price is AU$8,055
AU$8,055
AU$1,151 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$7,645
AU$7,645
AU$1,092 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
8% off
Price is AU$16,113
AU$16,113
AU$2,302 per night
includes taxes & fees
Image gallery for Happy Moo's Fink Family Farm, where cows & guests are free to enjoy our 50 acres
1010 out of 10 rating
Exceptional
(6 reviews)
Happy Moo's Fink Family Farm, where cows & guests are free to enjoy our 50 acres
Versailles, KY
23% off
Price is AU$6,541
AU$6,541
AU$934 per night
includes taxes & fees
Image gallery for Tucked Away Treehouse- on the KY Bourbon Trail
8.88.8 out of 10 rating
Excellent
(8 reviews)
Tucked Away Treehouse- on the KY Bourbon Trail
Lawrenceburg, KY
8% off
Price is AU$2,548
AU$2,548
AU$364 per night
includes taxes & fees
Image gallery for Firepit | Outdoor Deck | Great Location
1010 out of 10 rating
Exceptional
(76 reviews)
Firepit | Outdoor Deck | Great Location
Lexington, KY
7% off
Price is AU$5,724
AU$5,724
AU$818 per night
includes taxes & fees
Image gallery for Entire Home in Hamburg!
1010 out of 10 rating
Exceptional
(22 reviews)
Entire Home in Hamburg!
Lexington, KY
7% off
Price is AU$3,520
AU$3,520
AU$503 per night
includes taxes & fees
Image gallery for Bourbon n Horses themed 3B/2Ba home in beautiful Chevy Chase neighborhood!
1010 out of 10 rating
Exceptional
(32 reviews)
Bourbon n Horses themed 3B/2Ba home in beautiful Chevy Chase neighborhood!
Lexington, KY
8% off
Price is AU$4,477
AU$4,477
AU$640 per night
includes taxes & fees
Image gallery for 🏇🏼Equestrian & Bourbon Central🥃 👑The Kingston👑 Near Fasig-Tipton & KYSHP🐴
1010 out of 10 rating
Exceptional
(13 reviews)
🏇🏼Equestrian & Bourbon Central🥃 👑The Kingston👑 Near Fasig-Tipton & KYSHP🐴
Lexington, KY
6% off
Price is AU$3,980
AU$3,980
AU$569 per night
includes taxes & fees
Image gallery for Hot Tub | Great Location | Patio | Grill | Ping Pong
1010 out of 10 rating
Exceptional
(59 reviews)
Hot Tub | Great Location | Patio | Grill | Ping Pong
Lexington, Kentucky
7% off
Price is AU$9,933
AU$9,933
AU$1,419 per night
includes taxes & fees
Image gallery for World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
9.89.8 out of 10 rating
Exceptional
(94 reviews)
World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
Lexington, KY
15% off
Price is AU$4,887
AU$4,887
AU$698 per night
includes taxes & fees
Image gallery for Great Location | Patio | Grill | Tempurpedic Beds
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Great Location | Patio | Grill | Tempurpedic Beds
Lexington, Kentucky
7% off
Price is AU$3,216
AU$3,216
AU$459 per night
includes taxes & fees
Image gallery for Lexington Fun Zone! Pool! HotTub! Arcade! Games!
1010 out of 10 rating
Exceptional
(9 reviews)
Lexington Fun Zone! Pool! HotTub! Arcade! Games!
Lexington, KY
8% off
Price is AU$8,805
AU$8,805
AU$1,258 per night
includes taxes & fees
Image gallery for Cozy, Comfortable & Convenient
9.49.4 out of 10 rating
Exceptional
(36 reviews)
Cozy, Comfortable & Convenient
Lexington, KY
7% off
Price is AU$3,311
AU$3,311
AU$473 per night
includes taxes & fees
Image gallery for Bourbon Chaser- Horse Park 12min, Ark 30min, Hot Tub, 4 Bedrooms, Walk Downtown
1010 out of 10 rating
Exceptional
(24 reviews)
Bourbon Chaser- Horse Park 12min, Ark 30min, Hot Tub, 4 Bedrooms, Walk Downtown
Georgetown, KY
8% off
Price is AU$3,973
AU$3,973
AU$568 per night
includes taxes & fees
Image gallery for Barndominium on the Bourbon Trail - Hot Tub and Horses! Dog and Horse friendly!
1010 out of 10 rating
Exceptional
(38 reviews)
Barndominium on the Bourbon Trail - Hot Tub and Horses! Dog and Horse friendly!
Lawrenceburg, KY
16% off
Price is AU$2,963
AU$2,963
AU$423 per night
includes taxes & fees
Image gallery for NEW! Fire Pit, Downtown, Walkable, King Bed, Pet-Friendly, Near Horse Park.
1010 out of 10 rating
Exceptional
(5 reviews)
NEW! Fire Pit, Downtown, Walkable, King Bed, Pet-Friendly, Near Horse Park.
Georgetown, KY
16% off
Price is AU$7,529
AU$7,529
AU$1,076 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$4,935
AU$4,935
AU$705 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$31,684
AU$31,684
AU$4,526 per night
includes taxes & fees
Image gallery for KY Family Comfort Stay
8.88.8 out of 10 rating
Excellent
(24 reviews)
KY Family Comfort Stay
Georgetown, KY
8% off
Price is AU$3,222
AU$3,222
AU$460 per night
includes taxes & fees
Image gallery for 3 BR 2 bath 5 beds! sleeps 8. Pool, hot tub oasis in LEX
9.49.4 out of 10 rating
Exceptional
(15 reviews)
3 BR 2 bath 5 beds! sleeps 8. Pool, hot tub oasis in LEX
Lexington, KY
7% off
Price is AU$5,223
AU$5,223
AU$746 per night
includes taxes & fees
Image gallery for Bourbon Trail 3-bedroom house in Frankfort 1.5 Miles to Buffalo Trace
1010 out of 10 rating
Exceptional
(13 reviews)
Bourbon Trail 3-bedroom house in Frankfort 1.5 Miles to Buffalo Trace
Frankfort, KY
8% off
Price is AU$7,996
AU$7,996
AU$1,142 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
12 reviews(12 reviews)
Two Bedroom Waterfront Cabin on Herrington Lake
Sleeps 6 · 2 bedrooms · 1 bathroom
8.08.0 out of 10
Very goodvery good
14 reviews(14 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
195 reviews(195 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
84 reviews(84 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
38 reviews(38 reviews)
River Retreat: Private Cabin Getaway on the Bourbon Trail
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
12 reviews(12 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