Holiday rentals near Lovers Leap Vineyards and Winery
We found 421 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Lovers Leap Vineyards and Winery, take a look at holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the amenities that you expect and more, such as air conditioning and a TV. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Lovers Leap Vineyards and Winery
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 NZ$2,405
NZ$2,405
NZ$344 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 NZ$3,931
NZ$3,931
NZ$562 per night
includes taxes & fees
Image gallery for Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Frankfort, KY
8% off
Price is NZ$2,131
NZ$2,131
NZ$304 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 NZ$8,157
NZ$8,157
NZ$1,165 per night
includes taxes & fees
Image gallery for Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport
1010 out of 10 rating
Exceptional
(57 reviews)
Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport
Versailles, KY
8% off
Price is NZ$9,319
NZ$9,319
NZ$1,331 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 NZ$1,976
NZ$1,976
NZ$282 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 NZ$17,808
NZ$17,808
NZ$2,544 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 NZ$1,680
NZ$1,680
NZ$240 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 NZ$7,132
NZ$7,132
NZ$1,019 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
(39 reviews)
Barndominium on the Bourbon Trail - Hot Tub and Horses! Dog and Horse friendly!
Lawrenceburg, KY
15% off
Price is NZ$2,912
NZ$2,912
NZ$416 per night
includes taxes & fees
Image gallery for Tucked Away Treehouse- on the KY Bourbon Trail
8.88.8 out of 10 rating
Excellent
(9 reviews)
Tucked Away Treehouse- on the KY Bourbon Trail
Lawrenceburg, KY
8% off
Price is NZ$2,713
NZ$2,713
NZ$388 per night
includes taxes & fees
Image gallery for Luxury lodge in the heart of the Bluegrass
1010 out of 10 rating
Exceptional
(7 reviews)
Luxury lodge in the heart of the Bluegrass
Waddy, KY
8% off
Price is NZ$16,916
NZ$16,916
NZ$2,417 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 NZ$2,446
NZ$2,446
NZ$349 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 NZ$2,046
NZ$2,046
NZ$292 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 NZ$5,358
NZ$5,358
NZ$765 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 NZ$10,212
NZ$10,212
NZ$1,459 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 NZ$9,380
NZ$9,380
NZ$1,340 per night
includes taxes & fees
Image gallery for Two Bourbon Barrel Cabins
1010 out of 10 rating
Exceptional
(16 reviews)
Two Bourbon Barrel Cabins
Frankfort, KY
8% off
Price is NZ$4,359
NZ$4,359
NZ$623 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 NZ$3,288
NZ$3,288
NZ$470 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 NZ$1,733
NZ$1,733
NZ$248 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 NZ$2,084
NZ$2,084
NZ$298 per night
includes taxes & fees
Image gallery for Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Shelbyville, KY
8% off
Price is NZ$4,161
NZ$4,161
NZ$594 per night
includes taxes & fees
Image gallery for NEW! Mins to Distilleries! Hot tub, Game Room, Firepit, Luxury, 5-Acres!
9.49.4 out of 10 rating
Exceptional
(10 reviews)
NEW! Mins to Distilleries! Hot tub, Game Room, Firepit, Luxury, 5-Acres!
Bagdad, KY
8% off
Price is NZ$6,102
NZ$6,102
NZ$872 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 NZ$2,397
NZ$2,397
NZ$342 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Lovers Leap Vineyards and Winery
Luxe Bourbon Trail Cabin– Hot Tub/Pickleball/Fire Pit/Pool/Game Room
Sleeps 12 · 4 bedrooms · 2+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Off to the Races Retreat - Hidden Clues Inside
Sleeps 2 · 1 bedroom · 1 bathroom
The Bluegrass Railway Inn
Sleeps 4 · 2 bedrooms · 1 bathroom
8.08.0 out of 10
Very goodvery good
Hot Tub! The Glow Hill - Ark 30 min - Horse Prk 13 min - Rupp - 20 min
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Entire Home in the Bluegrass
Sleeps 5 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
The Loft - Cozy Retreat in Historic Downtown
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
9 reviews(9 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