Vacation rentals near Lovers Leap Vineyards and Winery
We found 422 vacation 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 vacation rentals to find the perfect one for your trip. Whether you're staying in a vacation rental with a group or just with your pet, you'll have the amenities you expect and more, which might include WiFi and a fireplace. You're sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.
Vacation rentals with weekly discounts - Lovers Leap Vineyards and Winery
Showing deals for:Nov 14 - Nov 21
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
10% off
Price is CA $204
CA $204
CA $1,964 total
CA $1,964 total
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
10% off
Price is CA $1,645
CA $1,645
CA $14,072 total
CA $14,072 total
includes taxes & fees
Image gallery for Quiet, Comfortable Cottage
9.89.8 out of 10 rating
Exceptional
(92 reviews)
Quiet, Comfortable Cottage
Versailles, KY
14% off
Price is CA $236
CA $236
CA $1,995 total
CA $1,995 total
includes taxes & fees
Image gallery for PRIVATE heated pool & hot tub, dogs ok, near Keeneland
1010 out of 10 rating
Exceptional
(5 reviews)
PRIVATE heated pool & hot tub, dogs ok, near Keeneland
Lexington, KY
5% off
Price is CA $1,116
CA $1,116
CA $10,268 total
CA $10,268 total
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
10% off
Price is CA $867
CA $867
CA $7,572 total
CA $7,572 total
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
10% off
Price is CA $341
CA $341
CA $3,210 total
CA $3,210 total
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
19% off
Price is CA $261
CA $261
CA $2,379 total
CA $2,379 total
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
28% off
Price is CA $644
CA $644
CA $5,881 total
CA $5,881 total
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
10% off
Price is CA $188
CA $188
CA $1,739 total
CA $1,739 total
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
10% off
Price is CA $739
CA $739
CA $6,653 total
CA $6,653 total
includes taxes & fees
Image gallery for The Bourbon Sanctuary
9.89.8 out of 10 rating
Exceptional
(18 reviews)
The Bourbon Sanctuary
Frankfort, KY
10% off
Price is CA $177
CA $177
CA $1,669 total
CA $1,669 total
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
10% off
Price is CA $1,547
CA $1,547
CA $13,379 total
CA $13,379 total
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
10% off
Price is CA $495
CA $495
CA $4,396 total
CA $4,396 total
includes taxes & fees
Image gallery for Two Bourbon Barrel Cabins
1010 out of 10 rating
Exceptional
(16 reviews)
Two Bourbon Barrel Cabins
Frankfort, KY
10% off
Price is CA $396
CA $396
CA $3,560 total
CA $3,560 total
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
10% off
Price is CA $161
CA $161
CA $1,371 total
CA $1,371 total
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
10% off
Price is CA $930
CA $930
CA $7,582 total
CA $7,582 total
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
15% off
Price is CA $836
CA $836
CA $8,154 total
CA $8,154 total
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
10% off
Price is CA $141
CA $141
CA $1,613 total
CA $1,613 total
includes taxes & fees
Image gallery for Springside BoHo Getaway
1010 out of 10 rating
Exceptional
(46 reviews)
Springside BoHo Getaway
Georgetown, KY
10% off
Price is CA $208
CA $208
CA $1,925 total
CA $1,925 total
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
10% off
Price is CA $195
CA $195
CA $1,700 total
CA $1,700 total
includes taxes & fees
Image gallery for 3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.
1010 out of 10 rating
Exceptional
(24 reviews)
3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.
Frankfort, KY
10% off
Price is CA $197
CA $197
CA $1,861 total
CA $1,861 total
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
(13 reviews)
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Shelbyville, KY
10% off
Price is CA $366
CA $366
CA $3,463 total
CA $3,463 total
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
10% off
Price is CA $246
CA $246
CA $2,280 total
CA $2,280 total
includes taxes & fees
Image gallery for Modern Farmhouse Near Distilleries! Hot tub, GameRoom, Firepit, Luxury, 5-Acres!
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Modern Farmhouse Near Distilleries! Hot tub, GameRoom, Firepit, Luxury, 5-Acres!
Bagdad, KY
10% off
Price is CA $528
CA $528
CA $4,953 total
CA $4,953 total
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, yards and more
More for lessMore space, more privacy, more amenities — more value