Holiday rentals near Horseshoe Bend Vineyards and Winery
We found 159 holiday rentals — enter your dates for availability
Choose the right holiday home that's near Horseshoe Bend Vineyards and Winery. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as a garden and pool. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Horseshoe Bend Vineyards and Winery
Showing deals for:14 Nov - 21 Nov
Image gallery for Picture perfect fall views, trail, On Lake, Kayaks & Canoe - Bourbon Trail
1010 out of 10 rating
Exceptional
(9 reviews)
Picture perfect fall views, trail, On Lake, Kayaks & Canoe - Bourbon Trail
Willisburg, KY
8% off
Price is AU$2,655
AU$2,655
AU$379 per night
includes taxes & fees
Image gallery for Bourbon Trail Cabin -- Central to the Distilleries
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Bourbon Trail Cabin -- Central to the Distilleries
Willisburg, KY
8% off
Price is AU$7,126
AU$7,126
AU$1,018 per night
includes taxes & fees
Image gallery for Turnerville Tavern Farm-Gifts-Bourbon Trail-central Kentucky- Driving Range-Golf
1010 out of 10 rating
Exceptional
(5 reviews)
Turnerville Tavern Farm-Gifts-Bourbon Trail-central Kentucky- Driving Range-Golf
Willisburg, KY
15% off
Price is AU$4,012
AU$4,012
AU$573 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 AU$2,642
AU$2,642
AU$377 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 AU$2,463
AU$2,463
AU$352 per night
includes taxes & fees
Image gallery for Bardstown Kentucky , large space
1010 out of 10 rating
Exceptional
(102 reviews)
Bardstown Kentucky , large space
Willisburg, KY
8% off
Price is AU$4,691
AU$4,691
AU$670 per night
includes taxes & fees
Image gallery for Whiskey River Cottage - Located on Ky Bourbon Trail and Taylorsville Lake
1010 out of 10 rating
Exceptional
(5 reviews)
Whiskey River Cottage - Located on Ky Bourbon Trail and Taylorsville Lake
Taylorsville, KY
8% off
Price is AU$1,970
AU$1,970
AU$281 per night
includes taxes & fees
Image gallery for Kentucky Sunrise 18- Greet the Sun As it Rises
9.89.8 out of 10 rating
Exceptional
(47 reviews)
Kentucky Sunrise 18- Greet the Sun As it Rises
Taylorsville, KY
8% off
Price is AU$2,347
AU$2,347
AU$335 per night
includes taxes & fees
Image gallery for CABIN GET AWAY SECLUDED bourbon trail! Kentucky at its best !
1010 out of 10 rating
Exceptional
(13 reviews)
CABIN GET AWAY SECLUDED bourbon trail! Kentucky at its best !
Willisburg, KY
8% off
Price is AU$2,720
AU$2,720
AU$389 per night
includes taxes & fees
Image gallery for LARGE BARN WITH LIVING AREA Bourbon trail Keenland close,
1010 out of 10 rating
Exceptional
(11 reviews)
LARGE BARN WITH LIVING AREA Bourbon trail Keenland close,
Willisburg, KY
8% off
Price is AU$3,044
AU$3,044
AU$435 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$2,533
AU$2,533
AU$362 per night
includes taxes & fees
Image gallery for Maywood Cottage
1010 out of 10 rating
Exceptional
(14 reviews)
Maywood Cottage
Bardstown, KY
16% off
Price is AU$3,322
AU$3,322
AU$475 per night
includes taxes & fees
Image gallery for Bourbon Country Cabin<br>Loft style cabin, great location to visit KY distilleries
1010 out of 10 rating
Exceptional
(25 reviews)
Bourbon Country Cabin<br>Loft style cabin, great location to visit KY distilleries
Mount Eden, KY
8% off
Price is AU$1,851
AU$1,851
AU$264 per night
includes taxes & fees
Image gallery for Secluded 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail
1010 out of 10 rating
Exceptional
(61 reviews)
Secluded 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail
Chaplin, KY
15% off
Price is AU$2,223
AU$2,223
AU$318 per night
includes taxes & fees
Image gallery for Cozy cabin w/ pool & hot tub! Close to Taylorsville Lake Marina & Bourbon Trails
9.49.4 out of 10 rating
Exceptional
(47 reviews)
Cozy cabin w/ pool & hot tub! Close to Taylorsville Lake Marina & Bourbon Trails
Taylorsville, KY
8% off
Price is AU$2,690
AU$2,690
AU$384 per night
includes taxes & fees
Image gallery for Southern Lights 56- Brand NEW hot tub and deck!
9.49.4 out of 10 rating
Exceptional
(30 reviews)
Southern Lights 56- Brand NEW hot tub and deck!
Taylorsville, KY
8% off
Price is AU$2,435
AU$2,435
AU$348 per night
includes taxes & fees
Image gallery for Beautifully updated riverside 1840 cottage on the bourbon trail near Danville
1010 out of 10 rating
Exceptional
(26 reviews)
Beautifully updated riverside 1840 cottage on the bourbon trail near Danville
Perryville, KY
8% off
Price is AU$1,319
AU$1,319
AU$188 per night
includes taxes & fees
Image gallery for Bourbon Trail & Relaxing rural spot. Restored Farmhouse on 22 private acres.
1010 out of 10 rating
Exceptional
(43 reviews)
Bourbon Trail & Relaxing rural spot. Restored Farmhouse on 22 private acres.
Lawrenceburg, KY
8% off
Price is AU$1,693
AU$1,693
AU$242 per night
includes taxes & fees
Image gallery for Lake Livin' & Bourbon Sippin' - Taylorsville Lake
9.69.6 out of 10 rating
Exceptional
(57 reviews)
Lake Livin' & Bourbon Sippin' - Taylorsville Lake
Taylorsville, KY
8% off
Price is AU$3,249
AU$3,249
AU$464 per night
includes taxes & fees
Image gallery for McIntyre’s Country Getaway
1010 out of 10 rating
Exceptional
(7 reviews)
McIntyre’s Country Getaway
Bardstown, KY
8% off
Price is AU$3,484
AU$3,484
AU$498 per night
includes taxes & fees
Image gallery for Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
1010 out of 10 rating
Exceptional
(8 reviews)
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
Springfield, KY
16% off
Price is AU$2,099
AU$2,099
AU$300 per night
includes taxes & fees
Image gallery for GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
9.29.2 out of 10 rating
Wonderful
(37 reviews)
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
Taylorsville, KY
8% off
Price is AU$2,139
AU$2,139
AU$306 per night
includes taxes & fees
Image gallery for Cozy KY Escape with Hot Tub near the Bourbon Trail
1010 out of 10 rating
Exceptional
(101 reviews)
Cozy KY Escape with Hot Tub near the Bourbon Trail
Taylorsville, KY
8% off
Price is AU$2,322
AU$2,322
AU$332 per night
includes taxes & fees
Image gallery for Make This your Repeat Retreat! Cottage 28 at Taylorsville Lake
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Make This your Repeat Retreat! Cottage 28 at Taylorsville Lake
Taylorsville, KY
7% off
Price is AU$2,252
AU$2,252
AU$322 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Horseshoe Bend Vineyards and Winery
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
216 reviews(216 reviews)
Cozy cabin w/ pool & hot tub! Close to Taylorsville Lake Marina & Bourbon Trails
Sleeps 7 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Best View of Taylorville Lake My Perfect Place
Sleeps 7 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
3B/3B; Single Family Lakeside Retreat W/Hot Tub
Sleeps 10 · 3 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown
Sleeps 12 · 6 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Classic Kentucky Farm: Bluegrass - Bourbon - PGA -Firepit-Horse Country-WiFi
Sleeps 8 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
53 reviews(53 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