
Holiday rentals near Damselfly Gallery
We found 822 holiday rentals — enter your dates for availability
Select the perfect holiday home that's near Damselfly Gallery. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as Wi-Fi and a pool. At the end of the day, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Damselfly Gallery
Showing deals for:19 Sept - 26 Sept
Image gallery for Botherum Carriage House, Garden Lovers Delight

1010 out of 10 rating
Exceptional
(11 reviews)
Botherum Carriage House, Garden Lovers Delight
Lexington, KY
8% off
Price is AU$14,443
AU$14,443
AU$2,063 per night
includes taxes & fees
Image gallery for Historical Villa w/hot tub-1block from Rupp

9.09.0 out of 10 rating
Wonderful
(7 reviews)
Historical Villa w/hot tub-1block from Rupp
Lexington, KY
8% off
Price is AU$15,286
AU$15,286
AU$2,184 per night
includes taxes & fees
Image gallery for Welcome to "The Spot" Southland/6 Miles to Keeneland!

9.49.4 out of 10 rating
Exceptional
(24 reviews)
Welcome to "The Spot" Southland/6 Miles to Keeneland!
Lexington, KY
8% off
Price is AU$4,554
AU$4,554
AU$651 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
(92 reviews)
World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
Lexington, KY
16% off
Price is AU$4,862
AU$4,862
AU$695 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
(7 reviews)
Brand new, beautiful log cabin in the heart of bourbon and horse country.
Frankfort, KY
8% off
Price is AU$4,881
AU$4,881
AU$697 per night
includes taxes & fees
Image gallery for "The Lynn" MODERN URBAN STAY w/ Backyard

1010 out of 10 rating
Exceptional
(15 reviews)
"The Lynn" MODERN URBAN STAY w/ Backyard
Lexington, KY
8% off
Price is AU$3,060
AU$3,060
AU$437 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
7% off
Price is AU$9,235
AU$9,235
AU$1,319 per night
includes taxes & fees
Image gallery for Bourbon Hous - 7 Bdrms, Bar, Billiards, Downtown Lexington

1010 out of 10 rating
Exceptional
(14 reviews)
Bourbon Hous - 7 Bdrms, Bar, Billiards, Downtown Lexington
Lexington, KY
8% off
Price is AU$18,121
AU$18,121
AU$2,589 per night
includes taxes & fees
Image gallery for Springside Equine Getaway

1010 out of 10 rating
Exceptional
(10 reviews)
Springside Equine Getaway
Georgetown, KY
8% off
Price is AU$2,089
AU$2,089
AU$298 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
(56 reviews)
Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport
Versailles, KY
8% off
Price is AU$8,461
AU$8,461
AU$1,209 per night
includes taxes & fees
Image gallery for Cali king beds. Best of Nicholasville! Koi pond relaxing backyard. 3 bed 2 bath

1010 out of 10 rating
Exceptional
(94 reviews)
Cali king beds. Best of Nicholasville! Koi pond relaxing backyard. 3 bed 2 bath
Nicholasville, KY
8% off
Price is AU$2,257
AU$2,257
AU$322 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$15,573
AU$15,573
AU$2,225 per night
includes taxes & fees
Image gallery for Hot Tub | Great Location | Patio | Grill | Ping Pong

1010 out of 10 rating
Exceptional
(58 reviews)
Hot Tub | Great Location | Patio | Grill | Ping Pong
Lexington, Kentucky
7% off
Price is AU$6,232
AU$6,232
AU$890 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$8,001
AU$8,001
AU$1,143 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$3,546
AU$3,546
AU$507 per night
includes taxes & fees
Image gallery for Modern comfort within walking distance from UKY, Kroger Field, & Chevy Chase.

1010 out of 10 rating
Exceptional
(6 reviews)
Modern comfort within walking distance from UKY, Kroger Field, & Chevy Chase.
Lexington, KY
8% off
Price is AU$10,413
AU$10,413
AU$1,488 per night
includes taxes & fees
Image gallery for New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.

1010 out of 10 rating
Exceptional
(20 reviews)
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Cynthiana, KY
13% off
Price is AU$2,895
AU$2,895
AU$414 per night
includes taxes & fees
Image gallery for “Bourbon Trail Beauty”

1010 out of 10 rating
Exceptional
(16 reviews)
“Bourbon Trail Beauty”
Lawrenceburg, KY
8% off
Price is AU$3,782
AU$3,782
AU$540 per night
includes taxes & fees
Image gallery for Brick Hous - Downtown Lexington

1010 out of 10 rating
Exceptional
(6 reviews)
Brick Hous - Downtown Lexington
Lexington, KY
8% off
Price is AU$14,931
AU$14,931
AU$2,133 per night
includes taxes & fees
Image gallery for Spacious 3 BR w/ King Suite + Patio Off Interstate

9.89.8 out of 10 rating
Exceptional
(17 reviews)
Spacious 3 BR w/ King Suite + Patio Off Interstate
Lexington, KY
8% off
Price is AU$3,838
AU$3,838
AU$548 per night
includes taxes & fees
Image gallery for ⭐️Stylish & Cozy Ranch⭐️ Patio, Fenced Back Yard, Fire 🔥Pit-all the essentials!

1010 out of 10 rating
Exceptional
(69 reviews)
⭐️Stylish & Cozy Ranch⭐️ Patio, Fenced Back Yard, Fire 🔥Pit-all the essentials!
Lexington, KY
11% off
Price is AU$2,992
AU$2,992
AU$427 per night
includes taxes & fees
Image gallery for Hot Tub | Great Location | King Beds | Grill & Patio

1010 out of 10 rating
Exceptional
(76 reviews)
Hot Tub | Great Location | King Beds | Grill & Patio
Lexington, Kentucky
7% off
Price is AU$5,953
AU$5,953
AU$850 per night
includes taxes & fees
Image gallery for Minutes to Keeneland/Airport/UK & more!

1010 out of 10 rating
Exceptional
(13 reviews)
Minutes to Keeneland/Airport/UK & more!
Lexington, KY
8% off
Price is AU$3,064
AU$3,064
AU$438 per night
includes taxes & fees
Image gallery for Located in Georgetown, KY, close to Toyota, Kentucky Horse Park, Lexington, KY

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Located in Georgetown, KY, close to Toyota, Kentucky Horse Park, Lexington, KY
Georgetown, KY
16% off
Price is AU$2,763
AU$2,763
AU$395 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Damselfly Gallery
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
Sleeps 28 · 9 bedrooms · 6+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Sleeps 29 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
222 reviews(222 reviews)
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Sleeps 4 · 2 bedrooms · 1 bathroom
8.48.4 out of 10
Very goodvery good
28 reviews(28 reviews)
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!
Sleeps 8 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
116 reviews(116 reviews)
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
Sleeps 16 · 6 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
48 reviews(48 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