Vacation rentals near Damselfly Gallery
We found 801 vacation rentals — enter your dates for availability
Find the perfect private vacation rental that's close to Damselfly Gallery. Vacation homes provide the best amenities for you and your friends, family, or even pets, like air conditioning and WiFi. At the end of the day, you'll find a rental for everyone's needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Damselfly Gallery
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 $1,966 total
CA $1,966 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 $1,997 total
CA $1,997 total
includes taxes & fees
Image gallery for Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
Paris, KY
10% off
Price is CA $329
CA $329
CA $3,089 total
CA $3,089 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 $1,646
CA $1,646
CA $14,087 total
CA $14,087 total
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
(23 reviews)
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Cynthiana, KY
15% off
Price is CA $293
CA $293
CA $2,439 total
CA $2,439 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 $342
CA $342
CA $3,214 total
CA $3,214 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 $1,117
CA $1,117
CA $10,279 total
CA $10,279 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 $2,381 total
CA $2,381 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 $1,671 total
CA $1,671 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 $749
CA $749
CA $6,739 total
CA $6,739 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 $496
CA $496
CA $4,400 total
CA $4,400 total
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
10% off
Price is CA $622
CA $622
CA $5,770 total
CA $5,770 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 $1,614 total
CA $1,614 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 $1,372 total
CA $1,372 total
includes taxes & fees
Image gallery for Riverside Roost -bourbon themed waterfront home
1010 out of 10 rating
Exceptional
(13 reviews)
Riverside Roost -bourbon themed waterfront home
Versailles, KY
20% off
Price is CA $205
CA $205
CA $1,940 total
CA $1,940 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 $210
CA $210
CA $1,942 total
CA $1,942 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 $850
CA $850
CA $8,265 total
CA $8,265 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 $1,702 total
CA $1,702 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 $916
CA $916
CA $7,478 total
CA $7,478 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 $1,862 total
CA $1,862 total
includes taxes & fees
Image gallery for Unbeatable location for the best experiences in Central Kentucky
1010 out of 10 rating
Exceptional
(10 reviews)
Unbeatable location for the best experiences in Central Kentucky
Lexington, KY
10% off
Price is CA $504
CA $504
CA $4,114 total
CA $4,114 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 $2,283 total
CA $2,283 total
includes taxes & fees
Image gallery for 🏇🏼Equestrian & Bourbon Central🥃 👑The Kingston👑 Near Fasig-Tipton & KYSHP🐴
1010 out of 10 rating
Exceptional
(16 reviews)
🏇🏼Equestrian & Bourbon Central🥃 👑The Kingston👑 Near Fasig-Tipton & KYSHP🐴
Lexington, KY
8% off
Price is CA $308
CA $308
CA $2,945 total
CA $2,945 total
includes taxes & fees
Image gallery for Bourbon n Horses themed 3B/2Ba home in beautiful Chevy Chase neighborhood!
1010 out of 10 rating
Exceptional
(34 reviews)
Bourbon n Horses themed 3B/2Ba home in beautiful Chevy Chase neighborhood!
Lexington, KY
10% off
Price is CA $346
CA $346
CA $3,278 total
CA $3,278 total
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
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Sleeps 29 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
228 reviews(228 reviews)
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Sleeps 40 · 11 bedrooms · 9+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
10 reviews(10 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
120 reviews(120 reviews)
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Sleeps 4 · 2 bedrooms · 1 bathroom
8.68.6 out of 10
Excellentexcellent
33 reviews(33 reviews)
#LuxBourbon-*Heated Pool, HotTub
Sleeps 16 · 6 bedrooms · 4 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Top rated rentals - Damselfly Gallery
serene place to reconnect with good friends and enjoy the peace and quiet!
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Cozy and sweet
1010 out of 10
Exceptionalexceptional
138 reviews(138 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