Vacation Rentals in Lexington, Kentucky

50 Properties Available

The Manor House- a custom built home that embodies luxury & comfort Private vacation home
The Manor House- a custom built home that embodies luxury & comfort
$1282 / night
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Modern Cheerful Bluegrass Beauty Private vacation home
Modern Cheerful Bluegrass Beauty
$1183 / night
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Napa Hous - 7BD, 7.5 BA, Bar - Downtown Private vacation home
Napa Hous - 7BD, 7.5 BA, Bar - Downtown
$1083 / night
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SPECIAL PRICING - Historic Charm, Modern Living Private vacation home
SPECIAL PRICING - Historic Charm, Modern Living
$1056 / night
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The Manor House - No Clean Fee Private vacation home
The Manor House - No Clean Fee
$1048 / night
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Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail Private vacation home
Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail
$996 / night
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Sensational Group Getaway Private vacation home
Sensational Group Getaway
$995 / night
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Pool | Hot Tub | Covered Porch | Patio | Game Room Private vacation home
Pool | Hot Tub | Covered Porch | Patio | Game Room
$970 / night
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The Country House is a picturesque Kentucky Farm Estate Private vacation home
The Country House is a picturesque Kentucky Farm Estate
$955 / night
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The Dairy Dream Farm Stay ~ It's Udderly Perfect! Private vacation home
The Dairy Dream Farm Stay ~ It's Udderly Perfect!
$949 / night
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The Bluegrass Biscuit: Charming 4BR Ranch Near Keeneland & Airport Private vacation home
The Bluegrass Biscuit: Charming 4BR Ranch Near Keeneland & Airport
$916 / night
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Bourbon Country's Clubhouse Year Round Pool Estate Private vacation home
Bourbon Country's Clubhouse Year Round Pool Estate
$906 / night
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Historic Castle in Lexington Castle
Historic Castle in Lexington
$813 / night
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Bluegrass Oasis*Entire house,14 guests, 5mi to KHP Private vacation home
Bluegrass Oasis*Entire house,14 guests, 5mi to KHP
$782 / night
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Hot Tub | Great Location |Patio| Grill | Tempurpedic Beds Private vacation home
Hot Tub | Great Location |Patio| Grill | Tempurpedic Beds
$613 / night
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The Edward Fisk House in the Heart of Historic Downtown Private vacation home
The Edward Fisk House in the Heart of Historic Downtown
$562 / night
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Welcome to \"The Spot\" Southland/6 Miles to Keeneland! Private vacation home
Welcome to \"The Spot\" Southland/6 Miles to Keeneland!
$555 / night
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Melrose Martini- New, 10 Guests! Private vacation home
Melrose Martini- New, 10 Guests!
$539 / night
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The Thoroughbred Suite w\/cozy Fireplace! Condo
The Thoroughbred Suite w\/cozy Fireplace!
$530 / night
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Scenic View by the Pond in Lexington Private vacation home
Scenic View by the Pond in Lexington
$515 / night
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Comfort meets luxury in this city condo! Condo
Comfort meets luxury in this city condo!
$492 / night
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Brigadoon Retreat, Lexington Private vacation home
Brigadoon Retreat, Lexington
$490 / night
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Golf Simulator | Hot Tub | Putting Green | Game Room | Private vacation home
Golf Simulator | Hot Tub | Putting Green | Game Room |
$487 / night
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3-bedroom King Suite Garage with WiFi Private vacation home
3-bedroom King Suite Garage with WiFi
$485 / night
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GREEN LANTERN: Game Room, Furnished Deck, Modern Private vacation home
GREEN LANTERN: Game Room, Furnished Deck, Modern
$477 / night
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Celebrate the best of Kentucky while staying at Kentucky's Best on Berry Private vacation home
Celebrate the best of Kentucky while staying at Kentucky's Best on Berry
$474 / night
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This house is a 5 bedroom(s), 4.5 bathrooms, located in Lexington, KY. Private vacation home
This house is a 5 bedroom(s), 4.5 bathrooms, located in Lexington, KY.
$450 / night
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Country Cottage, 1 mile from Keeneland Private vacation home
Country Cottage, 1 mile from Keeneland
$450 / night
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Charming 4-bedroom farmhouse in Lexington less than a mile from KY Horse Park Agritourism
Charming 4-bedroom farmhouse in Lexington less than a mile from KY Horse Park
$435 / night
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Cool Places Lex Private vacation home
Cool Places Lex
$432 / night
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Modern escape just outside Lexington Private vacation home
Modern escape just outside Lexington
$422 / night
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Earl Grey - Studio Space in Downtown Lexington Apartment
Earl Grey - Studio Space in Downtown Lexington
$421 / night
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2 Connecting Suites at a Hotel Hotel
2 Connecting Suites at a Hotel
$399 / night
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Relaxing getaway in the heart of Lexington Private vacation home
Relaxing getaway in the heart of Lexington
$398 / night
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Near U of Kentucky. Free Breakfast. Indoor Pool. Condo
Near U of Kentucky. Free Breakfast. Indoor Pool.
$393 / night
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\"The Lynn\" MODERN URBAN STAY w/ Backyard Private vacation home
\"The Lynn\" MODERN URBAN STAY w/ Backyard
$386 / night
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\"The Kearney\" BRIGHT MODERN STAY w/ Yard - 3BR Private vacation home
\"The Kearney\" BRIGHT MODERN STAY w/ Yard - 3BR
$379 / night
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?Renovated? Great Location Fire Pit - Dog Friendly - Fully Fenced - Games Private vacation home
?Renovated? Great Location Fire Pit - Dog Friendly - Fully Fenced - Games
$370 / night
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Hot Tub/Firepit/King Beds/Fenced Yard/Playground Private vacation home
Hot Tub/Firepit/King Beds/Fenced Yard/Playground
$362 / night
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Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland. Private vacation home
Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.
$357 / night
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The Champion's Suite Unit 809 Condo
The Champion's Suite Unit 809
$343 / night
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The Kenwick Pied-à-terre - Lexington Apartment with Historic Charm Apartment
The Kenwick Pied-à-terre - Lexington Apartment with Historic Charm
$342 / night
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2 Connecting Suites at a 4? Hotel Private vacation home
2 Connecting Suites at a 4? Hotel
$338 / night
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Hartland's Hideaway! Private vacation home
Hartland's Hideaway!
$329 / night
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The Avon - Modern Home in Downtown Lexington Private vacation home
The Avon - Modern Home in Downtown Lexington
$322 / night
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?Modern Downtown with Parking - Keeneland - Horse Park Private vacation home
?Modern Downtown with Parking - Keeneland - Horse Park
$314 / night
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Cozy and Convenient - Retreat on Rosemont - Kid Friendly - Covered Back Deck Private vacation home
Cozy and Convenient - Retreat on Rosemont - Kid Friendly - Covered Back Deck
$306 / night
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This house is a 3 bedroom(s), 1 bathrooms, located in Lexington, KY. Private vacation home
This house is a 3 bedroom(s), 1 bathrooms, located in Lexington, KY.
$301 / night
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Bluegrass Crossing, close to all the attractions in Central Kentucky Private vacation home
Bluegrass Crossing, close to all the attractions in Central Kentucky
$296 / night
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Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location Private vacation home
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
$295 / night
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