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From $218 per night (USD)
VRBO
Historic District Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Recently remodeled home in a historic district in down town Russellville. It’s the perfect home for an individual, famil ...
From $218 per night (USD)
VRBO
From $365 per night (USD)
Expedia
Miss Patti’s and Bill’s former home located within walking to Patti’s Settlement
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Your home away from home in Grand Rivers with 3 bedrooms. This terrific house features a bunk bed, queen bed, and king b ...
From $365 per night (USD)
Expedia
From $220 per night (USD)
VRBO
Charming first floor 2-bedroom apartment. All private with patio.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Well maintained Duplex home with a large private driveway and patio in the back. No sharing whatsoever! New paint throu ...
From $220 per night (USD)
VRBO
From $283 per night (USD)
Expedia
The Blue Cottage + Pet Friendly + Louisville
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the charm of The Blue Cottage, a quaint two-bedroom retreat nestled near The Highlands, Butchertown, and the he ...
From $283 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Charming 3-bedroom house 2 minutes from the Marh Park Arboretum in Madisonville
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madisonville is waiting for you at this 3-bedroom house. With a king bed, queen bed, and full bed, guests will have a co ...
From $178 per night (USD)
VRBO
From $216 per night (USD)
Expedia
3-bedroom lake home located near Lake Cumberland's Grider Hill Marina
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Your home away from home in Albany with 3 bedrooms featuring 3 queen beds. This serene bed & breakfast offers a brillian ...
From $216 per night (USD)
Expedia
$Louisville Dream House 4BR\/2BA by CozySuites$
From $247 per night (USD)
VRBO
Louisville Dream House 4BR\/2BA by CozySuites
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Summary: Beautiful historic home in Old Louisville built many years ago has been carefully and recently renovated to be ...
From $247 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Lake Cumberland Cozy 1 Bedroom 7-3 Woodson Bend Resort Condo Bronston Ky
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
BOOK EARLY FOR 2025!! BRAND-NEW KING-SIZE BEDROOM SET I WILL MAKE GREAT DEALS ON A WEEK RENTAL, MID WEEK OR A WHOLE MONT ...
From $160 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Whiskey River Cottage - Located on Ky Bourbon Trail and Taylorsville Lake
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Located on Ky's Bourbon Trail, there's so much to do from exploring The infamous Bourbon Trail /Distilleries to relaxing ...
From $211 per night (USD)
VRBO
From $360 per night (USD)
Expedia
Stargazer - Rooftop + Hot Tub + Walk to Red River
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your ultimate escape into the heart of the Red River Gorge. Perched atop the lush landscape, our Stargazer Ca ...
From $360 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Urban studio in downtown Shelbyville in the heart of the Bourbon trail
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Interstellar Stay! Step into a world beyond Earth with unique, out-of-this-world amenities and cosmic décor d ...
From $188 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Bourbon Trail! Prime Location, Amenities & Sauna!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your ideal home in Kentucky. Located 3 minutes from downtown Versailles, this spacious 4-bedroom, 2.5-bath re ...
From $349 per night (USD)
Expedia
From $300 per night (USD)
VRBO
The Kentucky Derby Hub – Group-Friendly Race Spot!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Summary: Welcome to your perfect home away from home in Louisville! Nestled in a tranquil neighborhood, our spacious hou ...
From $300 per night (USD)
VRBO
From $127 per night (USD)
Expedia
New! Charming City Condo! Walkable & Chic!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Beautiful and ready for your stay! This space is located in a building above a gentleman's boutique store. Nic ...
From $127 per night (USD)
Expedia
$Secret Garden Guest House - 3BR\/2BA - Fire pit!$
From $161 per night (USD)
VRBO
Secret Garden Guest House - 3BR\/2BA - Fire pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to the secret garden guest house in Old Louisville! Your own private getaway in the middle of the large ...
From $161 per night (USD)
VRBO
From $167 per night (USD)
Expedia
Newly Remodeled 3-BR house close City of Madisonville & Marh Park Abortorium.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this marvelous house in Madisonville located in a quiet a safe Neighborhood on the North of the city. One Mil ...
From $167 per night (USD)
Expedia
$Spacious 3-bedroom house near Nolin Lake\/Mammoth Cave, WiFi, Grill, Fire Pit!$
From $319 per night (USD)
VRBO
Spacious 3-bedroom house near Nolin Lake\/Mammoth Cave, WiFi, Grill, Fire Pit!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our charming retreat nestled near the serene shores of Nolin River Lake, KY. Surrounded by lush trees and th ...
From $319 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Skyline Retreat, 5 Min to Downtown, Sleeps 12
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Experience half of this three story duplex, centrally located along the Ohio River with views of the Cincinnati skyline. ...
From $421 per night (USD)
Expedia
From $177 per night (USD)
VRBO
Bourbon Oak Hideaway 2 offers a 2 bed 2.5 bath apartment in historic Bardstown.
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Bourbon Oak Hideaway 2 offers an oversized two bedroom two and an half bath apartment style home away from home in histo ...
From $177 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Bourbon Oak Loft - Spacious 2 bedroom, in the heart of the Bourbon Trail.
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Bourbon Oak Loft offers an oversized two bedroom two bath apartment style home away from home in the Bourbon Capital of ...
From $185 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Welcome to Bourbon Oak Smokehouse, in the heart of Bardstown, KY
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Bourbon Oak Properties, where history meets comfort in the heart of Bardstown, KY. Six years of hosting exper ...
From $185 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Hot Tub and Fire Pit near Mammoth Cave National Park- Pet Friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax with the whole family at this peaceful place to stay. Explore Mammoth Cave National Park, kayak the Green River or ...
From $357 per night (USD)
Expedia
From $1973 per night (USD)
VRBO
Spacious 4-bedroom new construction Derby Oasis on historic Eastern Parkway
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to 845 Eastern Pkwy! Under 2 miles from Churchill downs and on one of the most scenic tree lined streets in all ...
From $1973 per night (USD)
VRBO
$Cozy & Efficient cabin w\/ river access. Pet Friendly!$
From $132 per night (USD)
Expedia
Cozy & Efficient cabin w\/ river access. Pet Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This adorable cabin in Stanton is a cozy retreat for guests looking to unwind and disconnect from the real world (no WiF ...
From $132 per night (USD)
Expedia
From $145 per night (USD)
VRBO
Minimal in every single way except for the view
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
ATTN: THIS IS MEANT TO BE A LONG TERM RENTAL IN WHICH YOU CAN BRING YOUR OWN ITEMS I ONLY HAVE A QUEEN SIZE MATTRESS ON ...
From $145 per night (USD)
VRBO
$Cozy & efficient cabin w\/ river access. Pet Friendly!$
From $131 per night (USD)
Expedia
Cozy & efficient cabin w\/ river access. Pet Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy and efficient cabin on the banks of Red River in the smack dab of the beautiful Red River Gorge, Sleepy Bear cabin ...
From $131 per night (USD)
Expedia
$Spacious 5-bedroom\/3-bath house with AC, WiFi in welcoming Falls of Rough, KY$
From $278 per night (USD)
VRBO
Spacious 5-bedroom\/3-bath house with AC, WiFi in welcoming Falls of Rough, KY
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Your Falls of Rough retreat awaits at this 5-bedroom house. With 3 queen beds and 2 twin beds, it's the perfect spot for ...
From $278 per night (USD)
VRBO
From $347 per night (USD)
VRBO
Charming farmhouse and homestead in the middle of 80 wooded acres
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Discover the charm of Pendleton Hill Homestead, an 80-acre haven blending nature and comfort. Explore scenic trails, fis ...
From $347 per night (USD)
VRBO
From $336 per night (USD)
VRBO
Charming Shepherdsville Cozy Home with Lakeside views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
**Welcome to Your Cozy Kentucky Retreat!** Escape to tranquility in this charming, fully furnished home nestled right o ...
From $336 per night (USD)
VRBO
From $170 per night (USD)
Expedia
Charming, Peaceful 3-bedroom house with view of Horse Farm
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay comfortably in Owensboro at this 3-bedroom house. Each bedroom features a full bed, perfect for a good night's slee ...
From $170 per night (USD)
Expedia
$\The Dawning House\ - Peaceful Modern Stay w\/ Yard$
From $320 per night (USD)
VRBO
\"The Dawning House\" - Peaceful Modern Stay w\/ Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our cozy house in charming Georgetown, KY! Conveniently located near I-64 and I-75, this home is the perfect ...
From $320 per night (USD)
VRBO
From $258 per night (USD)
Expedia
4-bedroom cabin in lovely Eddyville with WiFi, AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to this charming cabin in Eddyville. This adorable property features 4 cozy bedrooms, including 2 queen beds, 1 ...
From $258 per night (USD)
Expedia
From $993 per night (USD)
VRBO
14 Beds Game Room Fire Pit
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
You've found it! This home is spacious and ready for your next trip. Huge kitchen, 2 family rooms on main floor, large b ...
From $993 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Spacious Luxury Downtown 3-bedroom with WiFi in charming Louisville
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in Louisville, this building is centrally located downtown. Convenient walking distance to downtowns main attrac ...
From $487 per night (USD)
Expedia
From $333 per night (USD)
VRBO
Stylish Home on water, minutes from downtown. Secluded and Convenient to it all!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your home away from home in Louisville with 3 brilliant bedrooms featuring queen beds. This fabulous house also offers 2 ...
From $333 per night (USD)
VRBO
From $2321 per night (USD)
Expedia
Spacious 5-bedroom house in Walking Distance to Restaurants
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Stay comfortably in Louisville at this 5-bedroom house (over 4,000 square feet). Each bedroom features 1 king bed, 2 twi ...
From $2321 per night (USD)
Expedia
From $257 per night (USD)
VRBO
This Nugget Modern Cabin is an All-In-One Comfy Spot to Stay, Boat Lauch Free
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Russell Springs, this cabin is a dream. With a cozy bedroom featuring a king bed and a stylish living room wi ...
From $257 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Charming 2-bedroom house in the heart of Appalachia
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Consider this house your home away from home while you visit Liberty. This peaceful retreat features 2 bedrooms with a k ...
From $313 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Goldenrod - Studio in Downtown Lexington
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a peaceful stay at this 1-bedroom apartment in Lexington. This gorgeous property offers WiFi, a washing machine, h ...
From $182 per night (USD)
VRBO
From $216 per night (USD)
Expedia
The Ridge Cabin! 15-minutes from the ARK
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to our charming cabin in Williamstown, KY, just minutes from the Ark Encounter. Surrounded by lush scenery, this ...
From $216 per night (USD)
Expedia
From $343 per night (USD)
VRBO
River Relaxation - Calm Riverfront Home in Winchester Kentucky
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Make yourself at home in this brilliant 3-bedroom Winchester retreat. This cozy house offers WiFi, iron, heating, hair d ...
From $343 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Modern Studio - Stylish Apartment in Downtown Lexington
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience a stay in our elegant studio, designed to emphasize cleanliness, modern decor, and ample personal space. The ...
From $179 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Big Blue - Stylish Studio in Downtown Lexington
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax in our stunning studio, thoughtfully designed to prioritize cleanliness, modern decor, and your comfort. This stud ...
From $204 per night (USD)
VRBO
$Charming 2-bedroom cabin in McCarr, Ky\nPet friendly! Lots of lighted parking!$
From $254 per night (USD)
Expedia
Charming 2-bedroom cabin in McCarr, Ky\nPet friendly! Lots of lighted parking!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to a charming cabin in McCarr for a wonderful stay. Located only 1/8 mile from Devil Anse trailhead and the town ...
From $254 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Charming 2-bedroom cabin uwith WiFi, AC in amazing McCarr
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your cozy getaway awaits in McCarr, Ky at this marvelous cabin. Only 1/8 mile from Devil Anse trailhead and the town of ...
From $200 per night (USD)
VRBO
From $288 per night (USD)
Expedia
The Avon - Modern Home in Downtown Lexington
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this beautiful house in picturesque Lexington. With 3 cozy bedrooms, 2 bathrooms, and essential amenities like ...
From $288 per night (USD)
Expedia
From $213 per night (USD)
VRBO
Earl Grey - Studio Space in Downtown Lexington
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in Lexington, enjoy what this 2-bedroom studio has to offer. With WiFi, heating, and AC available, this serene a ...
From $213 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Seabiscuit Loft - Studio Stay in Downtown Lexington
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to this fabulous apartment in picturesque Lexington. This enchanting one-bedroom retreat offers WiFi, iron, heati ...
From $201 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Green Oasis - Studio Apartment in Downtown Lexington
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Lexington, this apartment is a dream. With a cozy bedroom, WiFi, heating, and AC, guests will feel right at h ...
From $206 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Charming 1BR Retreat | Perfect for Derby Race!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This charming 1-bedroom 1-bathroom retreat offers a cozy and stylish space designed for ultimate relaxation. Th ...
From $189 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Perfect for Groups! 7-BR For Derby Staycation!
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
Summary: This 3-floor home features a stylish brick-wall kitchen with bar area, ideal for relaxation and fun! With seven ...
From $433 per night (USD)
VRBO
From $96 per night (USD)
Expedia
Quaint Garden home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
About this space Convenient . Cozy, and relaxed space. All new furnishings with very comfortable bedding and linens . 2 ...
From $96 per night (USD)
Expedia
From $185 per night (USD)
VRBO
8 mins to Churchill Downs – Perfect for Derby!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to this cozy 1-bedroom unit in a quiet Louisville neighborhood! This stylish space offers modern amenit ...
From $185 per night (USD)
VRBO
From $300 per night (USD)
Expedia
8 Min to Churchill Downs – Fun Derby Experience!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to this cozy 3-bedroom unit in a quiet Louisville neighborhood! This stylish space offers modern amenit ...
From $300 per night (USD)
Expedia
From $185 per night (USD)
VRBO
8 minutes to Churchill Downs – Cozy Derby Stay!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to this cozy 1-bedroom unit in a quiet Louisville neighborhood! This stylish space offers modern amenit ...
From $185 per night (USD)
VRBO
From $483 per night (USD)
Expedia
White Oak Cottage - Resort Pool, Boat Slip
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our brand new 3-bedroom, 2 full bathroom cottage located in Somerset/Burnside, KY. It is located on a dead-e ...
From $483 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Barkley Breeze, Waterfront, Private Dock, & Kayaks!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Book your next getaway at ‘Barkley Breeze’! This 3-bedroom, 3-bath vacation rental features open-concept living areas an ...
From $495 per night (USD)
VRBO
From $2630 per night (USD)
Expedia
Spacious Derby Retreat on Secretariat Drive
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Located near the best scenery Kentucky has to offer, this desirable 4-bedroom, 3.5 bathroom house in Goshen is perfect f ...
From $2630 per night (USD)
Expedia
$Beautiful \Harborview at Lake Cumberland\ overlooking Lee's Ford Marina.$
From $340 per night (USD)
VRBO
Beautiful \"Harborview at Lake Cumberland\" overlooking Lee's Ford Marina.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
You'll have this entire house to yourself and guests in your party. The triple back deck overlooking Lee's Ford Marina ...
From $340 per night (USD)
VRBO
From $285 per night (USD)
Expedia
The Blue Door Lakeside
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A cozy cottage nestled on Barren River Lake. Where you can enjoy a home away from home! A vacation rental to be enjoyed ...
From $285 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Morel Glamping Cabin with Wifi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled on our 40-acre Hooting Owl Homestead in the heart of Red River Gorge, The Morel is a charming glamping cabin off ...
From $242 per night (USD)
VRBO
From $255 per night (USD)
VRBO
Cozy 3 bedroom in Elizabethtown, KY with outdoor living area
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stay in the heart of it all! Welcome to our beautifully decorated 3-bedroom, 2-bathroom home that combines comfort and s ...
From $255 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Central Bardstown Home Near Distilleries & Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your one stop shop for where you want to be when visiting Bardstown Kentucky. A few minutes from amazing restau ...
From $350 per night (USD)
VRBO
$Near Bourbon Trail: Quiet Home w\/ Deck$
From $173 per night (USD)
Expedia
Near Bourbon Trail: Quiet Home w\/ Deck
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
'Bourbon Trail Bungalow' | Spacious Yard | 2 Mi to Rosewood Golf & Country Club Get the most out of your next Kentucky ...
From $173 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Charming 4-bedroom house in Radcliff near Fort Knox
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Relax with the whole family at this newly remodeled home in a quiet neighborhood. Our home is conveniently located close ...
From $298 per night (USD)
VRBO
From $510 per night (USD)
Expedia
The Golden Gather: Perfect for Families & Weddings
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to The Golden Gather – A Spacious & Elegant Retreat in Historic Bowling Green! Nestled in the heart of the Histo ...
From $510 per night (USD)
Expedia
From $255 per night (USD)
VRBO
The Blue Belle: Downtown, WKU, Hospital & Parks
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to The Blue Belle – A Historic Retreat in the Heart of Bowling Green! Step into The Blue Belle, a charming 2-be ...
From $255 per night (USD)
VRBO
Click For Pricing
Expedia
Bourbon Under the Stars at Blantons Landing
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This Bourbon themed unit is located on the banks of the Kentucky River, where guest will be immersed in bourbon history. ...
Click For Pricing
Expedia
From $476 per night (USD)
VRBO
Historic Home - Horses & Bourbon - AC and WiFi in lovely Downtown Lexington
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Make yourself at home in this 4-bedroom Lexington retreat. This historic house built in 1890 and restored in 2024 featur ...
From $476 per night (USD)
VRBO
$Nolin Lake Gem: Waterfront Retreat w\/ Balcony!$
From $186 per night (USD)
Expedia
Nolin Lake Gem: Waterfront Retreat w\/ Balcony!
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Fireplace | Covered Porch | Lake Views | Giant Connect 4 | Serene Surroundings | Pet Friendly w/ Fee Enjoy a quiet coup ...
From $186 per night (USD)
Expedia
$Big space & Big Style: 2 BDR\/ 3BED\/2 Bath in Louisville with in home gym$
From $467 per night (USD)
VRBO
Big space & Big Style: 2 BDR\/ 3BED\/2 Bath in Louisville with in home gym
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This classic 100 year old home is located in the Beechmont neighborhood of Louisville, KY. Centrally located to these po ...
From $467 per night (USD)
VRBO
From $591 per night (USD)
Expedia
Beautiful 4+-bedroom house near KHP, with show barn stables and indoor arena.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience an ideal sport horse farm, 7 stall show barn with tack room and indoor wash stall that has been recently comp ...
From $591 per night (USD)
Expedia
From $639 per night (USD)
VRBO
Lake Barkley Charmer | 5 BR | Private Dock
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Summary: Escape to this spacious 6-bedroom, 4-bathroom lake house in Cadiz, Kentucky, offering the perfect blend of comf ...
From $639 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Stargazer Cabin
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in Stanton, this superb cabin offers 2 cozy bedrooms, 2 bathrooms, and a charming living room with a sofa bed. G ...
From $409 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Charming Kentucky Stone House
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our charming stone home in the heart of Lexington, Kentucky! Conveniently located next to I-64, you're just 1 ...
From $270 per night (USD)
VRBO
From $93 per night (USD)
Expedia
Just 10 minutes from town -We're more than just a place to stay!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
We're more than VRBO - Escape to Our Charming Ranch Retreat Yes, we are new to VRBO, however, we are not new to the hos ...
From $93 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Highlands Home: Bourbon, Derby, Bar, Karaoke & Fun!
Bedrooms:
2
Bathrooms:
4
Sleeps:
15
Funny Home! This newly renovated vintage-style house is located in The Highlands, close to nightlife, restaurants, and e ...
From $298 per night (USD)
VRBO
From $514 per night (USD)
Expedia
Charming home in the heart of Lexington
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Enjoy your private stay in this charming mid-century home in the heart of Lexington. Location is convenient to downtown, ...
From $514 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Charming Cabin located within miles of Dale Hollow Lake State Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This cabin, located in Burkesville, KY, boasts 2 bedrooms as well as two bunk beds. Full appliance and utensils stocked ...
From $291 per night (USD)
VRBO
$Family Home w\/ Ping-Pong & Fire Pit in Lexington$
From $208 per night (USD)
Expedia
Family Home w\/ Ping-Pong & Fire Pit in Lexington
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Close to Campus | Fenced-In Yard | Furnished Deck Whether you're cheering on the Wildcats or embarking on a fun-filled ...
From $208 per night (USD)
Expedia
From $129 per night (USD)
VRBO
River Lane Cottage 1 Bedroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
River Lane Cottage is a cozy rental in rural Dunnville, KY. Tucked away on a thirty-eight acre farm, you'll find this a ...
From $129 per night (USD)
VRBO
From $584 per night (USD)
Expedia
Derby Cigar & Bourbon Lounge Group Stays in Louisville Kentucky
Bedrooms:
4
Bathrooms:
5
Sleeps:
17
🗝 BOOK TODAY, Your Unforgettable Getaway! Designed for large groups ready to make memories on Kentucky's iconic Bourbo ...
From $584 per night (USD)
Expedia
From $643 per night (USD)
VRBO
Luxury: Private Pickleball, Tennis, Pool, & Hottub
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Enjoy this spacious 3-bedroom, 2-bath home with endless amenities. Relax by the pool, challenge friends to tennis or pic ...
From $643 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Charming & Secluded Farm House
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Get away from it all but be surprisingly close to town in this newly renovated farm house located at the entrance of our ...
From $150 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Nolin Lake Waterfront Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Relax with the whole family and friends at this peaceful lakefront home. Newly renovated with new furnishings. Parking s ...
From $381 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Cozy Retreat in Norton Commons, Walk to Everything
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Experience luxury in the heart of Norton Commons! This stunning home features elegant finishes, abundant natura ...
From $277 per night (USD)
Expedia
From $4580 per night (USD)
VRBO
Best Derby Location! 9-mins to Churchill Downs!
Bedrooms:
11
Bathrooms:
11
Sleeps:
24
Summary: Spacious 11-Unit Condo in the heart of Louisville! With 11 units for up to 28 guests, this stylish stay is perf ...
From $4580 per night (USD)
VRBO
From $149 per night (USD)
Expedia
Townview Farmhouse - Bourbon Trail - Farm Stay
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Keep it simple at this peaceful and centrally-located home. Enjoy watching the cattle graze and the farm views while bei ...
From $149 per night (USD)
Expedia
$KY Derby Rental\n3-bedroom house in superb Louisville with AC, WiFi, fitness room$
From $3410 per night (USD)
VRBO
KY Derby Rental\n3-bedroom house in superb Louisville with AC, WiFi, fitness room
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Great location for KY Derby … about 15 minutes from the track and downtown. Enjoy what this 3-bedroom house has to offer ...
From $3410 per night (USD)
VRBO
From $706 per night (USD)
Expedia
On-Water 10 #34 - Lake Cumberland marina
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
This FloatHouzz is about to splash on beautiful Lake Cumberland! Perfect size for a family trip to the lake! Stay right ...
From $706 per night (USD)
Expedia
From $70 per night (USD)
VRBO
Mid to Long-Term Only - Clean, Quiet, Cozy & Fun
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Mid- to long-term stays only. 30 night minimum. Clean, quiet home in a safe neighborhood just five minutes from downto ...
From $70 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Modern Home Fenced Yard:4 Mi to Downtown Lexington Near Kentucky Horse Park & UK
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Perfect Lexington Retreat – Near Kentucky Horse Park & UK Whether you’re visiting for a relaxing getaway, horse competi ...
From $304 per night (USD)
Expedia
From $706 per night (USD)
VRBO
On-Water 10 #38 - Lake Cumberland Marina
Bedrooms:
1
Bathrooms:
2
Sleeps:
10
Check out this FloatHouzz about to splash on Lake Cumberland! Perfect size for a family trip to the lake! Stay right on ...
From $706 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Charming 2-bedroom house located in beautiful wooded setting!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your cozy getaway awaits in Raceland at this pleasant house. Located 5 miles from Ashland, 20 minutes from Shawnee Stat ...
From $201 per night (USD)
Expedia
From $347 per night (USD)
VRBO
Sweet Home A
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Make yourself at home in this 3-bedroom Bowling Green retreat. This peaceful house features 1 king bed and 2 queen beds, ...
From $347 per night (USD)
VRBO
$Waterfront Home with stunning views - 6 Bed\/4.5 Baths - With Dock$
From $589 per night (USD)
VRBO
Waterfront Home with stunning views - 6 Bed\/4.5 Baths - With Dock
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
About this space This place has got it all. From the amazing lake front views & access, a private dock, space for severa ...
From $589 per night (USD)
VRBO
From $231 per night (USD)
VRBO
Midcentury 3-bedroom farmhouse on the city line between Danville and Stanford.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to a charming farmhouse on the border between Stanford and Danville, for a great stay. The house is surrounded o ...
From $231 per night (USD)
VRBO
$Fun Spacious 5 Bdrm Estate w\/Theater, Billiard Parlor, Speakeasy Bar & Poker Rm$
From $827 per night (USD)
Expedia
Fun Spacious 5 Bdrm Estate w\/Theater, Billiard Parlor, Speakeasy Bar & Poker Rm
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Experience luxury and fun at this huge 5-bedroom estate in the heart of downtown Frankfort! Relax with your friends in t ...
From $827 per night (USD)
Expedia
From $230 per night (USD)
VRBO
DERBY 151 Run for the Roses 1 Month House Rental: 11 miles from Churchill Downs
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Easy access 0.2 miles from I-64 ramp 11 miles from Churchill Downs! Brick ranch homes offers 1,840 sq ft of living. Th ...
From $230 per night (USD)
VRBO
From $188 per night (USD)
Expedia
8 Min to Churchill Downs – Spacious Derby Stay!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to this cozy 1-bedroom unit in a quiet Louisville neighborhood! This stylish space offers modern amenit ...
From $188 per night (USD)
Expedia

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