
Kentucky Rentals

- From $156 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 $156 per night (USD)VRBO
- From $320 per night (USD)
Expedia
The Blue Cottage + Pet Friendly + Louisville
- Bedrooms:
- 1
- 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 $320 per night (USD)Expedia
- From $175 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 $175 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
- 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 $136 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 $136 per night (USD)Expedia
- From $191 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 $191 per night (USD)VRBO
- From $332 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 $332 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Spacious Fam Retreat | Churchill Downs & Downtown!
- 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 $303 per night (USD)VRBO
- From $117 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 $117 per night (USD)Expedia
- From $187 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 $187 per night (USD)VRBO
- From $164 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 $164 per night (USD)Expedia
- From $285 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 $285 per night (USD)VRBO
- From $204 per night (USD)
Expedia
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 $204 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Bourbon Trail! Prime Location, Amenities & Sauna!
- Bedrooms:
- 2
- 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 $416 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
- Click For Pricing
VRBO
Spacious 4-bedroom new construction Derby Oasis on historic Eastern Parkway
- Bedrooms:
- 3
- 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 ...
Click For PricingVRBO
- From $185 per night (USD)
Expedia
Bourbon Oak Hideaway 2 offers a 2 bed 2.5 bath apartment in historic Bardstown.
- Bedrooms:
- 2
- 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 $185 per night (USD)Expedia
- From $186 per night (USD)
VRBO
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 $186 per night (USD)VRBO
- From $189 per night (USD)
Expedia
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 $189 per night (USD)Expedia
- From $352 per night (USD)
VRBO
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 $352 per night (USD)VRBO
- From $140 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 $140 per night (USD)Expedia
- From $201 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 $201 per night (USD)VRBO
- From $146 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 $146 per night (USD)Expedia
- From $187 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 $187 per night (USD)VRBO
- From $334 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 $334 per night (USD)VRBO
- From $302 per night (USD)
VRBO
Charming Shepherdsville Cozy Home with Lakeside views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
**Welcome to Your Cozy Kentucky Retreat!** Escape to tranquility in this charming, fully furnished home nestled right o ...
From $302 per night (USD)VRBO
- From $322 per night (USD)
Expedia
\"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 $322 per night (USD)Expedia
- From $338 per night (USD)
VRBO
3-bedroom cabin with a loft in lovely Eddyville with WiFi, AC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this charming cabin in Eddyville. This adorable property features 3 cozy bedrooms, including 2 queen beds and ...
From $338 per night (USD)VRBO
- From $1208 per night (USD)
Expedia
14 Beds Game Room Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 6
- 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 $1208 per night (USD)Expedia
- From $487 per night (USD)
VRBO
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)VRBO
- From $287 per night (USD)
Expedia
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 $287 per night (USD)Expedia
- From $2321 per night (USD)
VRBO
Spacious 5-bedroom house in Walking Distance to Restaurants
- Bedrooms:
- 3
- 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)VRBO
- From $277 per night (USD)
VRBO
Beautiful cabin nestled in the woods surrounded by water
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 4
Surrounded by three ponds and a creek, this cabin in nestled in the woods and a beautiful place for a quiet get-a-way. Y ...
From $277 per night (USD)VRBO
- From $314 per night (USD)
VRBO
Charming 2-bedroom house in the heart of Appalachia
- Bedrooms:
- 1
- 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 $314 per night (USD)VRBO
- From $254 per night (USD)
Expedia
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 $254 per night (USD)Expedia
- From $208 per night (USD)
VRBO
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 $208 per night (USD)VRBO
- From $274 per night (USD)
Expedia
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 $274 per night (USD)Expedia
- From $292 per night (USD)
VRBO
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 $292 per night (USD)VRBO
- From $186 per night (USD)
Expedia
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 $186 per night (USD)Expedia
- From $199 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 $199 per night (USD)VRBO
- From $214 per night (USD)
Expedia
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 $214 per night (USD)Expedia
- From $194 per night (USD)
VRBO
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 $194 per night (USD)VRBO
- From $191 per night (USD)
Expedia
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 $191 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Charming 1BR Retreat in the Heart of Louisville!
- 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 $192 per night (USD)VRBO
- From $434 per night (USD)
Expedia
Charming 7BR Home | Bourbon Trail & Attractions!
- 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 $434 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Stylish Louisville Apt Near Downtown & Parking
- 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)VRBO
- From $303 per night (USD)
Expedia
Modern Apartment with Parking & Prime Location
- 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 $303 per night (USD)Expedia
- From $185 per night (USD)
VRBO
Charming Louisville Apt w/ Parking|Great Location!
- 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 $444 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 $444 per night (USD)VRBO
- From $2797 per night (USD)
Expedia
Spacious Derby Retreat on Secretariat Drive
- Bedrooms:
- 3
- 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 $2797 per night (USD)Expedia
- From $313 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 $313 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 $194 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 $194 per night (USD)VRBO
- From $228 per night (USD)
VRBO
Down the stretch Cozy 3 bedroom in Elizabethtown, KY with outdoor living area
- Bedrooms:
- 2
- 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 $228 per night (USD)VRBO
- From $349 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 $349 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Near Bourbon Trail: Quiet Home w/ Deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
'Bourbon Trail Bungalow' | Spacious Yard | 2 Mi to Rosewood Golf & Country Club Get the most out of your next Kentucky ...
From $160 per night (USD)Expedia
- From $260 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 $260 per night (USD)VRBO
- From $542 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 $542 per night (USD)Expedia
- From $304 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 $304 per night (USD)VRBO
- From $320 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 $320 per night (USD)Expedia
- From $309 per night (USD)
VRBO
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. ...
From $309 per night (USD)VRBO
- From $424 per night (USD)
Expedia
Waterfront Nolin Lake Gem: Guest House & Balcony
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Covered Porch | Giant Connect 4 | Serene Surroundings | Pet Friendly w/ Fee Enjoy a quiet retreat or an exciting family ...
From $424 per night (USD)Expedia
- From $247 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 $247 per night (USD)VRBO
- From $630 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 $630 per night (USD)Expedia
- From $787 per night (USD)
VRBO
Lake Barkley Retreat - Newly Renovated - 5 BR
- 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 $787 per night (USD)VRBO
- From $281 per night (USD)
Expedia
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 $281 per night (USD)Expedia
- From $160 per night (USD)
VRBO
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 $160 per night (USD)VRBO
- From $435 per night (USD)
Expedia
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 $435 per night (USD)Expedia
- From $522 per night (USD)
VRBO
Charming home in the heart of Lexington
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy your private stay in this charming mid-century home in the heart of Lexington. Location is convenient to downtown, ...
From $522 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Charming Cabin located within miles of Dale Hollow Lake State Park-Cabin#1
- 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 $294 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Family Home w/ Ping-Pong & Fire Pit in Lexington
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Close to Campus | Fenced-In Yard | Furnished Deck Whether you're cheering on the Wildcats or embarking on a fun-filled ...
From $181 per night (USD)VRBO
- From $149 per night (USD)
Expedia
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 $149 per night (USD)Expedia
- From $759 per night (USD)
VRBO
Kentucky Derby 5 Bed Group 12+ Vacation Stay in Louisville Kentucky
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 17
Last minute Opening!! Kentucky Derby 2025 cancellation due to family emergency- so this 5 Bed Cigar Lounge is back on th ...
From $759 per night (USD)VRBO
- From $503 per night (USD)
Expedia
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 $503 per night (USD)Expedia
- From $154 per night (USD)
VRBO
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 $154 per night (USD)VRBO
- From $395 per night (USD)
Expedia
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 $395 per night (USD)Expedia
- From $277 per night (USD)
VRBO
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)VRBO
- From $2041 per night (USD)
Expedia
11-Unit Cozy Loft w/ Free Parking | Med District
- Bedrooms:
- 11
- Bathrooms:
- 11
- Sleeps:
- 26
Summary: Spacious 11-Unit Condo in the heart of Louisville! With 11 units for up to 26 guests, this stylish stay is perf ...
From $2041 per night (USD)Expedia
- From $163 per night (USD)
VRBO
Townview Farmhouse - Bourbon Trail - Farm Stay
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Keep it simple at this peaceful and centrally-located home. Enjoy watching the cattle graze and the farm views while bei ...
From $163 per night (USD)VRBO
- Click For Pricing
Expedia
KY Derby Rental\n3-bedroom house in superb Louisville with AC, WiFi, fitness room
- Bedrooms:
- 2
- 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 ...
Click For PricingExpedia
- From $706 per night (USD)
VRBO
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)VRBO
- 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 $127 per night (USD)
VRBO
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 $127 per night (USD)VRBO
- From $243 per night (USD)
Expedia
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 $243 per night (USD)Expedia
- From $472 per night (USD)
VRBO
Waterfront Home with stunning views - 6 Bed/4.5 Baths - With Dock
- Bedrooms:
- 4
- 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 $472 per night (USD)VRBO
- From $246 per night (USD)
Expedia
Midcentury 3-bedroom farmhouse on the city line between Danville and Stanford.
- Bedrooms:
- 2
- 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 $246 per night (USD)Expedia
- From $811 per night (USD)
VRBO
Fun Spacious 5 Bdrm Estate w/Theater, Billiard Parlor, Speakeasy Bar & Poker Rm
- Bedrooms:
- 2
- 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 $811 per night (USD)VRBO
- From $117 per night (USD)
Expedia
Cozy Louisville Apt w/ Parking|Great Location!
- 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 $117 per night (USD)Expedia
- From $79 per night (USD)
VRBO
Enchanting cabin with AC in Auburn - Perfect for a cozy getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover this pleasant 1-bedroom gem in Auburn. This cozy cabin features 1 queen bed, heating, AC, and a washing machine ...
From $79 per night (USD)VRBO
- From $1232 per night (USD)
Expedia
Green Tiny- Lee’s Ford Marina
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Looking to stay right on beautiful Lake Cumberland? Look no further than this beautiful motorized houseboat located at L ...
From $1232 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Modern Home Fenced Yard:4 Mi to Downtown Lexington Near Kentucky Horse Park & UK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Perfect Lexington Retreat – Near Kentucky Horse Park & UK Whether you’re visiting for a relaxing getaway, horse competi ...
From $316 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Log Cabin Retreat in Kentucky: Fire Pit & Grill!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Surrounded By 10 Wooded Acres | Furnished Lake-View Deck | Dogs Welcome w/ Fee Unplug and unwind at this one-of-a-kind ...
From $249 per night (USD)Expedia
- From $327 per night (USD)
VRBO
Victorian Riverfront Estate mins from Cincinnati
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our 1870s Victorian mansion with amazing views of the Ohio River and the Cincinnati Southern Railway Bridge! J ...
From $327 per night (USD)VRBO
- Click For Pricing
Expedia
7-bedroom house in Cherokee Triangle Neighborhood of Louisville
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Offering unparalleled elegance and creativity, welcome to a one-of-a-kind, custom historical estate that seamlessly blen ...
Click For PricingExpedia
- From $329 per night (USD)
VRBO
Your Own Two Cabin Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Immerse yourself in the charm of our two stylish cabins (Chicory and Ironweed) located on a breathtaking farm along the ...
From $329 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Highgrounds Modern Cabin with Loft - Ironweed
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Immerse yourself in the charm of our stylish cabin located on a breathtaking farm along the Kentucky River. Perfect for ...
From $269 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Scenic Highgrounds Modern Cabin - Chicory
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in the charm of our stylish cabin located on a beautiful blackberry and cattle farm along the Kentucky ...
From $184 per night (USD)VRBO
- From $117 per night (USD)
Expedia
Cozy Top-Floor Retreat in the Heart of Louisville!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This charming top-floor retreat offers a cozy and stylish space for ultimate relaxation. The home features mode ...
From $117 per night (USD)Expedia