Shelby Area Rentals
- From $647 per night (USD)
VRBO
⭐️NEW! - Large & Small Groups | Sleeps up to 16 |6br's | 6 baths - 3,000 sqft.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 17
The Saddlebred Premium Suite sleeps 17 and offers visitors 3,000 square feet of an upscale loft boutique hotel experienc ...
From $647 per night (USD)VRBO
- Click For Pricing
Expedia
LIKE NEW! Sleeps 10+ Lakeside Farmhouse - 45 Acres
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Located on 45-acre farm in Shelby County, Kentucky, The Farmhouse offers a tranquil setting with a private 5-acre lake. ...
Click For PricingExpedia
- From $599 per night (USD)
VRBO
Like New Cabin near Lexington & Louisville - Sleeps 16
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
This cabin was recently renovated and makes for a great place to stay while visiting the bourbon trail or for family gat ...
From $599 per night (USD)VRBO
- From $350 per night (USD)
Expedia
SLEEPS 6! Loft w\/1 Queen & 2 Doubles, Bar, 2 TVs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
THE LOFT ON MAIN: 1,250 square foot Downtown Loft that sleeps SIX people with a large Queen in the master bedroom and tw ...
From $350 per night (USD)Expedia
- From $83 per night (USD)
VRBO
Downtown Main Street Suite w\/ Hi-Speed Wifi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay @ The Stables Suite - 1 Bedroom Suite w/ kitchen, full bathroom, living room, and bedroom w/ queen-size bed. Note: ...
From $83 per night (USD)VRBO
- From $107 per night (USD)
Expedia
Unique Downtown Studio with an Industrial Vibe
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Underground is a stylish and completely remodeled studio with a full bath that boasts an industrial vibe and is conv ...
From $107 per night (USD)Expedia
- From $296 per night (USD)
VRBO
Beautiful restored Victorian farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Walking in is like going to grandmas house. 3 Large bedrooms, 4th bedroom is a loft that overlooks the livingroom. Great ...
From $296 per night (USD)VRBO
- From $1150 per night (USD)
Expedia
Luxury lodge in the heart of the Bluegrass
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Gorgeous, spacious lodge centrally located, quiet, easy access to I64, situated just halfway between Lexington and Louis ...
From $1150 per night (USD)Expedia
- From $594 per night (USD)
VRBO
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to The Nest at Bluegrass Acres! 90k worth of new luxury furnishings [Every bit of furnishing (Bedding, Games, A ...
From $594 per night (USD)VRBO
- From $651 per night (USD)
Expedia
NEW - Luxury farmhouse on Bourbon Trail with hot tub - 4 mi to Bulleit
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
In the heart of Kentucky's Bourbon Trail, our 4-bed, 3.5-bath updated craftsman home offers luxury while enjoying nature ...
From $651 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Farmhouse on 80+ acres minutes from Downtown Louisville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Farmhouse Hannah, your serene retreat 20 minutes to downtown Louisville and 5 minutes from the Outlet Shoppes ...
From $240 per night (USD)VRBO
- From $2995 per night (USD)
Expedia
PGA Championship Home - 10 min to Valhalla Golf Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to 1149 Greens Drive in Simpsonville, Kentucky. We are excited to host players, guests, support personnel and fa ...
From $2995 per night (USD)Expedia
- From $933 per night (USD)
VRBO
Spacious 5-bedroom Taylor Wood Retreat. Sleeps 18 guests along the bourbon trail
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 18
Welcome to Simpsonville's gem! Taylor Wood Retreat is your KY gateway. Minutes from Outlets of the Bluegrass with brands ...
From $933 per night (USD)VRBO
- From $650 per night (USD)
Expedia
Historic Home Farm Stay in the Heart of Bourbon Country- DERBY AVAILABLE
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to The Harbison House! This newly renovated historic home is the best of both worlds- all the modern amenities y ...
From $650 per night (USD)Expedia
- From $525 per night (USD)
VRBO
Derby Opening!! NEW! Modern Farmhouse, Bourbon Trail, PGA, Hot tub, Games
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
**Photos coming soon** Welcome to our Brand-New Modern Farmhouse Retreat on the Bourbon Trail! Over 3,300 sqft on 5 acr ...
From $525 per night (USD)VRBO
- From $4298 per night (USD)
VRBO
Gorgeous estate with Hot Tub! Available Derby\/PGA!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The owners of this brand new, stunning 4 bedroom, 3.5 bath house crafted every detail of this custom built home to perfe ...
From $4298 per night (USD)VRBO
- From $526 per night (USD)
VRBO
Derby 24\/PGA\/Bourbon Trail\/Hot Tub\/EV Charger
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
🌟 Introducing a Hidden Gem in Shelbyville, KY! 🌟 🏡 Welcome to our stunning Airbnb nestled in the heart of the Bourbo ...
From $526 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 29
Freshly updated with Smart Tv's, new furnishings, bedding and we now have Starlink WiFi! Book now for your 2024 family ...
From $399 per night (USD)Expedia
- From $850 per night (USD)
VRBO
Urban Loft Downtown Shelbyville - 5,000 Sq Ft., Sleeps 17
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 17
"The biggest and most dangerous rental option in downtown Shelbyville, Urban Loft is the best and worst place to stay in ...
From $850 per night (USD)VRBO
- From $1844 per night (USD)
VRBO
The Persimmon Ridge Lodge
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 20
You will be telling everyone you know about your stay! 8,000 sq. ft. golfer's paradise features indoor putting green and ...
From $1844 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Farm House - Near Bourbon Trail & Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Late 1800's farm house on a 155 acre working family farm located in the heart of the Bourbon Trail. It is a unique exper ...
From $150 per night (USD)VRBO
- From $107 per night (USD)
VRBO
Horses, Bourbon and More .... Shelbyville Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully renovated condo duplex features 2 bedrooms / 2 bathrooms, light open floor plan, private entrance with parki ...
From $107 per night (USD)VRBO
- From $270 per night (USD)
VRBO
<br>Peaceful, lakefront house on Guist Creek Lake\/ Shelbyville-Bourbon Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
House on Guist Creek Lake near the Bulleit Distilling Co. This 3 bedroom/2 bath house has all the benefits of enjoying ...
From $270 per night (USD)VRBO
- From $110 per night (USD)
VRBO
Your Kentucky Home Away From Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our lovely Condo features 2 bedrooms and 2 full baths – is located in a quite area of Shelbyville. Close to shopping, h ...
From $110 per night (USD)VRBO
- From $3052 per night (USD)
VRBO
6BR~~Close to PGA 2024! On Persimmon Ridge Golf Course!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Perfect layout for a large group. Eat in kitchen and dining room on main floor, kitchen/bar downstairs with bar stools ...
From $3052 per night (USD)VRBO
- From $913 per night (USD)
VRBO
Bottled in Bond: Featured on HGTV, Heart of Bourbon Trail, Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This swanky loft has so many WOW factors your eyes will be dancing! Enter the setting through the vintage revolving door ...
From $913 per night (USD)VRBO
- From $280 per night (USD)
VRBO
Le Coop Ultra Luxury 2 bed Urban Loft on Bourbon Trail. Downtown Shelbyville KY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ultra Luxury downtown 2 BR loft, spacious enough for 5 adults. Located in quaint Downtown Shelbyville, KY, you can expe ...
From $280 per night (USD)VRBO
- From $1749 per night (USD)
VRBO
Family-sized home for Derby and PGA w\/ screened-in porch.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the perfect ranch home located in the heart of University of Louisville golf course. Built in 2019, this home ...
From $1749 per night (USD)VRBO
- From $120 per night (USD)
VRBO
New Modern Townhome, sleeps 6! Mod Farm 1217
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience Your Dream Getaway at Our Charming Townhouse Nestled in the heart of the Bourbon Trail, our lovely townhouse ...
From $120 per night (USD)VRBO
- From $699 per night (USD)
Expedia
The Rec Farm: Cabin | Rec Barn | HotTub | Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 13
The Rec Farm The family that plays together stays together… at The Rec Farm. Create memories with your family and ge ...
From $699 per night (USD)Expedia
- From $1420 per night (USD)
VRBO
Pool. HotTub. Bourbon Trail. Churchill Downs. Keeneland. Outlet Mall. KY Derby.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
Ahh... beautiful Kentucky horse country! This is your opportunity to stay in a very graceful, white brick, Southern styl ...
From $1420 per night (USD)VRBO
- From $192 per night (USD)
Expedia
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Meet The Blue Belle: a beautifully restored 1880s cottage on the Bourbon Trail, nestled on a peaceful block in the heart ...
From $192 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Upscale Kentucky Bourbon Trail & Close to Louisville
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Copper & Oak, an upscale 4-bedroom, 4-bath retreat in the heart of Kentucky's Bourbon Trail. Located in h ...
From $318 per night (USD)VRBO
- From $2000 per night (USD)
Expedia
2024 KY Derby Golf Community Home
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Gorgeous home in award winning Persimmon Ridge Golf Community. Five minutes from Valhalla/30 minutes to Churchill Downs. ...
From $2000 per night (USD)Expedia
- From $1873 per night (USD)
VRBO
Derby & Valhalla Luxurious, Clean & Comfortable!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The perfect retreat for those wanting to be close to the KY Derby or Valhalla Golf Course but just far enough away to en ...
From $1873 per night (USD)VRBO
- From $1600 per night (USD)
Expedia
Peaceful Kentucky barn home near KY Derby, PGA and Bourbon Trail.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy the peace and quiet of a comfortable stay in a renovated barn. Spacious common area with three bedrooms and a loft ...
From $1600 per night (USD)Expedia
- From $157 per night (USD)
VRBO
oasis 522!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
an oasis in the middle of the bourbon trail located in historic Shelbyville...a unique and peaceful bohemian atmosphere. ...
From $157 per night (USD)VRBO
- Click For Pricing
VRBO
Derby done in style and luxury.
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Beautiful new home in golf course community . The neighborhood is surrounded by rolling hills and horse farms to give gu ...
Click For PricingVRBO
- From $860 per night (USD)
VRBO
Stone Spring Farm situated in the center of Kentucky's Bourbon Country
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome! Bring the whole family to Horse & Bourbon Country with plenty of room for fun. Enjoy a day at any of the local ...
From $860 per night (USD)VRBO
- From $176 per night (USD)
VRBO
Bagdad Bungalow on Bourbon Trail! 40 minutes from Valhalla, home to 2024 PGA!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
About this space Comfy home in Bagdad Kentucky on peaceful acre of land. Twenty-two distilleries located within 60 minut ...
From $176 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Upscale Kentucky Bourbon Trail & Close to Louisville
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Oak, an upscale first floor 2-bedroom, 2-bath retreat in the heart of Kentucky's Bourbon Trail. Located i ...
From $195 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Upscale Kentucky Bourbon Trail & Close to Louisville
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Copper, an upscale 2-bedroom, 2 bath retreat in the heart of Kentucky's Bourbon Trail. Located in histori ...
From $199 per night (USD)Expedia
- From $120 per night (USD)
VRBO
New Modern Townhome, sleeps 6. Mod Farm 1219
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience Your Dream Getaway at Our Charming Townhouse Nestled in the heart of the Bourbon Trail, our lovely townhouse ...
From $120 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Historic home freshly renovated on the Bourbon Trail
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
The Washington Belle is an historic home, freshly renovated with all the modern conveniences, centrally located in Shelb ...
From $279 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Beautiful, Peaceful Lakefront home in ❤️ of Bourbon Country in Shelbyville, KY
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Peaceful, Beautiful 4 bedroom, 2 bathroom house sitting on Guist Creek Lake in Shelbyville, KY located very close to the ...
From $300 per night (USD)VRBO
- From $398 per night (USD)
Expedia
Shelbyville Home - On to the Bourbon Trail!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Situated on 20 acres of Kentucky's sprawling fields and rolling hills, this 5-bed, 4-bath vacation rental will immerse y ...
From $398 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Spacious Home in the middle of horse and bourbon country! Sleeps 8, firepit!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
You'll feel right at home in our Old Kentucky Home at The Knob! Tucked away in the middle of horse and bourbon country ...
From $350 per night (USD)VRBO
- From $100 per night (USD)
VRBO
Horse Country Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in the heart of Shelbyville, this adorable little hideaway is within walking distance from the Shelbyville Fairg ...
From $100 per night (USD)VRBO
- Click For Pricing
VRBO
2 Bed\/2.5 Bath Restored Beauty - Pistachio Palace
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
About this space Built 1904 and recently lovingly restored. Just 2 blocks off historical Main Street in Shelbyville with ...
Click For PricingVRBO
- From $171 per night (USD)
Expedia
Bourbon Basecamp! New on the Bourbon Trail!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
You made it to Bourbon Basecamp in Shelbyville, KY! We are in the heart of bourbon country which gives you an opportunit ...
From $171 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
About this space Parris on Main Street is the perfect location to enjoy the historic town of Shelbyville and, a few bloc ...
From $180 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Horse Farm in Kentucky Bourbon Country! Book a Farm Tour and Horse Experience!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Unique experience! Enchanting Sugar Maple-lined drive leads to our 1860 homestead and working horse farm located in Bour ...
From $450 per night (USD)VRBO
- From $2000 per night (USD)
VRBO
PGA Golf Championship\nKentucky Estate Home
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This 6000 sq ft executive home sits on 5 acres of beautiful, golf course manicured lawn with a travertine deck pool just ...
From $2000 per night (USD)VRBO
- From $5718 per night (USD)
Expedia
80 acre Kentucky Horse Farm 6BR\/ 4BA 30 mins. to Derby 10 mins. to PGA.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to Stone Creek Stables. Relax and unwind watching the beautiful sunsets from the front porch on this 80 acre pri ...
From $5718 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Pet-Friendly Shelbyville Home w\/ Fire Pit!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Discover your next favorite sip on the Kentucky Bourbon Tours, witness an exciting race at Churchill Downs, or visit the ...
From $310 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Farm Stay! Horses welcome! On the bourbon trail between Lexington and Louisville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful farm views. Watch as sheep and horses graze in the pastures. Enjoy the peace and tranquility of the farm. Star ...
From $150 per night (USD)VRBO
- From $2500 per night (USD)
VRBO
5-acre Estate Home w\/ Swimming Pool, 10 minutes to Valhalla!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 17
This wide open floor plan with a gourmet kitchen is perfect for big group hospitality. Amenities include an outdoor fire ...
From $2500 per night (USD)VRBO
- From $215 per night (USD)
Expedia
2024 KY Derby 30 min Away ~ Art Gallery ~ Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Step into the gorgeous and unique Shelbyville 3BR, 3Bath home, offering a perfect base for everyone coming to see the ex ...
From $215 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Bourbon Country Cottage on a flower farm with cattle, horses & spectacular views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
THE HORSE AND HOUND We know how excited you must be for your upcoming getaway, so we wanted to try and make it as smooth ...
From $275 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Heritage House 1900’s home part\/close to the Bourbon Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
HeritageHouse is 19th century home locate as part of the Bourbon Trail in Shelbyville Kentucky. This house is lovely re ...
From $300 per night (USD)VRBO
- From $799 per night (USD)
VRBO
🏇🏽DERBY STAY LUCKY DAY\n\n
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
🏇🏽 🏇🏽🏇🏽 Sanderland Farm is a fantastic place to stay for the KENTUCKY DERBY 2024 THE HOME This 3 BR home is loca ...
From $799 per night (USD)VRBO
- From $1900 per night (USD)
VRBO
Spacious Home with Scenic Views Near Valhalla & Churchill Downs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Located in the back of the prestigious Persimmon Ridge golf course community, our house is a private getaway with scenic ...
From $1900 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Not your Mother’s Log Cabin!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious log cabin will make you feel like you're in Gatlinburg for the weekend! Decked out with log furniture, cha ...
From $475 per night (USD)VRBO
- From $456 per night (USD)
Expedia
~KY DERBY AVAIL~ PGA Tour~ Bourbon Trail~ ~ Cozy & Spacious New List ~
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Bourbon Barrel Escape, where you can enjoy all that the Bourbon Trail has to offer in our centrally located h ...
From $456 per night (USD)Expedia
- From $384 per night (USD)
VRBO
Shelbyville Farmhouse w\/ Hot Tub, Fire Pit & Grill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Find serenity in Shelbyville at this 3-bedroom, 2-bath vacation rental. This rural farmhouse offers everything you need ...
From $384 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Charming 1900’s house close to downtown Shelbyville
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Southern hospitality in Shelbyville, Ky in this charming renovated early 1900's gem. Situated on a quaint street close ...
From $450 per night (USD)VRBO
- From $4500 per night (USD)
VRBO
The Gatsby and adjoining ceilings
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Our Gatsby Event Space offers the perfect melding of Modern Romance and Roaring Design. As the name suggests, you'll fin ...
From $4500 per night (USD)VRBO
- Click For Pricing
VRBO
Horse farm on the Kentucky Bourbon Trail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Kentucky is known for bourbon, horses, and hospitality and we have all three! Stay on the farm and soak up the peace and ...
Click For PricingVRBO
- From $195 per night (USD)
VRBO
Carriage House Cottage on horse farm.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
This charming cottage has been a favorite for friends and family coming in for Derby and for touring the Bourbon trail, ...
From $195 per night (USD)VRBO
- From $4446 per night (USD)
VRBO
3 MINUTES TO VALHALLA- 7 Bedroom Luxury Estate
- Bedrooms:
- 11
- Bathrooms:
- 7
- Sleeps:
- 16
Immerse yourself in this timeless masterpiece where history meets modern luxury. Originally built in 1790 and once place ...
From $4446 per night (USD)VRBO
- From $720 per night (USD)
VRBO
Luxury 4 bedroom Log Cabin on 32 acres only 10 minutes from Frankfort, KY
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy this beautifully renovated, authentic log home exclusively to yourself. At 2,400 sf, this 4-bedroom cabin is perfe ...
From $720 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Bourbon Country Cabin<br>Loft style cabin, great location to visit KY distilleries
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the Heart of Bourbon Country sitting on 80 acres of Kentucky woodlands this charming loft style cabin makes a ...
From $150 per night (USD)Expedia
- From $135 per night (USD)
VRBO
Beautiful Cottage in Gorgeous Rural Setting
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This quaint little cottage is located on the Bourbon Trail of Kentucky on a historic property. A mere 9 minutes from Six ...
From $135 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy Louisville Apt w\/ Patio, Fire Pit & Game Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience Bourbon City’s art scene, distilleries, and sporty attractions when you book this 1-bedroom, 1-bath vacation ...
Click For PricingExpedia
- From $307 per night (USD)
VRBO
Cozy Bourbon Country Cabin with HOT TUB and Fire Pit on Brashears Creek
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located on beautiful Brashears Creek in the heart of Bourbon Country, this loft style cedar cabin makes a great central ...
From $307 per night (USD)VRBO
- From $1650 per night (USD)
Expedia
Mage Mansion! 5bedrooms,8beds,6bath,
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 16
An incredible luxurious place to rest, come for business or just have a fabulous stay with your friends and/or family. 5 ...
From $1650 per night (USD)Expedia
- From $10000 per night (USD)
VRBO
Luxurious, private 6-acre haven in serene east Louisville near Valhalla.
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Experience the ultimate in tranquility and luxury at our exclusive private house, nestled on a sprawling 6-acre haven in ...
From $10000 per night (USD)VRBO
- From $1400 per night (USD)
Expedia
Spacious 5-bedroom house with pool for the 150th Kentucky Derby! Sleeps 9.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Escape to this house in picturesque Louisville. This soothing property offers a pleasant retreat for guests. With 5 bedr ...
From $1400 per night (USD)Expedia
- From $2700 per night (USD)
VRBO
PGA & Derby 2024 get away! Beautiful house on Golf Course
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
15 Minutes from Valhalla Golf Club for the PGA! 32 Minutes from Churchill Downs for Derby and Oaks! Large Prestigious Ho ...
From $2700 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Bourbon Trail Near Buffalo Trace-Hot Tub & Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
In the heart of the Kentucky Bourbon Trail, Enjoy the Bourbon Hills Retreat located approximately 7 miles from downtown ...
From $500 per night (USD)Expedia
- From $3000 per night (USD)
VRBO
Beautiful home w\/ pool and gym - 10 min from PGA & 25 min from KY Derby!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This home is a must see with a gorgeous outdoor living area including a TV and a swimming pool with a waterfall! You won ...
From $3000 per night (USD)VRBO
- From $1993 per night (USD)
Expedia
Comfort & Class close to it all! PGA and Derby!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Christmas in Louisville! Perfect home to bring your family together for the holidays! Sleeping 14+ people, this home i ...
From $1993 per night (USD)Expedia
- Click For Pricing
VRBO
5 acre derby home with heated pool, outdoor bar & firepit
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
4800 sq ft custom built home is an ideal vacation that can accommodate 10-12 people. With 4 bedrooms (2 king beds, 1 que ...
Click For PricingVRBO
- From $249 per night (USD)
Expedia
The Havilah House! Country living with amazing views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Introducing The Havilah House – Your Luxurious Getaway in the Heart of Bourbon Country Experience the extravagant Havila ...
From $249 per night (USD)Expedia
- From $3714 per night (USD)
VRBO
Derby \/ PGA House - 9700 Sq Ft - Perfect for 5 couples!
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 14
9,700 sq ft custom executive home on 5 acres in gated community. No last-minute reservations will be considered...owner ...
From $3714 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Homey and Sweet little cottage with view of horse pasture on Chickapoo Farm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Chickapoo Farm! The Coop is one of three homes available for rent within a 2 mile radius. This adorable littl ...
From $215 per night (USD)Expedia