Cherokee Park Rentals
From $274 per night (USD)VRBO
Race Day Hideaway – Cozy Firepit & Outdoor Space!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to our beautiful 2-story home, where contemporary style meets cozy comfort! Ideal for friends, families ...
From $274 per night (USD)VRBO
From $69 per night (USD)Expedia
Amazing Clifton Condo- Spacious 1BD\/1BA- Minutes to everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
WELCOME to our newly remodeled 1 bedroom 1 bathroom Condo located in the heart of the Clifton/Frankfort Ave neighborhood ...
From $69 per night (USD)Expedia
From $282 per night (USD)VRBO
Charming 3-bedroom condo with WiFi and AC in lovely Louisville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Louisville condo boasts 3 inviting bedrooms. The space is equipped with essential amenities like WiFi, a washing ma ...
From $282 per night (USD)VRBO
From $518 per night (USD)Expedia
Home In The Highlands! 5br\/2ba Walkable! Hot tub!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Exciting home with plenty of space in Louisville's most walkable neighborhood! Walk to fun and entertainment, ...
From $518 per night (USD)Expedia
From $543 per night (USD)VRBO
The Mash Lou - Derby by day, Frankfort Avenue by night!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the best of Louisville in style. Spend your days immersed in the iconic energy of Churchill Downs, then retur ...
From $543 per night (USD)VRBO
From $1329 per night (USD)Expedia
Blushing Pink Manor! 8BR! Off Frankfort Ave! Pickleball Court!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 14
Experience the charm of this historic home with a delightful blush pink exterior! Newly renovated inside and out! This s ...
From $1329 per night (USD)Expedia
From $615 per night (USD)VRBO
KY DERBY @The Cherokee Charmer! ….5 Miles from Churchill Downs !!!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Historic Home located blocks from the "Highlands" of Louisville KY where you will find the most exquisite dining, the b ...
From $615 per night (USD)VRBO
From $296 per night (USD)Expedia
Classic Heart of Highlands! 3BR!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your serene retreat in an unbeatable location! This beautifully designed and fully renovated 3-bedroom, 1-bat ...
From $296 per night (USD)Expedia
From $121 per night (USD)VRBO
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 $121 per night (USD)VRBO
From $441 per night (USD)Expedia
Charming Stay in Louisville's Vibrant Highlands
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Discover the perfect stay in the heart of Louisville's vibrant Highlands neighborhood! Steps away from eclectic ...
From $441 per night (USD)Expedia
From $919 per night (USD)VRBO
Charming Home Steps from Louisville’s Best Spots
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Discover the perfect stay in the heart of Louisville's vibrant Highlands neighborhood! Steps away from eclectic ...
From $919 per night (USD)VRBO
From $341 per night (USD)Expedia
Walkable attractions Central Location Firepit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Ultimate Louisville getaway! This freshly updated 4-bedroom home comfortably sleeps 10 guests and offers three separate ...
From $341 per night (USD)Expedia
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Charming Condo in Old Louisville
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 2
Louisville is waiting for you at this delightful 1-bedroom condo. Step into this gorgeous space featuring 1 full bed, 1 ...
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From $298 per night (USD)Expedia
Relaxing and Lovely 5BR Home! Perfect for Family!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Bright, colorful, and spacious—this professionally decorated Louisville home is designed for comfort and fun! With room ...
From $298 per night (USD)Expedia
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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 ...
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From $470 per night (USD)Expedia
Wanderlust - Hot tub \/ fire pit - Location!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Freshly remodeled and situated in the fantastic Highlands neighborhood - The Wanderlust is ready to welcome you ...
From $470 per night (USD)Expedia
From $458 per night (USD)VRBO
Charming 2-bedroom Bungalow - Walkable & Close to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This charming home in the heart of the Louisville's historic Highlands neighborhood is the perfect landing for your trip ...
From $458 per night (USD)VRBO
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3-bedroom house in Louisville with fitness area, WiFi, AC available for KY Derby
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located in Louisville, this house is a dream. With 3 bedrooms including a king, queen, and twin bed, guests will have pl ...
Click For PricingExpedia
From $50 per night (USD)VRBO
Charming, pet friendly studio in walkable Clifton, Louisville with full kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the popular, historic and very walkable Clifton Neighborhood, this adorable property is a comfortable, cozy, ...
From $50 per night (USD)VRBO
From $248 per night (USD)Expedia
New Custom & Creative Louisville Carriage House: expansive deck, wifi, walkable
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our newly built Louisville Carriage House is thoughtfully designed for relaxation and productivity. Experience style, co ...
From $248 per night (USD)Expedia
From $2047 per night (USD)VRBO
Derby Dream 4-bedroom house with WiFi and AC in brilliant Louisville
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Located in 100 year old quiet neighborhood, Enjoy 2300 sq feet, 3 bedroom with extra in finished basement. With 4 queen ...
From $2047 per night (USD)VRBO
From $446 per night (USD)Expedia
Historic Highlands Retreat | Prime Location Gem
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Located in the heart of the Highlands, this charming 100+ year-old home offers three separate living spaces, pe ...
From $446 per night (USD)Expedia
From $260 per night (USD)VRBO
Cozy & New Unit in the Heart of the Highlands
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Located in the heart of the Highlands, this charming 100+ year-old home offers a cozy and updated retreat. This ...
From $260 per night (USD)VRBO
From $185 per night (USD)Expedia
Historic Retreat in the Heart of the Highlands
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Located in the heart of the Highlands, this charming 100+ year-old home offers a cozy and updated retreat. This ...
From $185 per night (USD)Expedia
From $199 per night (USD)VRBO
Cozy Studio Retreat in the Heart of the Highlands
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Located in the heart of the Highlands, this charming 100+ year-old home offers a cozy studio retreat. This unit ...
From $199 per night (USD)VRBO
From $250 per night (USD)Expedia
Charming 2-bedroom bungalow in desirable Louisville Highlands neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your Louisville adventure begins at this 2-bedroom bungalow. Nestled in a peaceful neighborhood, this quaint retreat off ...
From $250 per night (USD)Expedia
From $183 per night (USD)VRBO
Charming and Centrally Located 2-bedroom \/ Walkable \/ Private Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the heart of the Highlands, this space is the perfect destination for all of your adventures in Louisville! L ...
From $183 per night (USD)VRBO
From $185 per night (USD)Expedia
Welcome to Your Stylish Stay in the Heart of Louisville!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Your Stylish Stay in the Heart of Louisville! Located directly above a 5-star restaurant in one of Louisvill ...
From $185 per night (USD)Expedia
From $185 per night (USD)VRBO
Chic Lou Studio | Cozy King Bed + Prime Location!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Relax and recharge in this stylish, private studio unit located in the heart of Louisville. Thoughtfully design ...
From $185 per night (USD)VRBO
From $200 per night (USD)Expedia
Cozy Unit | Near Bourbon Trail + Backyard Access!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Explore the best of Louisville from this bright and comfortable 2-bedroom suite, perfect for families or friend ...
From $200 per night (USD)Expedia
From $192 per night (USD)VRBO
Cozy 1BR Near Downtown | King Bed + Full Kitchen!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: Discover the charm of Louisville in this spacious 1-bedroom suite—perfectly located near top attractions! After ...
From $192 per night (USD)VRBO
From $507 per night (USD)Expedia
3-Unit Home Near Churchill — Great for Groups!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Summary: Experience the best of Louisville in this charming 3-unit home—perfect for groups, families, or extended stays! ...
From $507 per night (USD)Expedia