Cherokee Park Rentals
- From $122 per night (USD)
VRBO
Derby Time! Highlands Home with View of Downtown Walkable.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This condo is in the heart of the popular Highlands neighborhood. Steps away from restaurants, bars, and shops on Baxte ...
From $122 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Historic Highlands Bungalow w\/ private backyard and firepit walk to Bardstown Rd
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Highlands! This 4 bedroom, 2 bath bungalow is centrally located in the historic Deer Park neighborhood. S ...
From $330 per night (USD)Expedia
- From $437 per night (USD)
VRBO
Walk everywhere from this Modern Victorian
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Located in the heart of the historic Cherokee Triangle neighborhood, this modern Victorian home is sure to make for a me ...
From $437 per night (USD)VRBO
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Expedia
Louisville Apartment ~ 5 Mi to Kentucky Derby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Craving a vacation to a new city? Add Louisville to your bucket list! With plenty of live entertainment, Southern charm, ...
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VRBO
Walkable Louisville Studio Near Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Whether you’re looking for a relaxing retreat or a fun-filled vacation, you’ll find it here at this Louisville studio! T ...
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Expedia
NEW 2 KIngs Highlands Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the charm of our Highlands neighborhood with all-new everything. Luxurious spa-like retreat brand new stainless st ...
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- From $209 per night (USD)
VRBO
Lovely 3BR\/1BA PRIME Location!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
NEWLY RENOVATED 3 Bed 1 Bath upper level of duplex is perfect for small groups, couples, or business travelers. Upon arr ...
From $209 per night (USD)VRBO
- From $553 per night (USD)
VRBO
Highlands Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Historic 4 bedroom home located in Cherokee Triangle. Just blocks from some of Louisville's best restaurants, pubs, shop ...
From $553 per night (USD)VRBO
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VRBO
New Signature Highlands Home- steps away from…
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our new to AirBNB Highlands home. Recently redecorated and updated, this home is steps away from many incredi ...
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Expedia
10 minutes from everything
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
In the heart of Crescent Hill. Close to all things that make Louisville so great. Churchill Downs, Louisville Slugger, ...
Click For PricingExpedia
- From $165 per night (USD)
VRBO
Modern Louisville Apartment w\/ Furnished Deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Looking to enjoy a long stay or weekend getaway filled with Louisville luxury? Book a trip to this 2-bedroom, 1-bathroom ...
From $165 per night (USD)VRBO
- From $760 per night (USD)
Expedia
Highlands Magic! 5 bed, 2 ba, HOT TUB!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: **LOCALS MAY NOT BOOK WITHOUT PRIOR AUTHORIZATION FROM THE HOST** Just stop looking - Location? Magical Outd ...
From $760 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Louisville Home w\/ Hot Tub in The Highlands!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the heart of the bustling Highlands neighborhood, this 3-bedroom, 2-bathroom house is the perfect destination ...
From $302 per night (USD)VRBO
- From $649 per night (USD)
Expedia
Highlands Derby City Dream ~ 6BR+Hot Tub Sleep 14
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
The ALL NEW "Highlands Derby City Dream" by BNB Louisville is a premier destination located in the heart of Louisville's ...
From $649 per night (USD)Expedia
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VRBO
Charming home in the Highlands for Derby Weekend!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Warm and welcoming home perfect for a visit to the great city of Louisville. Stay in and enjoy all the amenities of a c ...
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- From $838 per night (USD)
Expedia
New! Big Shot Stables-6BD\/3BA - Hot Tub! Walkable!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: Bring your group of Fillies and Stallions to Big Shot Stables! The Space: This beautiful gem is nestled JUST r ...
From $838 per night (USD)Expedia
- From $2000 per night (USD)
VRBO
Beautiful Derby, PGA, and Holiday Large Louisville home!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Five bedroom, remodeled home close to all of the Louisville favorites! Easy access to downtown, NuLu, FrankfortAvenue, t ...
From $2000 per night (USD)VRBO
- From $475 per night (USD)
Expedia
Bonnycastle Blue~Lux 6BR Epic Backyard + Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
BNB Louisville welcomes you to "Bonnycastle Blue." A prime stay and play destination for your large group. Located in th ...
From $475 per night (USD)Expedia
- From $140 per night (USD)
VRBO
2BR -HISTORIC & BRIGHT *PERFECT SPOT-FRANKFORT AVE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Walk to almost anything you need, restaurants, coffee shops, bookstores & boutique shops! Located in the trendy ...
From $140 per night (USD)VRBO
- From $2000 per night (USD)
Expedia
Highlands Gem w\/ hot tub, fire pit - walkable to Bardstown Rd
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Planning your Kentucky Derby trip? Hitting the Bourbon Trail? Planning some college visits? This gorgeous home will be a ...
From $2000 per night (USD)Expedia
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VRBO
Hip Hideaway in the Heart of Happening Highlands
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
*Absolutely no locals* Do you want to stay at the perfect blend of everything the city has to offer? Then look no furth ...
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- From $627 per night (USD)
VRBO
EPIC STOCKED BARDSTOWN RD 2B2BA HOME WITH INDOOR FIRE TABLE AND 3 PATIOS
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 10
Discover the lively spirit of Louisville's Highlands neighborhood! Nestled on Bardstown Rd, this 2BR2BA two story stand- ...
From $627 per night (USD)VRBO
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VRBO
Highland Station at The Bellwether Hotel
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: With a nod to 1940’s design, this four bedroom and two bath space is perfect for larger groups. The fully equip ...
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Expedia
Mossrose Suite 203 at The Bellwether Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Immerse yourself in the era of Art Deco design when you settle into our Mossrose Suite. Working with the exist ...
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VRBO
Henry Suite 207 at The Bellwether Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Immerse yourself in the era of Art Deco design when you settle into our Henry Suite. Working with the existing ...
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Expedia
Tyler Suite 209 at The Bellwether Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Immerse yourself in the era of Art Deco design when you settle into our Everett Suite. Working with the existi ...
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VRBO
Windsor Suite 206 at The Bellwether Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Immerse yourself in the era of Art Deco design when you settle into our Windsor Suite. Working with the existi ...
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VRBO
Everett Business Suite 208 at The Bellwether Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Immerse yourself in the era of Art Deco design when you settle into our Everett Suite. Working with the existi ...
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VRBO
Rosewood Suite 202 at The Bellwether Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Immerse yourself in the era of Art Deco design when you settle into our Rosewood Suite. Working with the exist ...
Click For PricingVRBO
- From $79 per night (USD)
VRBO
Location, Location - 2BR\/1BA-Steps from Frankfort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Newly refurbished home located within walking distance of Frankfort Ave. 10 minutes to University of Louisville, Downto ...
From $79 per night (USD)VRBO
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VRBO
Highlands Oasis - 1930s Cape Cod Charmer
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Quiet tree-lined street in desirable Highlands neighborhood - spacious, bright & charming. Walk to restaurants, shopping ...
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VRBO
NEW 2BR 3BD Highlands sparkling stylish cozy haven
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The whole group will enjoy easy access to everything from this centrally located place. License number 1012765069 Plea ...
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- From $636 per night (USD)
VRBO
New! Private Rooftop Deck - walkable to fun!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 2 bedroom / 2.5 bath located in the absolute summit of Louisville's most popular neighborhood for night life, f ...
From $636 per night (USD)VRBO
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Expedia
Comfy Louisville Studio ~ 3 Mi to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
No matter what brings you to town, you couldn’t be in a better location than this central Louisville vacation rental. Th ...
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- From $779 per night (USD)
VRBO
King of the Highlands * HUGE 7BR 6BA->Game Room
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Holy cow, you've hit the mother load! The King of the Highlands by BNB Louisville is the absolute PERFECT spot for your ...
From $779 per night (USD)VRBO
- From $1530 per night (USD)
VRBO
Stellar Suites | Parkside Highlands Home | 5 BR
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Best location in the city! Walk to fabulous bars, restaurants, shops & Cherokee park. With 5 bed rooms and 3 living roo ...
From $1530 per night (USD)VRBO
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VRBO
Heart of the Highlands with a Country Vibe! Large backyard.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
A comfy historic home all to yourself, right in the heart of Louisville's best neighborhood: The Highlands and Bardstown ...
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Expedia
Loft in the Highlands with your own entrance
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Perfect escape in the Highlands for couples or two people who want to explore Louisville. The neighborhood is progressiv ...
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- From $92 per night (USD)
VRBO
Grand Loft in the Heart of the Highlands #4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
It is MANDATORY that the guest is either a medical professional(Travel Nurse ) or Co-Operate person. We need proof of c ...
From $92 per night (USD)VRBO
- From $92 per night (USD)
VRBO
Grand Two Bedroom in the heart of the highlands
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
It is MANDATORY that the guest is either a medical professional(Travel Nurse ) or Co-Operate person. We need proof of ...
From $92 per night (USD)VRBO
- From $92 per night (USD)
VRBO
Grand Modern Apartment in the Heart of Highlands
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
It is MANDATORY that the guest is either a medical professional(Travel Nurse ) or Co-Operate person. We need proof of ...
From $92 per night (USD)VRBO
- From $1295 per night (USD)
VRBO
Cherokee Triangle Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to your Kentucky Derby 150 Headquarters! Located in Louisville's prestigious Cherokee Triangle. You are blocks f ...
From $1295 per night (USD)VRBO