Cherokee Park, Kentucky Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Cherokee Park, Kentucky on RentalSaver.com!

Cherokee Park Rentals

From $367 per night (USD)
VRBO
8 Mi to Kentucky Derby: Charming Louisville Gem
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
2,502 Sq Ft | WFH Friendly | Sun Porch Discover the best of the Bluegrass State from this 4-bedroom, 2-bath vacation re ...
From $367 per night (USD)
VRBO
From $9057 per night (USD)
Expedia
Historic, Luxury House in Prime Location
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
End-to-end one of the best houses in Louisville in a prime location ! Relax and enjoy this luxury house offering ultra- ...
From $9057 per night (USD)
Expedia
$New! Big Shot Stables-6BD\/3BA - Hot Tub! Walkable!$
From $689 per night (USD)
VRBO
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 $689 per night (USD)
VRBO
From $123 per night (USD)
Expedia
Local Legends Lounge - Walkable to fun- Location!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to the Local Legends Lounge! This is the premier couple's or solo traveler guest suite in Louisville! T ...
From $123 per night (USD)
Expedia
From $518 per night (USD)
VRBO
Hot tub, Highlands-Restaurant Row Churchill Downs, Zoo, Bellarmine, Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Louisville's Restaurant Row & The Southern Comfort Family Retreat - a well-appointed 4 bedroom (7 beds), 2 ...
From $518 per night (USD)
VRBO
From $123 per night (USD)
Expedia
Retro Chic Private Highlands Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax and enjoy this brand retro chic private getaway in the Highlands. This one bedroom full bath with a jetted bathtu ...
From $123 per night (USD)
Expedia
$Charming Highlands Carriage House (2 beds\/2bath)$
From $149 per night (USD)
VRBO
Charming Highlands Carriage House (2 beds\/2bath)
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
The location of our Carriage House is perfect. It is private apartment on our property (guest house) in a beautiful qui ...
From $149 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Elegant Home Steps to Restaurant Row!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The house is a beautiful two-bedroom, one bathroom home that sleeps up to six (6) people. The master bedroom has a brand ...
From $185 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Charming Private Bungalow with EV Charger Near Downtown Louisville
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Charming Bungalow Near Bourbon Trail & Downtown – EV Charger & Cozy Courtyard! Welcome to your perfect getaway just min ...
From $197 per night (USD)
VRBO
From $1209 per night (USD)
Expedia
Bonnycastle Blue~Lux 6BR Epic Backyard + Fire Pit
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
Welcome to "Bonnycastle Blue." A prime stay and play destination for your large group. Located in the heart of Louisvill ...
From $1209 per night (USD)
Expedia
$Luxe 2BR Home on Famous St.\/Sleeps 5\/Pets Welcome$
From $217 per night (USD)
VRBO
Luxe 2BR Home on Famous St.\/Sleeps 5\/Pets Welcome
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
• Easy access remodeled apartment • Situated on the most famous street in Louisville • Sleeps 5 in 2 queen beds and slee ...
From $217 per night (USD)
VRBO
$Hip 3BR\/2BA Highlands Loft on BEST Part of Bardstown Road. Comfy & Convenient!$
From $321 per night (USD)
Expedia
Hip 3BR\/2BA Highlands Loft on BEST Part of Bardstown Road. Comfy & Convenient!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautifully updated loft with deck in Louisville's most popular location: the Heart of the Highlands on Bardstown Road. ...
From $321 per night (USD)
Expedia
From $846 per night (USD)
VRBO
The Highlands Hangout, EXPO, DOWNTOWN, restaurant row!!! Game room & LOCATION!
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
*** We are taking the recommended steps as presented by the Center for Disease Control and Prevention (CDC) for cleaning ...
From $846 per night (USD)
VRBO
From $2338 per night (USD)
Expedia
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 $2338 per night (USD)
Expedia
Click For Pricing
VRBO
Highlands Three Bedroom House - Walk to Restaurants and Bars!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Spacious three bedroom house with dining room and fully stocked kitchen. First floor master with ensuite, and two addit ...
Click For Pricing
VRBO
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Expedia
3 Bedroom Home in the Highlands, close to everything
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Recently renovated 2400 square foot home with covered porch overlooking garden. Master has soaking tub and separate show ...
Click For Pricing
Expedia
From $32 per night (USD)
VRBO
Cozy Oasis In The Highlands with Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Unit is in the basement of a duplex with kitchen, incl. a convection/microwave, sink, under-counter refrigerator. Bed no ...
From $32 per night (USD)
VRBO
$Charming 3-BR \/ 2-BR home in Derby City! Close to everything Louisville offers!$
From $673 per night (USD)
Expedia
Charming 3-BR \/ 2-BR home in Derby City! Close to everything Louisville offers!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your home away from home...a beautiful 97-year old treasure in the heart of the Highlands neighborhood. Minut ...
From $673 per night (USD)
Expedia
From $186 per night (USD)
VRBO
2BR -HISTORIC & BRIGHT *PERFECT SPOT-FRANKFORT AVE
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Summary: Walk to almost anything you need, restaurants, coffee shops, bookstores & boutique shops! Located in the trendy ...
From $186 per night (USD)
VRBO
From $354 per night (USD)
Expedia
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
*** We are taking the recommended steps as presented by the Center for Disease Control and Prevention (CDC) for cleaning ...
From $354 per night (USD)
Expedia
From $383 per night (USD)
VRBO
EPIC STOCKED BARDSTOWN RD 2B2BA HOME WITH INDOOR FIRE TABLE AND 3 PATIOS
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Discover the lively spirit of Louisville's Highlands neighborhood! Nestled on Bardstown Rd, this 2BR2BA two story stand- ...
From $383 per night (USD)
VRBO
From $2304 per night (USD)
Expedia
Perfect Derby Home, Charming Highlands Colonial
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Thank you for your interest! Our beautiful home in the historic Highlands is currently available for rent. Our convenien ...
From $2304 per night (USD)
Expedia
From $1393 per night (USD)
VRBO
Make this your home base for the Kentucky Derby!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our recently remodeled ranch in the city is close to everything. We have 3 bedrooms and 3 baths perfect for 6 guests, ea ...
From $1393 per night (USD)
VRBO
From $350 per night (USD)
Expedia
King Bed, walk to restaurants, shops, and nightlife. Private Fenced Backyard
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Experience our historic 2BR, 2BA Highlands duplex, inspired by a New Orleans speakeasy, nestled in a tranquil neighborho ...
From $350 per night (USD)
Expedia
$The Masters * Historic 6BR 5BA Highlands w\/FirePit$
From $729 per night (USD)
VRBO
The Masters * Historic 6BR 5BA Highlands w\/FirePit
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
The Masters, BNB Louisville's historic beauty boasting 6 huge bedrooms includes 3 Primary Suites in a rare combination o ...
From $729 per night (USD)
VRBO
From $387 per night (USD)
Expedia
4BR, 1-King, Gourmet Kitchen , Derby NULU EXPO, walk to shops, dining, nightlife
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
With 5 beds (1 Kings, 4 Queens), our historic 4BR, 1BA Highlands home is designed to sleep 10. Inspired by a New Orleans ...
From $387 per night (USD)
Expedia
From $1243 per night (USD)
VRBO
Swanky & Upbeat Suites @ Bungalou + Bourbon Bar
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $1243 per night (USD)
VRBO
$Bungalou \Ultimate SILVER\ (Sleeps 31)$
From $3112 per night (USD)
Expedia
Bungalou \"Ultimate SILVER\" (Sleeps 31)
Bedrooms:
11
Bathrooms:
13
Sleeps:
31
Summary: Sleeps up to 31!!! Bungalou's famous “Ultimate Privacy” SILVER Package awaits you at Louisville’s Premier “Stay ...
From $3112 per night (USD)
Expedia
From $775 per night (USD)
VRBO
Rooftop Suite @ Bungalou + Bourbon Bar + Gameyard
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $775 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Taste of KY Studio @ Bungalou + Bourbon Bar + Gameyard
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $206 per night (USD)
Expedia
From $1330 per night (USD)
VRBO
Rooftop & Pub Suites @ Bungalou + Bourbon Bar + Gameyard
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $1330 per night (USD)
VRBO
$Rooftop w\/ 4 Suites @ Bungalou + Bourbon Bar + Gameyard$
From $1843 per night (USD)
Expedia
Rooftop w\/ 4 Suites @ Bungalou + Bourbon Bar + Gameyard
Bedrooms:
7
Bathrooms:
7
Sleeps:
17
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $1843 per night (USD)
Expedia
From $663 per night (USD)
VRBO
Swanky Suite @ Bungalou + Bourbon Bar + Gameyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $663 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Bourbon Pub @ Bungalou + Bourbon Bar + Gameyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $502 per night (USD)
Expedia
From $214 per night (USD)
VRBO
LouLounge Studio @ Bungalou + Bourbon Bar + Gameyard
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $214 per night (USD)
VRBO
From $679 per night (USD)
Expedia
Upbeat Suite @ Bungalou + Bourbon Bar + Gameyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $679 per night (USD)
Expedia
$6BR\/3BA PRIME Location - Entire Home (Both Units)$
From $615 per night (USD)
VRBO
6BR\/3BA PRIME Location - Entire Home (Both Units)
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
NEWLY RENOVATED duplex is perfect for groups! Upstairs unit is 3BR/1BA and the first floor unit is 3BR/2BA. Your group w ...
From $615 per night (USD)
VRBO
$Excellent 3BR\/2BA PRIME Location!$
From $357 per night (USD)
Expedia
Excellent 3BR\/2BA PRIME Location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
NEWLY RENOVATED 3 Bed 2 Bath lower level of duplex is perfect for small groups, couples, or business travelers. Upon arr ...
From $357 per night (USD)
Expedia
$3BR\/1.5BA Home w\/ Relaxing HOT TUB in Popular Area$
From $286 per night (USD)
VRBO
3BR\/1.5BA Home w\/ Relaxing HOT TUB in Popular Area
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make memories in 'The Gateway to the South' when you book this 3-bedroom, 1.5-bathroom house! Featuring over 1,600 squar ...
From $286 per night (USD)
VRBO
$Highlands Gem w\/ hot tub, fire pit - walkable to Bardstown Rd$
From $2156 per night (USD)
Expedia
Highlands Gem w\/ hot tub, fire pit - walkable to Bardstown Rd
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Planning your Kentucky Derby trip? Hitting the Bourbon Trail? Planning some college visits? This gorgeous home will be a ...
From $2156 per night (USD)
Expedia
From $667 per night (USD)
VRBO
Lovely Gem in the Vibrant Highlands close to it all!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Boulevard Napoleon one of the most beautiful Tree-lined streets in the Highlands, this charming 100-year-old ...
From $667 per night (USD)
VRBO
From $1010 per night (USD)
Expedia
Bourbon Lovers and Bardstown Road - Epic Sky Deck - Sleeps 14+
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Welcome to the Bardstown! This kick-ass house has six bedrooms nine beds and three and half baths. We love love love b ...
From $1010 per night (USD)
Expedia
$Louisville Home w\/ Hot Tub in The Highlands!$
From $392 per night (USD)
VRBO
Louisville Home w\/ Hot Tub in The Highlands!
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
Nestled in the heart of the bustling Highlands neighborhood, this 3-bedroom, 2-bathroom house is the perfect destination ...
From $392 per night (USD)
VRBO
From $912 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 $912 per night (USD)
Expedia
From $87 per night (USD)
VRBO
Bright, Parkside condo with pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**MINIMUM OF 30 DAY RENTALS.** This 2,200 sq foot, first floor condo is fully furnished with two bedrooms, kitchen, bat ...
From $87 per night (USD)
VRBO
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Expedia
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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Expedia
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VRBO
Highland Station at The Bellwether Hotel
Bedrooms:
2
Bathrooms:
5
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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VRBO
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Expedia
Mossrose Suite 203 at The Bellwether Hotel
Bedrooms:
1
Bathrooms:
2
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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Expedia
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VRBO
Henry Suite 207 at The Bellwether Hotel
Bedrooms:
1
Bathrooms:
2
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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VRBO
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Expedia
Tyler Suite 209 at The Bellwether Hotel
Bedrooms:
1
Bathrooms:
2
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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Expedia
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VRBO
Glenmary Suite 204 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 Suite. Working with the existing archi ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Rosewood Suite 202 at The Bellwether Hotel
Bedrooms:
1
Bathrooms:
2
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 Pricing
Expedia
From $4519 per night (USD)
VRBO
Historic Peterson Mansion
Bedrooms:
4
Bathrooms:
7
Sleeps:
15
Welcome to Historic Crescent Hill and Frankfort avenue. This 1900 Home is situated next door to a historic house & park ...
From $4519 per night (USD)
VRBO
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Expedia
Pop art apartment in old Victorian steps from Bardstown Road.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The one-bedroom apartment is very airy and light with natural hardwood floors and an other original Victorian features. ...
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Expedia
From $79 per night (USD)
VRBO
2BR - FRANKFORT AVE - WALK & DINE - *BEST SPOT!!!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: The Loft in the heart of trendy the Clifton/Frankfort Ave corridor. This unit has been designed with a fun mix ...
From $79 per night (USD)
VRBO
From $2414 per night (USD)
Expedia
Derby Rental in Cherokee Park Steps from Famous Barnstable Brown Party
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
What makes this rental unique is the amount of space, proximity to both the tracks and adored Cherokee Park, and it's on ...
From $2414 per night (USD)
Expedia
$Cozy Bardstown Rd Apartment | W\/D, Fast Wifi, Porch, Parking, Location!! ❤️$
From $210 per night (USD)
VRBO
Cozy Bardstown Rd Apartment | W\/D, Fast Wifi, Porch, Parking, Location!! ❤️
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Whether you're sampling local cuisine, discovering unique boutiques, or simply soaking in the vibrant atmosphere, this d ...
From $210 per night (USD)
VRBO
$\Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!\$
From $497 per night (USD)
Expedia
\"Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!\"
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
"Welcome to Highlands Lookout: A Modern Retreat for Your Louisville Adventure! Step into contemporary comfort on Bardst ...
From $497 per night (USD)
Expedia
From $842 per night (USD)
VRBO
KY Derby, Bardstown Road, Brewery, 2Decks w Porch
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
Beautifully renovated 100+ year old mansion in the heart of the Highlands neighborhood. • 6 Bedrooms, 5 Full bathroom ...
From $842 per night (USD)
VRBO
From $197 per night (USD)
Expedia
The Highlands Happy Place!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Look no further, You have found your happy place! James Wallace & Co.'s latest offering! This apt. home is located on ...
From $197 per night (USD)
Expedia
$Parklike Estate in the Heart of Louisville w\/Pool and Gardens -- Family Friendly$
From $1593 per night (USD)
VRBO
Parklike Estate in the Heart of Louisville w\/Pool and Gardens -- Family Friendly
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
PLEASE READ: We love to know why our guests are coming to Louisville -- please tell us a little bit about your group whe ...
From $1593 per night (USD)
VRBO
From $161 per night (USD)
Expedia
Stylish Loft in Vibrant Neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
NEWLY RENOVATED 2 Bed 1 Bath loft is perfect for small groups, couples, or business travelers. Upon arrival you'll be gr ...
From $161 per night (USD)
Expedia
$Kentucky Derby - Ideal Bardstown Rd area Close Restaurnts\/Bars$
From $880 per night (USD)
VRBO
Kentucky Derby - Ideal Bardstown Rd area Close Restaurnts\/Bars
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Tremendous house in the Heart of Cherokee Triangle. Prime location within walking distance to Bardstown Road. Available ...
From $880 per night (USD)
VRBO
$Location, Location - 2BR\/1BA-Steps from Frankfort$
From $88 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 $88 per night (USD)
VRBO
$Highlands Bungalow Close to All \/ 3000+ sq ft$
From $666 per night (USD)
VRBO
Highlands Bungalow Close to All \/ 3000+ sq ft
Bedrooms:
3
Bathrooms:
7
Sleeps:
12
Summary: ( Beautiful century old charming bungalow house (3,300sq), centrally located - close to EVERYTHING!) The Highl ...
From $666 per night (USD)
VRBO
From $244 per night (USD)
Expedia
Louisville's Best Area, Walk to All!
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Our townhouse has 24 hour digital check in! See details below. This perfectly located townhouse is in Louisville's prem ...
From $244 per night (USD)
Expedia
From $971 per night (USD)
VRBO
Historic Mansion All Modern Amenities, Huge deck,Fire Pit, Hot Tub, Walk to Dine
Bedrooms:
5
Bathrooms:
8
Sleeps:
14
Stunning 6000 square foot Italianate mansion in Louisville's National Preservation District with additional 1800 square ...
From $971 per night (USD)
VRBO
From $122 per night (USD)
Expedia
Alfesco - Walkable Highlands Guesthouse
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Summary: Alfresco's private and peaceful guesthouse in the heart of the Highlands is within walking distance to some of ...
From $122 per night (USD)
Expedia
From $1032 per night (USD)
VRBO
Lux Highlands Spectacular with Sky Deck ~ 6BR 4BA
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
Spectacular Spectacular! BNB Louisville welcomes you to this breathtaking BEAUTY in the heart of the Highlands, ready to ...
From $1032 per night (USD)
VRBO
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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, ...
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Expedia
$☼ 2 Bedrooms New \/ Elegant \/ Calm in HIP Highlands ► Walkable$
From $161 per night (USD)
VRBO
☼ 2 Bedrooms New \/ Elegant \/ Calm in HIP Highlands ► Walkable
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Ideally located Carriage House in the Highlands - Cherokee Triangle – 2 Beds (1 queen, 2 twins) / 1 bath (Partitioned fo ...
From $161 per night (USD)
VRBO
$Modern Louisville Apartment w\/ Furnished Deck$
From $197 per night (USD)
Expedia
Modern Louisville Apartment w\/ Furnished Deck
Bedrooms:
1
Bathrooms:
3
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 $197 per night (USD)
Expedia
From $63 per night (USD)
VRBO
Rental of cabs in the highlands
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This 950 sq foot, loft-style carriage house, with 17 foot ceilings, is fully furnished with kitchen, bath, washer/dryer, ...
From $63 per night (USD)
VRBO
From $446 per night (USD)
Expedia
STUNNING HIGHLANDS 5 BED NIGHT AT THE MUSEUM
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Spacious five bedroom house in the middle of The Highlands. Perfect for large groups. Walk to restaurants, bars and ot ...
From $446 per night (USD)
Expedia
From $3231 per night (USD)
VRBO
Remodeled Designer Home Near Restaurants, Parks & Track
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Nestled on the corner of one of Louisville's most desired streets, this newly remodeled home features charming cottage a ...
From $3231 per night (USD)
VRBO
From $217 per night (USD)
Expedia
Historic District Townhouse in City's BEST Location
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
A perfectly located, modern town home located in the Cherokee Triangle Historic Preservation District. Less than 500 fee ...
From $217 per night (USD)
Expedia
$Centrally Located Home for Derby\/Breeders Cup$
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VRBO
Centrally Located Home for Derby\/Breeders Cup
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Recently renovated home in the Highlands close to airport, Churchill Downs and downtown. The best restaurants, bars and ...
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VRBO
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Expedia
NEW 2 KIngs Highlands Retreat
Bedrooms:
2
Bathrooms:
3
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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Expedia
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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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VRBO
From $180 per night (USD)
Expedia
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located in safe & quiet Crescent Hill within walking distance to restaurants, shopping, parks & more. 2 bed 1 bath with ...
From $180 per night (USD)
Expedia
From $1309 per night (USD)
VRBO
The Bonnycastle Massive 6BR New Orleans Themed Speakeasy with Bourbon Game Room & Hot Tub
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
With 8 beds (2 Kings, 4 Queens, 1 Full, 1 Twin), our historic 6BR, 3BA Highlands home is furnished to sleep 15. Designed ...
From $1309 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Highlands Zen Oasis Cherokee Parkside-KING Suite, Plush, Private, UltraCozy
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Here? You are locked & stocked. Home sweet insta-home. This newly updated PRIVATE APT. has almost everything you could n ...
From $160 per night (USD)
Expedia
$Lovely 3BR\/1BA PRIME Location!$
From $294 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 $294 per night (USD)
VRBO
From $1276 per night (USD)
Expedia
High Above Highlands large 6 bedroom home in fantastic urban area!
Bedrooms:
4
Bathrooms:
8
Sleeps:
18
Welcome to HIGH ABOVE THE HIGHLANDS!!! This place is in a word: AMAZING!!! 3 floors, designer decorated, 6 bedrooms, 3.5 ...
From $1276 per night (USD)
Expedia
From $72 per night (USD)
VRBO
The Pegasus Luxury and Location!
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
The Pegasus reflects the soul of the City. Come experience the hum of excitement that permeates Louisville in the days l ...
From $72 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Cottage Park Carriage House. Rest & Explore with Hollyhock
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to a cozy retreat in the heart of Crescent Hill! This spacious 2-bedroom carriage house sleeps up to 8 and featu ...
From $264 per night (USD)
Expedia
From $168 per night (USD)
VRBO
Location & Luxury - Welcome to your private suite!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Private suite with smart lock entrance in the best location Louisville has to offer. Located one street away from Bardst ...
From $168 per night (USD)
VRBO
$Spacious 2B\/1BA in Buzzing Louisville Neighborhood$
From $158 per night (USD)
Expedia
Spacious 2B\/1BA in Buzzing Louisville Neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
NEWLY RENOVATED 2 Bed 1 Bath upper level of duplex is perfect for small groups, couples, or business travelers. Upon arr ...
From $158 per night (USD)
Expedia
From $1361 per night (USD)
VRBO
The Mint Julep, huge 7 bedroom house in heart of the Highlands
Bedrooms:
4
Bathrooms:
7
Sleeps:
24
This large brand new home is available for your family or group of friends. Remodeled from top to bottom. Home feature ...
From $1361 per night (USD)
VRBO
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Expedia
DELETE this listing
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Cancel this listing- Cancel this listing Cancel this listing- Cancel this listing Cancel this listing- Cancel this listi ...
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Expedia
From $1168 per night (USD)
VRBO
Heart Of the Highlands Hangout-Large 7 Bedroom!
Bedrooms:
4
Bathrooms:
7
Sleeps:
24
This large brand new home is available for your family or group of friends. Remodeled from top to bottom. Home feature ...
From $1168 per night (USD)
VRBO
$Renovated Historic Home, Walk to All! 4 bedrooms\/baths, large deck and grill$
From $480 per night (USD)
Expedia
Renovated Historic Home, Walk to All! 4 bedrooms\/baths, large deck and grill
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
24 hour self check in available! Details below. A well appointed, comfortable home in a fantastic location. Walk to d ...
From $480 per night (USD)
Expedia
From $875 per night (USD)
VRBO
The Louis on Longest - Prime Louisville Location! In the heart of the Highlands.
Bedrooms:
3
Bathrooms:
8
Sleeps:
10
Louis on Longest is located in the heart of The Highlands just off Bardstown Road. This newly renovated home offers mult ...
From $875 per night (USD)
VRBO
From $758 per night (USD)
Expedia
Victorian Retreat ~ Historic Highlands 4 Bedroom
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
BNB Louisville presents: Victorian Retreat, a gorgeous mix of period details and modern finishes highlight this Victoria ...
From $758 per night (USD)
Expedia
From $92 per night (USD)
VRBO
The Secretariat * Highlands * Derby * Pet Friendly* Restaurant Row*Cherokee Park
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
The Secretariat reflects the soul of the City. Come experience the hum of excitement that permeates Louisville in the da ...
From $92 per night (USD)
VRBO
From $1925 per night (USD)
VRBO
Highlands Oasis with Swimming Pool and Gourmet Kitchen
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Look no further, the highlands oasis has everything you need to make your visit perfect! With a large chef's kitchen, a ...
From $1925 per night (USD)
VRBO
$The Filly - 6 miles to Churchill Downs - Pets - Highlands\/Cherokee Triangle$
From $61 per night (USD)
VRBO
The Filly - 6 miles to Churchill Downs - Pets - Highlands\/Cherokee Triangle
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Filly is a one bedroom basement unit that has been fully renovated into a nice bright comfortable spacious living ar ...
From $61 per night (USD)
VRBO
From $646 per night (USD)
Expedia
Walk to Dinner, Pubs, Fun- Huge Historic District Home with Poker Room, Fire Pit
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
NOTE: Kentucky Derby 2025 weekend bookings must be pre-cleared. Please message prior to booking. Easy, 24 hour check ...
From $646 per night (USD)
Expedia
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VRBO
Stunning Kentucky Derby home located only 6 miles from the Track
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Situated on one of the city’s most beautiful streets, in one of the world’s most beautiful cities, this three bedroom ho ...
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VRBO
$Charming Highlands Victorian w\/ Pool--Quiet Street Just 2 Blocks from the Strip!$
From $1206 per night (USD)
Expedia
Charming Highlands Victorian w\/ Pool--Quiet Street Just 2 Blocks from the Strip!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
The Urban Escape is a charming updated Victorian home with PRIVATE POOL steps from Cherokee Park. Your perfect 30+ day r ...
From $1206 per night (USD)
Expedia

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