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 $799 per night (USD)
VRBO
Louisville KY Historical Mansion! *Bourbon Trail*
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Welcome to a breathtaking circa 1923 fully renovated colonial home where rich magical history meets modern amenities. Lo ...
From $799 per night (USD)
VRBO
From $125 per night (USD)
VRBO
Clifton Two Bedroom House!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Entire single family home. You will be close to everything when you stay at this centrally-located house. Walking distan ...
From $125 per night (USD)
VRBO
From $93 per night (USD)
VRBO
Condo in the Highlands walkable to restaurants, bars, and shopping
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
This condo is in the heart of the popular Highlands neighborhood. Steps away from restaurants, bars, and shops on Baxte ...
From $93 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Regal Mansion w Private Garden in Quiet Area
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Elegant Louisville Suite with Lush Garden, Ideal for City and Nature Lovers. The Space: Step into the tranquil ...
From $274 per night (USD)
Expedia
From $89 per night (USD)
VRBO
Cozy Retreat Near Expo Center
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Step into the nostalgic embrace of "Highland Haven," a serene Louisville gem in a historic, walkable neighborho ...
From $89 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Bed & Bourbon, Classic, Walk, Close to Everything
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: - Award Winning Accommodations - The Bourbon Review - Bourbon Themed House - Perfect for groups touring Bourbo ...
From $224 per night (USD)
Expedia
From $249 per night (USD)
VRBO
4 bedrooms in Highlands Bardstown
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A beautiful refinished hardwood staircase built in 1910 greets you as you enter. This large duplex house has over 2000 s ...
From $249 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Buddha's Bungalow above the Highlands
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
In the Heart of the Highlands, Louisville's premier entertainment district, with world class restaurants and eclectic sh ...
From $199 per night (USD)
Expedia
Click For Pricing
VRBO
Trendy Condo walking Distance to Bars, Restaurants, and Coffee Shop
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Single Barrel Retreat has an unbeatable location! This stylish upstairs condo is designed with KY in mined (subtle horse ...
Click For Pricing
VRBO
From $418 per night (USD)
Expedia
Spacious Louisville Home: Walk to Restaurants!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Discover the best of the Bluegrass State from this ideally located 4-bedroom, 2-bathroom vacation rental, situated just ...
From $418 per night (USD)
Expedia
From $7779 per night (USD)
VRBO
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 $7779 per night (USD)
VRBO
From $111 per night (USD)
Expedia
Walkable! Cozy! Summ
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to the Thoroughbred Retreat! This is the premier couple's or solo traveler guest suite in Louisville! T ...
From $111 per night (USD)
Expedia
From $141 per night (USD)
VRBO
The Bourbon King - Walk to everything! Cozy! Chic!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to the Bourbon King! This is the premier couple's or solo traveler guest suite in Louisville! This exce ...
From $141 per night (USD)
VRBO
From $115 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 $115 per night (USD)
Expedia
From $134 per night (USD)
VRBO
Private Bungalow with EV 2 Charger in 2 car garage, sleeps 6 private
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Experience a warm welcome just minutes from downtown! Our cozy retreat is ideally situated near the renowned Distillerie ...
From $134 per night (USD)
VRBO
$Luxe 2BR Home on Famous St.\/Sleeps 5\/Pets Welcome$
From $139 per night (USD)
Expedia
Luxe 2BR Home on Famous St.\/Sleeps 5\/Pets Welcome
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
• Easy access remodeled apartment • Situated on the most famous street in Louisville • Sleeps 5 in 2 queen beds and slee ...
From $139 per night (USD)
Expedia
From $1528 per night (USD)
VRBO
Highlands Three Bedroom House - Walk to Restaurants and Bars!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Spacious three bedroom house with dining room and fully stocked kitchen. First floor master with ensuite, and two addit ...
From $1528 per night (USD)
VRBO
Click For Pricing
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 $401 per night (USD)
VRBO
Charming HOTTUB oasis! SLEEPS 12 & FREE parking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
House has been partially updated with fresh new modern look AND A HOT TUB!! Free Private parking in back of property, p ...
From $401 per night (USD)
VRBO
From $312 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 Louisville Highland duplex, echoing of an old New Orleans speakeasy, nestled in a tranq ...
From $312 per night (USD)
Expedia
$The Masters * Historic 6BR 5BA Highlands w\/FirePit$
From $685 per night (USD)
VRBO
The Masters * Historic 6BR 5BA Highlands w\/FirePit
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
This historic beauty boasting 6 huge bedrooms includes 3 Primary Suites in a rare combination of space and privacy. It's ...
From $685 per night (USD)
VRBO
From $115 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 $115 per night (USD)
Expedia
From $921 per night (USD)
VRBO
Rooftop & Pub Suites @ Bungalou + Bourbon Bar + Gameyard
Bedrooms:
5
Bathrooms:
4
Sleeps:
13
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $921 per night (USD)
VRBO
$Rooftop w\/ 4 Suites @ Bungalou + Bourbon Bar + Gameyard$
From $1523 per night (USD)
Expedia
Rooftop w\/ 4 Suites @ Bungalou + Bourbon Bar + Gameyard
Bedrooms:
7
Bathrooms:
6
Sleeps:
17
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $1523 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 $350 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 $350 per night (USD)
Expedia
From $85 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 $85 per night (USD)
VRBO
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Expedia
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 ...
Click For Pricing
Expedia
From $2949 per night (USD)
VRBO
Historic Peterson Mansion
Bedrooms:
4
Bathrooms:
8
Sleeps:
18
Welcome to Historic Crescent Hill and Frankfort avenue. This 1900 Home is situated next door to a historic house & park ...
From $2949 per night (USD)
VRBO
From $55 per night (USD)
Expedia
Highland Victorian Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
31
The apartment is located half a block from some of the best restaurants in Louisville. On the other end of the street is ...
From $55 per night (USD)
Expedia
From $67 per night (USD)
VRBO
2BR - FRANKFORT AVE - WALK & DINE - *BEST SPOT!!!
Bedrooms:
1
Bathrooms:
2
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 $67 per night (USD)
VRBO
$Parklike Estate in the Heart of Louisville w\/Pool and Gardens -- Family Friendly$
From $1500 per night (USD)
Expedia
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 $1500 per night (USD)
Expedia
From $113 per night (USD)
VRBO
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 $113 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Highlands Bungalow - Close to All
Bedrooms:
3
Bathrooms:
7
Sleeps:
12
Summary: ( Beautiful century old charming bungalow house (3,300sq), centrally located - close to EVERYTHING!) The Highl ...
From $455 per night (USD)
Expedia
From $212 per night (USD)
VRBO
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 $212 per night (USD)
VRBO
From $929 per night (USD)
Expedia
The Big Chill-New Hot Tub! MEGA DECK! Walk to Fun!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Summary: Are you looking for a premier vacation home when visiting Louisville? Stop looking, you've found it! Premier ...
From $929 per night (USD)
Expedia
From $951 per night (USD)
VRBO
All modern amenities, Huge deck, Fire Pit and Hot Tub, Walk to Dine and Fun!
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
Stunning 6000 square foot Italianate mansion in Louisville's National Preservation District with additional 1800 square ...
From $951 per night (USD)
VRBO
$\Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!\$
From $375 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 $375 per night (USD)
Expedia
From $1113 per night (USD)
VRBO
Bourbon Mansion 3 Story Walk to Restaurants Park
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
*Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required ...
From $1113 per night (USD)
VRBO
From $430 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 $430 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Historic District Townhouse in City's BEST Location
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
A perfectly located, modern town home located in the Cherokee Triangle Historic Preservation District. Less than 500 fee ...
From $375 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Close To Downtown In Historic Crecent Hill
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Large, well maintained home in a quiet neighborhood minutes from interstates 71, 64 and 65 and downtown. Within walking ...
From $175 per night (USD)
Expedia
From $130 per night (USD)
VRBO
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 $130 per night (USD)
VRBO
From $798 per night (USD)
Expedia
The Bonnycastle Massive 6BR New Orleans Themed Speakeasy with Bourbon Game Room
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Experience our historic 6BR, 3BA Louisville Highland home, echoing of an old New Orleans speakeasy, nestled in a tranqui ...
From $798 per night (USD)
Expedia
From $199 per night (USD)
VRBO
Highlands Charming Nightlife Oasis!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
UPDATE *9/8/2021*: This apartment has been partially remodeled due to recent issues! New floors and some new furnishings ...
From $199 per night (USD)
VRBO
From $103 per night (USD)
VRBO
Awesome Location! Highlands Zen Oasis - 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 $103 per night (USD)
VRBO
From $68 per night (USD)
VRBO
The Pegasus Luxury and Location!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
The Pegasus reflects the soul of the City. Come experience the hum of excitement that permeates Louisville in the days l ...
From $68 per night (USD)
VRBO
From $144 per night (USD)
Expedia
Park Carriage House. Rest & Explore with Hollyhock
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
This apartment is located in the carriage house of a historic mansion in beautiful Crescent Hill. Location is one block ...
From $144 per night (USD)
Expedia
From $130 per night (USD)
VRBO
Location & Luxury - Welcome to your private suite!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Private suite with smart lock entrance in the best location Louisville has to offer. Located one street away from Bardst ...
From $130 per night (USD)
VRBO
$Spacious 2B\/1BA in Buzzing Louisville Neighborhood$
From $128 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 $128 per night (USD)
Expedia
From $1084 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 $1084 per night (USD)
VRBO
$Renovated Historic Home, Walk to All! 4 bedrooms\/baths, large deck and grill$
From $275 per night (USD)
Expedia
Renovated Historic Home, Walk to All! 4 bedrooms\/baths, large deck and grill
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
24 hour self check in available! Details below. A well appointed, comfortable home in a fantastic location. Walk to d ...
From $275 per night (USD)
Expedia
From $835 per night (USD)
VRBO
The Louis on Longest - Prime Louisville Location! In the heart of the Highlands.
Bedrooms:
3
Bathrooms:
8
Sleeps:
18
Louis on Longest is located in the heart of The Highlands just off Bardstown Road. This newly renovated home offers mult ...
From $835 per night (USD)
VRBO
From $211 per night (USD)
Expedia
Victorian Retreat ~ Historic Highlands 4 Bedroom
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
A gorgeous mix of period details and modern finishes highlight this Victorian in the heart of the Highlands. Be embraced ...
From $211 per night (USD)
Expedia
From $87 per night (USD)
VRBO
The Secretariat * Highlands * Derby * Pet Friendly* Restaurant Row*Cherokee Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Secretariat reflects the soul of the City. Come experience the hum of excitement that permeates Louisville in the da ...
From $87 per night (USD)
VRBO
$The Filly - 6 miles to Churchill Downs - Pets - Highlands\/Cherokee Triangle$
From $62 per night (USD)
Expedia
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 $62 per night (USD)
Expedia
From $465 per night (USD)
VRBO
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 $465 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $119 per night (USD)
VRBO
Beautiful - walkable - Cozy Highlands Studio!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: If you want unique, walkable, and cozy - Here's your spot! Historic, mindful renovations, tons of natural ligh ...
From $119 per night (USD)
VRBO
$Luxurious Event Home 10B Downtown Walk 2 Food\/Bar$
From $622 per night (USD)
VRBO
Luxurious Event Home 10B Downtown Walk 2 Food\/Bar
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
The Frankfort Avenue Coach House! If you book via this website please be aware that the price here is for guest stay onl ...
From $622 per night (USD)
VRBO
From $1300 per night (USD)
VRBO
Highlands Oasis with Swimming Pool and Gourmet Kitchen
Bedrooms:
4
Bathrooms:
5
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 $1300 per night (USD)
VRBO
From $60 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 $60 per night (USD)
VRBO
From $973 per night (USD)
VRBO
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 $973 per night (USD)
VRBO
From $951 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 $951 per night (USD)
VRBO
$Centrally Located Home for Derby\/Breeders Cup$
Click For Pricing
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 ...
Click For Pricing
VRBO
From $417 per night (USD)
VRBO
PAYNE ST PADDOCK, crescent hill, highlands, NULU, st. matthews
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the Frankfort Ave. corridor, or what locals call "The Avenue" Walk to restaurants and shops! Relax at your re ...
From $417 per night (USD)
VRBO
From $2286 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 $2286 per night (USD)
VRBO
$☼ 2 Bedrooms New \/ Elegant \/ Calm in HIP Highlands ► Walkable$
From $129 per night (USD)
VRBO
☼ 2 Bedrooms New \/ Elegant \/ Calm in HIP Highlands ► Walkable
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ideally located Carriage House in the Highlands - Cherokee Triangle – 2 Beds (1 queen, 2 twins) / 1 bath (Partitioned fo ...
From $129 per night (USD)
VRBO
From $327 per night (USD)
VRBO
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 $327 per night (USD)
VRBO
From $972 per night (USD)
VRBO
Lux Highlands Spectacular with Sky Deck ~ 6BR 4BA
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Spectacular Spectacular! Welcome to this breathtaking BEAUTY in the heart of the Highlands, ready to host your large gro ...
From $972 per night (USD)
VRBO
$Kentucky Derby - Ideal Bardstown Rd area Close Restaurnts\/Bars$
From $767 per night (USD)
VRBO
Kentucky Derby - Ideal Bardstown Rd area Close Restaurnts\/Bars
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Tremendous house in the Heart of Cherokee Triangle. Prime location within walking distance to Bardstown Road. Available ...
From $767 per night (USD)
VRBO
From $1343 per night (USD)
VRBO
PGA and 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 (~25 minutes ...
From $1343 per night (USD)
VRBO
$Cozy Bardstown Rd Apartment | W\/D, Fast Wifi, Porch, Parking, Location!! ❤️$
From $368 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 $368 per night (USD)
VRBO
From $518 per night (USD)
VRBO
Upbeat 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 $518 per night (USD)
VRBO
From $541 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 $541 per night (USD)
VRBO
From $1025 per night (USD)
VRBO
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 $1025 per night (USD)
VRBO
$3BR\/1.5BA Home w\/ Relaxing HOT TUB in Popular Area$
From $208 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 $208 per night (USD)
VRBO
From $509 per night (USD)
VRBO
Swanky 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 $509 per night (USD)
VRBO
From $324 per night (USD)
VRBO
Bourbon Pub @ Bungalou + Bourbon Bar + Gameyard
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $324 per night (USD)
VRBO
From $484 per night (USD)
Expedia
4BR, 1-King, Gourmet Kitchen , Derby NULU EXPO, walk to shops, dining, nightlife
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
This historic Louisville home is rich in character while offering modern conveniences. The spacious home is nestled in a ...
From $484 per night (USD)
Expedia
From $930 per night (USD)
VRBO
Swanky & Upbeat Suites @ Bungalou + Bourbon Bar
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $930 per night (USD)
VRBO
$Bungalou \Ultimate Privacy: SILVER\ (Sleeps 31)$
From $2247 per night (USD)
VRBO
Bungalou \"Ultimate Privacy: SILVER\" (Sleeps 31)
Bedrooms:
11
Bathrooms:
10
Sleeps:
31
Summary: Sleeps up to 31!!! Bungalou's famous “Ultimate Privacy” SILVER Package awaits you at Louisville’s Premier “Stay ...
From $2247 per night (USD)
VRBO
From $438 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 $438 per night (USD)
VRBO
From $767 per night (USD)
VRBO
Perfect Derby Home, Charming Highlands Rental
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 $767 per night (USD)
VRBO
From $1213 per night (USD)
VRBO
Make this your home base for the 150th 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 $1213 per night (USD)
VRBO
From $328 per night (USD)
VRBO
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 $328 per night (USD)
VRBO
From $30 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 $30 per night (USD)
VRBO
$Charming 3-BR \/ 2-BR home in Derby City! Close to everything Louisville offers!$
From $525 per night (USD)
VRBO
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 $525 per night (USD)
VRBO
From $957 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 $957 per night (USD)
VRBO
From $497 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 $497 per night (USD)
VRBO
From $90 per night (USD)
VRBO
Retro Chic Private Highlands Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax and enjoy this brand new retro chic private getaway in the Highlands. This one bedroom full bath with a jetted ba ...
From $90 per night (USD)
VRBO
$Charming Highlands Carriage House (2 beds\/2bath)$
From $100 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 $100 per night (USD)
VRBO
From $184 per night (USD)
VRBO
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 $184 per night (USD)
VRBO
From $1200 per night (USD)
VRBO
Historic Highlands Mansion -- in the best part of the city
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
PLEASE READ: We love to know why our guests are coming to Louisville -- please tell us a little bit about your group whe ...
From $1200 per night (USD)
VRBO
Click For Pricing
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
From $63 per night (USD)
Expedia
Alfresco - Walkable Highlands Guesthouse
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
Alfresco's private and peaceful guesthouse in the heart of the Highlands is within walking distance to some of Louisvill ...
From $63 per night (USD)
Expedia
Click For Pricing
VRBO
Victorian Era Bungalow Home adjacent to Tyler Park
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Located on this highly desirable street that is bursting with color, 1824 Windsor Place in the Highlands is a must-see! ...
Click For Pricing
VRBO
From $688 per night (USD)
Expedia
Ideal large vacation house for long weekend getaway or bourbon trail!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Fully furnished renovated historic home, perfect for hosting large groups for a fun-filled long weekend. Can accommodate ...
From $688 per night (USD)
Expedia
Click For Pricing
Expedia
Newly Renovated, Charming 1901 3Flr Craftsman in AMAZING Highlands Location
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Brand New listing! Newly renovated; a must-see house for your next vacation! You'll be in the heart of the Highlands His ...
Click For Pricing
Expedia
From $378 per night (USD)
Expedia
Bourbon Suites -Foodies -Bourbon -2 Living Rooms
Bedrooms:
6
Bathrooms:
4
Sleeps:
10
*Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required ...
From $378 per night (USD)
Expedia

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