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 $798 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 $798 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $303 per night (USD)
VRBO
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 $303 per night (USD)
VRBO
From $708 per night (USD)
Expedia
Charming 1BR Retreat in the Heart of Louisville's Highlands
Bedrooms:
1
Bathrooms:
1
Sleeps:
7
Welcome to your serene getaway nestled in the vibrant heart of Louisville's beloved Highlands neighborhood! This beautif ...
From $708 per night (USD)
Expedia
$Highlands Apartment Close to Downtown, Local shops\/restaurants\/bars\/park$
From $99 per night (USD)
VRBO
Highlands Apartment Close to Downtown, Local shops\/restaurants\/bars\/park
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Brand new 2 bedroom apartment in the heart of the Highlands. Within 2 miles of several major hospitals and the downtown ...
From $99 per night (USD)
VRBO
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Expedia
Derby and PGA Championship House - Amazing location!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Located less than 15 mins from Churchill Downs, less than 2 miles from the Barnstable-Brown Derby-Eve party, less than 5 ...
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Expedia
From $2046 per night (USD)
VRBO
Highlands 4 BD 2.5 BA backyard oasis+chef kitchen fire pit bbq
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
BNB Louisville welcomes you to our spacious 4 BD, 2.5 bath bungalow located in the heart of the quiet and picturesque Hi ...
From $2046 per night (USD)
VRBO
From $167 per night (USD)
VRBO
Modern 3-bedroom house with pool, spa, and infrared sauna in the Highlands
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
**Welcome to Seneca Vista Cabana – Your Perfect Highlands Retreat!** (30 day+ rentals only) Nestled in the scenic Highl ...
From $167 per night (USD)
VRBO
From $131 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 $131 per night (USD)
VRBO
From $11172 per night (USD)
Expedia
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 ...
From $11172 per night (USD)
Expedia
From $130 per night (USD)
VRBO
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 $130 per night (USD)
VRBO
From $414 per night (USD)
Expedia
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 $414 per night (USD)
Expedia
From $8931 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 $8931 per night (USD)
VRBO
From $178 per night (USD)
Expedia
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 $178 per night (USD)
Expedia
$Luxe 2BR Home on Famous St.\/Sleeps 5\/Pets Welcome$
From $231 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 $231 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
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VRBO
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
VRBO
From $376 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 $376 per night (USD)
Expedia
$The Masters * Historic 6BR 5BA Highlands w\/FirePit$
From $839 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 $839 per night (USD)
VRBO
From $210 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 $210 per night (USD)
Expedia
From $1422 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 $1422 per night (USD)
VRBO
$Rooftop w\/ 4 Suites @ Bungalou + Bourbon Bar + Gameyard$
From $1981 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 $1981 per night (USD)
Expedia
$6BR\/3BA PRIME Location - Entire Home (Both Units)$
From $825 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 $825 per night (USD)
VRBO
$Excellent 3BR\/2BA PRIME Location!$
From $458 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 $458 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
From $210 per night (USD)
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 ...
From $210 per night (USD)
Expedia
From $4774 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 $4774 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
$Parklike Estate in the Heart of Louisville w\/Pool and Gardens -- Family Friendly$
From $1526 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 $1526 per night (USD)
Expedia
From $189 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 $189 per night (USD)
VRBO
$Highlands Bungalow Close to All \/ 3000+ sq ft$
From $656 per night (USD)
Expedia
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 $656 per night (USD)
Expedia
From $257 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 $257 per night (USD)
VRBO
From $1102 per night (USD)
Expedia
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 $1102 per night (USD)
Expedia
$\Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!\$
From $532 per night (USD)
VRBO
\"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 $532 per night (USD)
VRBO
From $1036 per night (USD)
Expedia
Derby Mansion Hideaway: King Beds, Near Park, Brewery, and Top Eats”
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
*Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required ...
From $1036 per night (USD)
Expedia
From $447 per night (USD)
VRBO
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 $447 per night (USD)
VRBO
From $239 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 $239 per night (USD)
Expedia
From $181 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 $181 per night (USD)
VRBO
From $1042 per night (USD)
Expedia
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 $1042 per night (USD)
Expedia
From $176 per night (USD)
VRBO
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 $176 per night (USD)
VRBO
From $72 per night (USD)
Expedia
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)
Expedia
From $254 per night (USD)
VRBO
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 $254 per night (USD)
VRBO
From $168 per night (USD)
Expedia
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)
Expedia
$Spacious 2B\/1BA in Buzzing Louisville Neighborhood$
From $206 per night (USD)
VRBO
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 $206 per night (USD)
VRBO
From $1375 per night (USD)
Expedia
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 $1375 per night (USD)
Expedia
$Renovated Historic Home, Walk to All! 4 bedrooms\/baths, large deck and grill$
From $487 per night (USD)
VRBO
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 $487 per night (USD)
VRBO
From $886 per night (USD)
Expedia
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 $886 per night (USD)
Expedia
From $891 per night (USD)
VRBO
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 $891 per night (USD)
VRBO
From $92 per night (USD)
Expedia
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)
Expedia
$The Filly - 6 miles to Churchill Downs - Pets - Highlands\/Cherokee Triangle$
From $65 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 $65 per night (USD)
VRBO
From $658 per night (USD)
Expedia
Walk to Dinner, Pubs, Fun- Huge Historic District Home with Poker Room, Fire Pit
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
NOTE: Kentucky Derby 2025 weekend bookings must be pre-cleared. Please message prior to booking. Easy, 24 hour check ...
From $658 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 ...
Click For Pricing
VRBO
From $322 per night (USD)
Expedia
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 $322 per night (USD)
Expedia
From $454 per night (USD)
VRBO
Regal Mansion w Private Garden in Quiet Area
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Elegant Louisville Suite with Lush Garden, Ideal for City and Nature Lovers. The Space: Step into the tranquil ...
From $454 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Cozy Retreat Near Expo Center
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Step into the nostalgic embrace of "Highland Haven," a serene Louisville gem in a historic, walkable neighborho ...
From $368 per night (USD)
Expedia
From $400 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 $400 per night (USD)
VRBO
From $397 per night (USD)
Expedia
PAYNE ST PADDOCK, crescent hill, highlands, NULU, st. matthews
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to the Frankfort Ave. corridor, or what locals call "The Avenue" Walk to restaurants and shops! Relax at your re ...
From $397 per night (USD)
Expedia
$Charming Highlands Victorian w\/ Pool--Quiet Street Just 2 Blocks from the Strip!$
From $1206 per night (USD)
VRBO
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)
VRBO
From $695 per night (USD)
Expedia
Kentucky Derby Churchill Downs 10 mins Amazing Area
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 $695 per night (USD)
Expedia
From $1306 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 $1306 per night (USD)
VRBO
From $1204 per night (USD)
Expedia
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 $1204 per night (USD)
Expedia
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
$Centrally Located Home for Derby\/Breeders Cup$
Click For Pricing
Expedia
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
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
$☼ 2 Bedrooms New \/ Elegant \/ Calm in HIP Highlands ► Walkable$
From $159 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 $159 per night (USD)
VRBO
From $203 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 $203 per night (USD)
VRBO
From $1055 per night (USD)
Expedia
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 $1055 per night (USD)
Expedia
$Kentucky Derby - Ideal Bardstown Rd area Close Restaurnts\/Bars$
From $931 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 $931 per night (USD)
VRBO
From $2414 per night (USD)
VRBO
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)
VRBO
$Cozy Bardstown Rd Apartment | W\/D, Fast Wifi, Porch, Parking, Location!! ❤️$
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
From $699 per night (USD)
VRBO
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 $699 per night (USD)
VRBO
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 $1029 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 $1029 per night (USD)
Expedia
$3BR\/1.5BA Home w\/ Relaxing HOT TUB in Popular Area$
From $325 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 $325 per night (USD)
VRBO
From $681 per night (USD)
Expedia
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 $681 per night (USD)
Expedia
From $523 per night (USD)
VRBO
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 $523 per night (USD)
VRBO
From $275 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 $275 per night (USD)
Expedia
From $1308 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 $1308 per night (USD)
VRBO
$Bungalou \Ultimate SILVER\ (Sleeps 31)$
From $3285 per night (USD)
VRBO
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 $3285 per night (USD)
VRBO
From $806 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 $806 per night (USD)
VRBO
From $415 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 $415 per night (USD)
Expedia
From $2304 per night (USD)
VRBO
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)
VRBO
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 $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 $1174 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 $1174 per night (USD)
VRBO
$Hip 3BR\/2BA Highlands Loft on BEST Part of Bardstown Road. Comfy & Convenient!$
From $359 per night (USD)
VRBO
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 $359 per night (USD)
VRBO
From $830 per night (USD)
Expedia
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 $830 per night (USD)
Expedia
From $495 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 $495 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 $151 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 $151 per night (USD)
VRBO
From $189 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 $189 per night (USD)
VRBO
From $343 per night (USD)
VRBO
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 $343 per night (USD)
VRBO
From $535 per night (USD)
VRBO
Charming 3-bedroom! Hottub, Walking distances to Food, Shops, & Bars!
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
HOT TUB! Enjoy the convenience of this centrally located cozy, 3/4 bed room townhome. Free, Private off street parking ...
From $535 per night (USD)
VRBO
From $338 per night (USD)
VRBO
Cozy Casa Perfect Family Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This stunning fully furnished home is the perfect blend of modern luxury and comfort. Located in a beautiful neighborhoo ...
From $338 per night (USD)
VRBO
$New! Walkable Charmer in The Highlands! 5br\/2ba$
From $631 per night (USD)
Expedia
New! Walkable Charmer in The Highlands! 5br\/2ba
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: Beautiful charming classic Highlands home in Louisville's arts and entertainment district! Note, this is a 3 s ...
From $631 per night (USD)
Expedia
From $281 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 $281 per night (USD)
VRBO
$Amazing Clifton Condo- Spacious 1BD\/1BA- Minutes to everything!$
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
$Home In The Highlands! 5br\/2ba Walkable! Hot tub!$
From $497 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 $497 per night (USD)
Expedia

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