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 $370 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 $370 per night (USD)
VRBO
From $9429 per night (USD)
Expedia
Historic, Luxury House in Prime Location
Bedrooms:
3
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 $9429 per night (USD)
Expedia
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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 ...
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VRBO
From $414 per night (USD)
Expedia
Hot tub, Highlands-Restaurant Row Churchill Downs, Zoo, Bellarmine, Downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to Louisville's Restaurant Row & The Southern Comfort Family Retreat - a well-appointed 4 bedroom (7 beds), 2 ...
From $414 per night (USD)
Expedia
$Charming Highlands Carriage House 2 beds/2bath \nNO POOL$
From $129 per night (USD)
VRBO
Charming Highlands Carriage House 2 beds/2bath \nNO POOL
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 $129 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Charming Private Bungalow with EV Charger Near Downtown Louisville
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Charming Bungalow Near Bourbon Trail & Downtown – EV Charger & Cozy Courtyard! Welcome to your perfect getaway just min ...
From $136 per night (USD)
Expedia
From $782 per night (USD)
VRBO
6BR Retreat w/Game Room Epic Yard Hot Tub Fire Pit
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Welcome to "Bonnycastle Blue." A prime stay and play destination for your large group. Located in the heart of Louisvill ...
From $782 per night (USD)
VRBO
From $298 per night (USD)
Expedia
Hip 3BR/2BA Highlands Loft on BEST Part of Bardstown Road. Comfy & Convenient!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautifully updated loft with deck in Louisville's most popular location: the Heart of the Highlands on Bardstown Road. ...
From $298 per night (USD)
Expedia
From $1172 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 $1172 per night (USD)
VRBO
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Expedia
Beautiful Derby, PGA, and Holiday Large Louisville home!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Five bedroom, remodeled home close to all of the Louisville favorites! Easy access to downtown, NuLu, FrankfortAvenue, t ...
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Expedia
From $406 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 $406 per night (USD)
VRBO
From $209 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 $209 per night (USD)
Expedia
From $391 per night (USD)
VRBO
EPIC STOCKED BARDSTOWN RD 2B2BA HOME WITH INDOOR FIRE TABLE AND 3 PATIOS
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Discover the lively spirit of Louisville's Highlands neighborhood! Nestled on Bardstown Rd, this 2BR2BA two story stand- ...
From $391 per night (USD)
VRBO
From $1497 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 $1497 per night (USD)
VRBO
From $217 per night (USD)
VRBO
New Renovated 2BR Highland Home Hot Tub Playground
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 $217 per night (USD)
VRBO
From $265 per night (USD)
Expedia
New Renovated 4BR Home, Fenced Yard w Playground
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
With 5 beds (1 Kings, 4 Queens), our historic 4BR, 1BA Highlands home is designed to sleep 10. Inspired by a New Orleans ...
From $265 per night (USD)
Expedia
From $2645 per night (USD)
VRBO
Bungalou Ultimate Silver Rooftop+Gameyard Sleep 31
Bedrooms:
11
Bathrooms:
10
Sleeps:
31
Summary: Sleeps up to 31!! Bungalou's famous “Ultimate Silver" Package awaits you at Louisville’s Premier “Stay-n-Play” ...
From $2645 per night (USD)
VRBO
From $490 per night (USD)
Expedia
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 $490 per night (USD)
Expedia
From $1187 per night (USD)
VRBO
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 $1187 per night (USD)
VRBO
From $448 per night (USD)
Expedia
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 $448 per night (USD)
Expedia
From $457 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 $457 per night (USD)
VRBO
From $515 per night (USD)
Expedia
6BR/3BA PRIME Location - Entire Home (Both Units)
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Welcome to your home base in one of Louisville’s most beloved neighborhoods! This beautifully renovated duplex offers th ...
From $515 per night (USD)
Expedia
From $315 per night (USD)
VRBO
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 $315 per night (USD)
VRBO
From $2156 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 $2156 per night (USD)
Expedia
From $737 per night (USD)
VRBO
Lovely Gem in the Vibrant Highlands close to it all!
Bedrooms:
2
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 $737 per night (USD)
VRBO
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Expedia
Bourbon Lovers and Bardstown Road - Epic Sky Deck - Sleeps 14+
Bedrooms:
3
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 ...
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Expedia
From $353 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 $353 per night (USD)
VRBO
From $554 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 $554 per night (USD)
Expedia
From $87 per night (USD)
VRBO
Bright, Parkside condo with pool
Bedrooms:
1
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
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
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Expedia
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 ...
Click For Pricing
Expedia
From $2570 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 $2570 per night (USD)
VRBO
$\Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!\$
From $357 per night (USD)
Expedia
\"Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!\"
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
"Welcome to Highlands Lookout: A Modern Retreat for Your Louisville Adventure! Step into contemporary comfort on Bardst ...
From $357 per night (USD)
Expedia
From $846 per night (USD)
VRBO
Farmers Market, Brewery, Bardstown 2 Decks & Porch
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Beautifully renovated 100+ year old mansion in the heart of the Highlands neighborhood. • 6 Bedrooms, 5 Full bathroom ...
From $846 per night (USD)
VRBO
From $193 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 $193 per night (USD)
Expedia
From $1468 per night (USD)
VRBO
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
Bedrooms:
6
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 $1468 per night (USD)
VRBO
From $655 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 $655 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Louisville's Best Area, Walk to All!
Bedrooms:
2
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 $223 per night (USD)
VRBO
From $1051 per night (USD)
Expedia
Historic Mansion All Modern Amenities, Huge deck,Fire Pit, Hot Tub, Walk to Dine
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
Stunning 6000 square foot Italianate mansion in Louisville's National Preservation District with additional 1800 square ...
From $1051 per night (USD)
Expedia
From $164 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 $164 per night (USD)
VRBO
From $218 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 $218 per night (USD)
VRBO
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 $3231 per night (USD)
VRBO
Remodeled Designer Home Near Restaurants, Parks & Track
Bedrooms:
3
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 $218 per night (USD)
VRBO
Historic District Townhouse in City's BEST Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
A perfectly located, modern town home located in the Cherokee Triangle Historic Preservation District. Less than 500 fee ...
From $218 per night (USD)
VRBO
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Expedia
NEW 2 KIngs Highlands Retreat
Bedrooms:
1
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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Expedia
From $232 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 $232 per night (USD)
VRBO
From $619 per night (USD)
Expedia
The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Hosted by "Bourbon City Rentals", with 8 beds (2 Kings, 4 Queens, 1 Full, 1 Twin), our historic 6BR, 3BA Highlands home ...
From $619 per night (USD)
Expedia
From $140 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 $140 per night (USD)
VRBO
From $255 per night (USD)
Expedia
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 $255 per night (USD)
Expedia
From $251 per night (USD)
VRBO
Highlands Luxury Lower Level Studio - 900+sq
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful highlands lower level luxury studio - ALL NEW! new bathroom, new kitchen, new living space The house is 5 mi ...
From $251 per night (USD)
VRBO
From $1223 per night (USD)
Expedia
High Above Highlands large 6 bedroom home in fantastic urban area!
Bedrooms:
3
Bathrooms:
6
Sleeps:
18
Welcome to HIGH ABOVE THE HIGHLANDS!!! This place is in a word: AMAZING!!! 3 floors, designer decorated, 6 bedrooms, 3.5 ...
From $1223 per night (USD)
Expedia
From $72 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 $72 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Cottage Park Carriage House. Rest & Explore with Hollyhock
Bedrooms:
1
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 $207 per night (USD)
Expedia
From $123 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 $123 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $1113 per night (USD)
VRBO
Heart Of the Highlands Hangout-Large 7 Bedroom!
Bedrooms:
3
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 $1113 per night (USD)
VRBO
From $439 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 $439 per night (USD)
Expedia
From $810 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 $810 per night (USD)
VRBO
From $979 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 $979 per night (USD)
Expedia
From $109 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 $109 per night (USD)
VRBO
From $574 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 $574 per night (USD)
Expedia
From $1206 per night (USD)
VRBO
Charming Highlands Victorian w/ Pool--Quiet Street Just 2 Blocks from the Strip!
Bedrooms:
2
Bathrooms:
4
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 $564 per night (USD)
Expedia
Luxurious Private Unmatched Location 10 Bed Washer/Dryer Safe Fast Wifi Walkable
Bedrooms:
2
Bathrooms:
4
Sleeps:
16
The Frankfort Avenue Coach House Historic. Private. Unmatched Location. Step into one of the last standing coach houses ...
From $564 per night (USD)
Expedia
From $62 per night (USD)
VRBO
Bonnycastle Carriage House · Stellar Suites | Sunny Carriage House | Highlands
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This modern carriage house is cozy, clean and has the best location in the whole city. The apartment is right next to Ch ...
From $62 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Derby Time! Highlands Home with View of Downtown Walkable.
Bedrooms:
2
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 $231 per night (USD)
Expedia
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VRBO
Derby Winner!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Classic Painted Lady in the Cherokee Triangle, close to fine dining, nightlife, Cherokee Parkway, Golf Course and only 1 ...
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VRBO
From $111 per night (USD)
Expedia
Walk to EVERYTHING! Steps to Restaurants/Shopping/Nightlife! ~Bardstown Rd /4ppl
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
**NEW VRBO PRICING STRUCTURE: Effective June 2025 VRBO displays all-in pricing on the main listing page which includes t ...
From $111 per night (USD)
Expedia
From $727 per night (USD)
VRBO
Prime Highlands 8BR 6BA KINGS |.Huge Yard-Parking
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
*BRAND NEW LISTING* BNB Louisville introduces Prime Highlands. Huge historic house, fantastic for groups!- Can sleep 18 ...
From $727 per night (USD)
VRBO
$Bungalou \Ultimate Privacy: GOLD\ (Sleeps 50)$
From $3607 per night (USD)
VRBO
Bungalou \"Ultimate Privacy: GOLD\" (Sleeps 50)
Bedrooms:
19
Bathrooms:
18
Sleeps:
50
Summary: Sleeps up to 50!!! Bungalou's famous “Ultimate Privacy” GOLD Package awaits you at Louisville’s Premier “Stay-n ...
From $3607 per night (USD)
VRBO
From $600 per night (USD)
VRBO
Charming Home just off Bardstown Rd
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Our 2400 square-foot home is in the heart of the very popular Highlands neighborhood. It is within walking distance to s ...
From $600 per night (USD)
VRBO
From $479 per night (USD)
Expedia
Luxe Highlands Home! King Bed~Fire Pit~Yard Games
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Discover the ultimate blend of comfort and convenience in this beautifully remodeled 4-bedroom house in the heart of Lou ...
From $479 per night (USD)
Expedia
From $294 per night (USD)
VRBO
PAYNE ST PADDOCK, crescent hill, highlands, NULU, st. matthews
Bedrooms:
2
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 $294 per night (USD)
VRBO
From $8125 per night (USD)
Expedia
Celebrity Host Home. Best Derby Location!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to your luxurious home away from home! This stunning property, nestled in the heart of Louisville’s coveted Cher ...
From $8125 per night (USD)
Expedia
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VRBO
Highlands Carriage House - Deer Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Fully Furnished studio carriage house. Wifi and TVs provided. Living room with sleeper sofa, kitchen with large eat-in i ...
Click For Pricing
VRBO
From $93 per night (USD)
Expedia
The Gallery Loft - Walk & Dine!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This charming loft is a wonderful experience of its own, tastefully designed with a combination of vintage and ...
From $93 per night (USD)
Expedia
From $933 per night (USD)
VRBO
*Highlands VIP 6BR | Hot Tub Putting Green Game Rm
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
BNB Louisville presents: Courtside, Ville's HOTTEST new sensation. We've taken all the best features from our premier pr ...
From $933 per night (USD)
VRBO
From $755 per night (USD)
Expedia
Bourbon Retreat: 4 King, 5.5 Baths, Walk to Dining
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
For Kentucky Derby, Bourbon & Beyond, or Louder Than Life, please inquire first due to a strict cancellation policy duri ...
From $755 per night (USD)
Expedia
From $363 per night (USD)
VRBO
Magnolia House Walk 2 Brewery/Bars/Restaurants
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
* Superhost property * 2400 sq ft 2nd + 3rd floor space *Private patio w BBQ * 65" 4K TV + Wifi + Bedroom TV's * Ons ...
From $363 per night (USD)
VRBO
From $272 per night (USD)
Expedia
⁂Magnolia House /Walk 2 Grocery/Park/Brewery⁂
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
* Superhost property * 1,400 sq ft 1st floor space, open weekdays * Private patio w BBQ * 65" 4K TV's + Wifi * Onsi ...
From $272 per night (USD)
Expedia
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VRBO
The Hill & Holler House
Bedrooms:
2
Bathrooms:
6
Sleeps:
14
This beautiful home was renovated in 2022 with our guests in mind. We paid special attention to certain details to make ...
Click For Pricing
VRBO
From $93 per night (USD)
VRBO
The Vernon House
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
About this space Welcome to The Vernon House! This home in the historic Crescent Hill neighborhood is within walking dis ...
From $93 per night (USD)
VRBO
From $607 per night (USD)
VRBO
*NEW* Highlands Down | 4BR 3BA KINGS | Sleep 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
BNB Louisville introduces The Highlands Down. The main floor condo in the uber-luxurious Grande Highland - a majestic Hi ...
From $607 per night (USD)
VRBO
From $760 per night (USD)
Expedia
Luxury 4BR|KING|Epic Backyard|HOT TUB|Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Bonny High is a luxury stay destination located in the heart of Louisville's historic Highlands. Just steps from Bardsto ...
From $760 per night (USD)
Expedia
From $1398 per night (USD)
VRBO
Cinema w/ 4 Suites @ Bungalou + Bourbon Bar
Bedrooms:
8
Bathrooms:
8
Sleeps:
20
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $1398 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Jungalou @ 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 $286 per night (USD)
Expedia
From $282 per night (USD)
VRBO
Centrally located, very walkable to bars and restaurants. 7 minutes to Downtown!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This beautiful property is located in the heart of the highlands; it one of the most desirable neighborhoods in Louisvil ...
From $282 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Historic three-level home in the Highlands
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly remodeled historic three level home, perfectly situated in the Highlands in walking distance to practically everyt ...
From $213 per night (USD)
Expedia
From $439 per night (USD)
VRBO
MARYLAND HOUSE -HIGHLANDS - Charming koi pond, WALK TO ALL
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Superhost Property! Very safe location, Front porch w/swing 1st-floor master with ensuite bath w/Jacuzzi 3 Bedrooms, 2 F ...
From $439 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Central location! Historic neighborhood. Easy walk to shops and restaurants
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our charming historic home in Louisville's Crescent Hill neighborhood! This newly renovated 1,000 sq ft 1-bed ...
From $132 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Newly Renovated Studio! Ideal location for walking to restaurants & shops
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Welcome to our newly renovated studio, a spacious and charming accommodation located in the heart of Louisville's Cresce ...
From $132 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Spacious 2BR/2.5BA Highlands Townhouse ~ SLEEP 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Spacious Highlands Townhouse by BNB Louisville. Stay at our spacious 2BR/2.5BA townhouse in the heart of the ...
From $413 per night (USD)
Expedia
From $386 per night (USD)
VRBO
Chic 4BR Farmhouse Near Historic Bardstown Road
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Farmhouse Near Historic Bardstown Road by BNB Louisville. Welcome to our enticing Highlands retreat nestled in the vibra ...
From $386 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Hip 3BR Highlands Loft in Heart of the Highlands!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Hip Highlands Loft is BNB Louisville's beautifully updated loft with private deck in Louisville's most popular location: ...
From $272 per night (USD)
Expedia
From $179 per night (USD)
VRBO
Condo in the Highlands walkable to restaurants, bars, and shopping
Bedrooms:
2
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 $179 per night (USD)
VRBO
From $262 per night (USD)
Expedia
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 $262 per night (USD)
Expedia
Click For Pricing
VRBO
4BR, 3.5BA Beautiful & Bright Historic Home in Vibrant Neighborhood
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Beautifully updated 3 story Victorian home on a quiet street just a few blocks from Louisville’s bustling independent ba ...
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VRBO
From $553 per night (USD)
Expedia
Heart of The Highlands | 5BR 4BA w/HotTub +Parking
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
"Heart of the Highlands” by BNB Louisville sits in the prime location on eclectic Bardstown Rd - walking distance to cou ...
From $553 per night (USD)
Expedia
From $115 per night (USD)
VRBO
New! Walkable 2BR Boutique Condo on Restaurant Row
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Charming and walkable condo in the heart of restaurant row! Walk to shops, dining, and drinks from this boutiq ...
From $115 per night (USD)
VRBO
From $278 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 $278 per night (USD)
Expedia

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