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 $330 per night (USD)
VRBO
Charming Louisville Gem: Walk to Restaurants!
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 $330 per night (USD)
VRBO
From $9429 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 $9429 per night (USD)
Expedia
$New! Big Shot Stables-6BD\/3BA - Hot Tub! Walkable!$
From $488 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 $488 per night (USD)
VRBO
From $111 per night (USD)
Expedia
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 $111 per night (USD)
Expedia
From $104 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 $104 per night (USD)
VRBO
From $396 per night (USD)
Expedia
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 $396 per night (USD)
Expedia
From $116 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 $116 per night (USD)
VRBO
$Charming Highlands Carriage House (2 beds\/2bath)$
From $129 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 $129 per night (USD)
VRBO
From $171 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 $171 per night (USD)
VRBO
From $159 per night (USD)
Expedia
Private Bungalow with EV 2 Charger in 2 car garage, sleeps 6 private
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Experience a warm welcome just minutes from downtown! Our cozy retreat is ideally situated near the renowned Distillerie ...
From $159 per night (USD)
Expedia
From $906 per night (USD)
VRBO
Bonnycastle Blue~Lux 6BR Epic Backyard + Fire Pit
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
BNB Louisville welcomes you to "Bonnycastle Blue." A prime stay and play destination for your large group. Located in th ...
From $906 per night (USD)
VRBO
$Luxe 2BR Home on Famous St.\/Sleeps 5\/Pets Welcome$
From $145 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 $145 per night (USD)
Expedia
$Hip 3BR\/2BA Highlands Loft on BEST Part of Bardstown Road. Comfy & Convenient!$
From $319 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 $319 per night (USD)
VRBO
From $791 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 $791 per night (USD)
Expedia
From $2338 per night (USD)
VRBO
Beautiful Derby, PGA, and Holiday Large Louisville home!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Five bedroom, remodeled home close to all of the Louisville favorites! Easy access to downtown, NuLu, FrankfortAvenue, t ...
From $2338 per night (USD)
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 $377 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 $377 per night (USD)
VRBO
From $158 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 $158 per night (USD)
VRBO
From $248 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 $248 per night (USD)
Expedia
From $389 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 $389 per night (USD)
VRBO
From $848 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 $848 per night (USD)
VRBO
From $1409 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 $1409 per night (USD)
VRBO
From $360 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 $360 per night (USD)
Expedia
$The Masters * Historic 6BR 5BA Highlands w\/FirePit$
From $710 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 $710 per night (USD)
VRBO
From $376 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 $376 per night (USD)
Expedia
From $838 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 $838 per night (USD)
VRBO
$Bungalou \Ultimate SILVER\ (Sleeps 31)$
From $2522 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 $2522 per night (USD)
VRBO
From $508 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 $508 per night (USD)
VRBO
From $205 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 $205 per night (USD)
Expedia
From $897 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 $897 per night (USD)
VRBO
$Rooftop w\/ 4 Suites @ Bungalou + Bourbon Bar + Gameyard$
From $1374 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 $1374 per night (USD)
Expedia
From $423 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 $423 per night (USD)
VRBO
From $292 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 $292 per night (USD)
Expedia
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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 ...
Click For Pricing
VRBO
From $437 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 $437 per night (USD)
VRBO
$6BR\/3BA PRIME Location - Entire Home (Both Units)$
From $422 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 $422 per night (USD)
VRBO
$Excellent 3BR\/2BA PRIME Location!$
From $238 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 $238 per night (USD)
Expedia
$3BR\/1.5BA Home w\/ Relaxing HOT TUB in Popular Area$
From $221 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 $221 per night (USD)
VRBO
$Highlands Gem w\/ hot tub, fire pit - walkable to Bardstown Rd$
From $2355 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 $2355 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 $743 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 $743 per night (USD)
VRBO
$Louisville Home w\/ Hot Tub in The Highlands!$
From $317 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 $317 per night (USD)
VRBO
From $855 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 $855 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 $4368 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 $4368 per night (USD)
VRBO
From $75 per night (USD)
Expedia
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 $75 per night (USD)
Expedia
From $1045 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 (~25 minutes ...
From $1045 per night (USD)
VRBO
$Cozy Bardstown Rd Apartment | W\/D, Fast Wifi, Porch, Parking, Location!! ❤️$
From $363 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 $363 per night (USD)
VRBO
$\Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!\$
From $561 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 $561 per night (USD)
VRBO
From $1050 per night (USD)
Expedia
Bourbon Mansion 3 Story Walk to Restaurants Park
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 $1050 per night (USD)
Expedia
From $202 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 $202 per night (USD)
VRBO
$Parklike Estate in the Heart of Louisville w\/Pool and Gardens -- Family Friendly$
From $1544 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 $1544 per night (USD)
Expedia
From $132 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 $132 per night (USD)
VRBO
$Kentucky Derby - Ideal Bardstown Rd area Close Restaurnts\/Bars$
From $978 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 $978 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
From $535 per night (USD)
Expedia
Highlands Bungalow - Close to All
Bedrooms:
3
Bathrooms:
8
Sleeps:
12
Summary: ( Beautiful century old charming bungalow house (3,300sq), centrally located - close to EVERYTHING!) The Highl ...
From $535 per night (USD)
Expedia
From $220 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 $220 per night (USD)
VRBO
From $686 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 $686 per night (USD)
Expedia
From $1145 per night (USD)
VRBO
All modern amenities, Huge deck, Fire Pit and Hot Tub, Walk to Dine and Fun!
Bedrooms:
5
Bathrooms:
8
Sleeps:
14
Stunning 6000 square foot Italianate mansion in Louisville's National Preservation District with additional 1800 square ...
From $1145 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Alfesco - Walkable Highlands Guesthouse
Bedrooms:
1
Bathrooms:
3
Sleeps:
2
Summary: Alfresco's private and peaceful guesthouse in the heart of the Highlands is within walking distance to some of ...
From $175 per night (USD)
Expedia
From $755 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 $755 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 $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
$Modern Louisville Apartment w\/ Furnished Deck$
From $223 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 $223 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Highlands Magic! 5 bed, 2 ba, HOT TUB!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Summary: **LOCALS MAY NOT BOOK WITHOUT PRIOR AUTHORIZATION FROM THE HOST** Just stop looking - Location? Magical Outd ...
From $412 per night (USD)
VRBO
From $62 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 $62 per night (USD)
VRBO
From $332 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 $332 per night (USD)
VRBO
From $3877 per night (USD)
VRBO
Remodeled Designer Home Near Restaurants, Parks & Track
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Nestled on the corner of one of Louisville's most desired streets, this newly remodeled home features charming cottage a ...
From $3877 per night (USD)
VRBO
From $221 per night (USD)
VRBO
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 $221 per night (USD)
VRBO
From $337 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 $337 per night (USD)
Expedia
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VRBO
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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VRBO
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Expedia
New Signature Highlands Home- steps away from…
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to our new to AirBNB Highlands home. Recently redecorated and updated, this home is steps away from many incredi ...
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Expedia
From $237 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 $237 per night (USD)
VRBO
From $814 per night (USD)
Expedia
The Bonnycastle Massive 6BR New Orleans Themed Speakeasy with Bourbon Game Room
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
With 8 beds (2 Kings, 4 Queens, 1 Full, 1 Twin) we have room for 15 guests. Experience our historic 6BR, 3BA Louisville ...
From $814 per night (USD)
Expedia
From $132 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 $132 per night (USD)
VRBO
$Lovely 3BR\/1BA PRIME Location!$
From $196 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 $196 per night (USD)
Expedia
From $658 per night (USD)
VRBO
Highlands Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Historic 4 bedroom home located in Cherokee Triangle. Just blocks from some of Louisville's best restaurants, pubs, shop ...
From $658 per night (USD)
VRBO
From $1239 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 $1239 per night (USD)
VRBO
From $73 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 $73 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Cottage Park Carriage House. Rest & Explore with Hollyhock
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
See all suites & promotions at www.hollyhocksuites This apartment is located in the carriage house of a historic mansio ...
From $234 per night (USD)
Expedia
From $162 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 $162 per night (USD)
VRBO
$Spacious 2B\/1BA in Buzzing Louisville Neighborhood$
From $134 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 $134 per night (USD)
Expedia
From $1324 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 $1324 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 $1113 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 $1113 per night (USD)
VRBO
$Renovated Historic Home, Walk to All! 4 bedrooms\/baths, large deck and grill$
From $528 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 $528 per night (USD)
Expedia
From $980 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 $980 per night (USD)
VRBO
From $713 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 $713 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 $1818 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 $1818 per night (USD)
VRBO
$The Filly - 6 miles to Churchill Downs - Pets - Highlands\/Cherokee Triangle$
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 $593 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 $593 per night (USD)
Expedia

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