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 $1853 per night (USD)
VRBO
Stellar Suites | Parkside Highlands Home | 5 BR
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Best location in the city! Walk to fabulous bars, restaurants, shops & Cherokee park. With 5 bed rooms and 3 living roo ...
From $1853 per night (USD)
VRBO
From $60 per night (USD)
Expedia
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 $60 per night (USD)
Expedia
From $127 per night (USD)
VRBO
Park like setting in the heart of the city
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Park like setting in the heart of the city. Home located in hip Germantown on a half acre. Recently updated bedroom with ...
From $127 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Derby Time! Highlands Home with View of Downtown Walkable.
Bedrooms:
3
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 $338 per night (USD)
Expedia
From $960 per night (USD)
VRBO
King of the Highlands * HUGE 7BR 6BA->Game Room
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
Holy cow, you've hit the mother load! The King of the Highlands by BNB Louisville is the absolute PERFECT spot for your ...
From $960 per night (USD)
VRBO
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Expedia
Louisville Apartment ~ 5 Mi to Kentucky Derby
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Craving a vacation to a new city? Add Louisville to your bucket list! With plenty of live entertainment, Southern charm, ...
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Expedia
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VRBO
Walkable Louisville Studio Near Downtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Whether you’re looking for a relaxing retreat or a fun-filled vacation, you’ll find it here at this Louisville studio! T ...
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VRBO
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Expedia
Comfy Louisville Studio ~ 3 Mi to Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
No matter what brings you to town, you couldn’t be in a better location than this central Louisville vacation rental. Th ...
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Expedia
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VRBO
Derby Winner!
Bedrooms:
3
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 $143 per night (USD)
Expedia
Living on the Edge in the Highlands.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Inhabit this private & spacious apartment in a historic duplex with comfort and personable charm. Spend a whole day expl ...
From $143 per night (USD)
Expedia
$12 min to Derby! 4 ppl- Steps to Restaurants\/Shopping\/Nightlife! ~Bardstown Rd$
From $200 per night (USD)
VRBO
12 min to Derby! 4 ppl- Steps to Restaurants\/Shopping\/Nightlife! ~Bardstown Rd
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cute & cozy stay right on Bardstown Rd in the heart of the Highlands! Just steps away (literally, not like those others ...
From $200 per night (USD)
VRBO
From $1082 per night (USD)
Expedia
Prime Highlands 8BR 6BA KINGS |.Huge Yard-Parking
Bedrooms:
6
Bathrooms:
12
Sleeps:
16
*BRAND NEW LISTING* BNB Louisville introduces Prime Highlands. Huge historic house, fantastic for groups!- Can sleep 18 ...
From $1082 per night (USD)
Expedia
From $1243 per night (USD)
VRBO
Cinema Suites @ Bungalou + Bourbon Bar + Gameyard
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $1243 per night (USD)
VRBO
$Bungalou \Ultimate Privacy: GOLD\ (Sleeps 50)$
From $4660 per night (USD)
Expedia
Bungalou \"Ultimate Privacy: GOLD\" (Sleeps 50)
Bedrooms:
19
Bathrooms:
22
Sleeps:
50
Summary: Sleeps up to 50!!! Bungalou's famous “Ultimate Privacy” GOLD Package awaits you at Louisville’s Premier “Stay-n ...
From $4660 per night (USD)
Expedia
From $641 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 $641 per night (USD)
VRBO
From $576 per night (USD)
Expedia
Luxe Highlands Home! King Bed~Fire Pit~Yard Games
Bedrooms:
3
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 $576 per night (USD)
Expedia
From $410 per night (USD)
VRBO
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 $410 per night (USD)
VRBO
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Expedia
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! ...
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Expedia
From $6268 per night (USD)
VRBO
Celebrity Host Home. Best Derby Location!
Bedrooms:
5
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 $6268 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $90 per night (USD)
VRBO
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 $90 per night (USD)
VRBO
From $1344 per night (USD)
Expedia
Courtside - Highlands VIP 6BR 4BA Amenities Galore
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 $1344 per night (USD)
Expedia
From $755 per night (USD)
VRBO
NEW Pizza Sushi Bardstown Foodie Downtown
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
*Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required ...
From $755 per night (USD)
VRBO
$Magnolia House Walk 2 Brewery\/Bars\/Restaurants$
From $443 per night (USD)
Expedia
Magnolia House Walk 2 Brewery\/Bars\/Restaurants
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
* Superhost property * 2400 sq ft 2nd + 3rd floor space *Private patio w BBQ * 65" 4K TV + Wifi + Bedroom TV's * Ons ...
From $443 per night (USD)
Expedia
$⁂Magnolia House \/Walk 2 Grocery\/Park\/Brewery⁂$
From $235 per night (USD)
VRBO
⁂Magnolia House \/Walk 2 Grocery\/Park\/Brewery⁂
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
* Superhost property * 1,400 sq ft 1st floor space, open weekdays * Private patio w BBQ * 65" 4K TV's + Wifi * Onsi ...
From $235 per night (USD)
VRBO
$House on the Hill in Great Location w\/ Parking$
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Expedia
House on the Hill in Great Location w\/ Parking
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 ...
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Expedia
From $4087 per night (USD)
VRBO
Highlands 5 bedroom 4 bath Derby Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
9
This is our beautiful personal home that we make available for our wonderful Derby guests. We are in a gorgeous, peacef ...
From $4087 per night (USD)
VRBO
$Urban Oasis ~ Charming Cottage w\/Private Garden$
From $215 per night (USD)
Expedia
Urban Oasis ~ Charming Cottage w\/Private Garden
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**NEW** BNB Louisville invites you to your own Urban Oasis. This charming carriage house is the perfect getaway in the h ...
From $215 per night (USD)
Expedia
From $758 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 $758 per night (USD)
VRBO
From $754 per night (USD)
Expedia
Luxury 4BR|KING|Epic Backyard|HOT TUB|Fire Pit
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Bonny High is a luxury stay destination located in the heart of Louisville's historic Highlands. Just steps from Bardsto ...
From $754 per night (USD)
Expedia
$Cinema w\/ 4 Suites @ Bungalou + Bourbon Bar$
From $1613 per night (USD)
VRBO
Cinema w\/ 4 Suites @ Bungalou + Bourbon Bar
Bedrooms:
8
Bathrooms:
9
Sleeps:
20
Summary: Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oas ...
From $1613 per night (USD)
VRBO
From $3483 per night (USD)
Expedia
Kentucky Derby - Lease my home
Bedrooms:
4
Bathrooms:
6
Sleeps:
2
Your home for the Kentucky Derby! My wife and I are opening our home to special guest for the Kentucky Derby. We have 4 ...
From $3483 per night (USD)
Expedia
From $385 per night (USD)
VRBO
Jungalou @ 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 $385 per night (USD)
VRBO
From $381 per night (USD)
Expedia
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 $381 per night (USD)
Expedia
From $653 per night (USD)
VRBO
Fabulous Highlands house: 8 min to track: walk to restaurants
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
WIN PLACE SHOW! You hit the trifecta with this highlands home! Perfect location to everything. 8 minutes to track, 8 ...
From $653 per night (USD)
VRBO
From $209 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 $209 per night (USD)
Expedia
From $718 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 $718 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
$Walk to Shops,Restaurants,Bars\/PacMan\/King Bed\/Bardstown Rd\/Highlands$
From $267 per night (USD)
VRBO
Walk to Shops,Restaurants,Bars\/PacMan\/King Bed\/Bardstown Rd\/Highlands
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Just steps away (literally, not like those others that are actually blocks away!) from numerous restaurants, bars, & sho ...
From $267 per night (USD)
VRBO
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Expedia
The Golden Hour Suite 201 at The Bellwether Hotel
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Summary: Immerse yourself in the era of Art Deco design when you settle into the Golden Hour Suite. Working with the ex ...
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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
$Spacious 2BR\/2.5BA Highlands Townhouse ~ SLEEP 6$
From $310 per night (USD)
Expedia
Spacious 2BR\/2.5BA Highlands Townhouse ~ SLEEP 6
Bedrooms:
3
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 $310 per night (USD)
Expedia
From $488 per night (USD)
VRBO
Chic 4BR Farmhouse Near Historic Bardstown Road
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Farmhouse Near Historic Bardstown Road by BNB Louisville. Welcome to our enticing Highlands retreat nestled in the vibra ...
From $488 per night (USD)
VRBO
From $100 per night (USD)
Expedia
Charming Highlands Apartment: Heart of Louisville
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy one of Louisville's most happening areas of town while relaxing in a charming and spacious second story duplex. Th ...
From $100 per night (USD)
Expedia
From $529 per night (USD)
VRBO
Hillcrest Hideaway~ Charming 3BR + Private Cottage
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Welcome to Hillcrest Hideaway, BNB Louisville's charming updated 2-story hilltop home with private backyard has its own ...
From $529 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Hip 3BR Highlands Loft in Heart of the Highlands!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Hip Highlands Loft is BNB Louisville's beautifully updated loft with private deck in Louisville's most popular location: ...
From $339 per night (USD)
Expedia
$Luxe Family Home\/2 kitchens & Living Rooms\/Balcony$
From $504 per night (USD)
VRBO
Luxe Family Home\/2 kitchens & Living Rooms\/Balcony
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
“Ed's place was absolutely beautiful and right in the middle of the action. It is spacious and allows for multiple peopl ...
From $504 per night (USD)
VRBO
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Expedia
Edenside Suite 102 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 ADA compliant Edenside Suite. Working ...
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Expedia
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VRBO
Bellwether House Summ
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Summary: Bellwether House is a beautiful four-bedroom, four-bathroom home that boasts elegance and comfort. With its spa ...
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VRBO
From $316 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 $316 per night (USD)
Expedia
From $429 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 $429 per night (USD)
VRBO
From $378 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 $378 per night (USD)
Expedia
From $295 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 $295 per night (USD)
VRBO
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Expedia
4BR, 3.5BA Beautiful & Bright Historic Home in Vibrant Neighborhood
Bedrooms:
4
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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Expedia
From $145 per night (USD)
VRBO
Modern Apt above Restaurant. Walkable Shops & Bars
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
• Modern and welcoming 1 bed apartment • Located above restaurant on most famous street in Louisville • Sleeps 6 in 1 Qu ...
From $145 per night (USD)
VRBO
From $798 per night (USD)
Expedia
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)
Expedia
From $192 per night (USD)
VRBO
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This stylish loft is perfect for groups of any size! As you enter the loft you come across a fully stocked kitchen with ...
From $192 per night (USD)
VRBO
$Heart of The Highlands | 5BR 4BA w\/HotTub +Parking$
From $772 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 $772 per night (USD)
Expedia
$First Class Stunner | Highlands Private 1 BR\/1BA$
From $260 per night (USD)
VRBO
First Class Stunner | Highlands Private 1 BR\/1BA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
**NEW 2023** Experience FIRST CLASS in BNB Lousiville's Highlands Cherokee Triangle Home. This contemporary 1BR/1BA carr ...
From $260 per night (USD)
VRBO
From $128 per night (USD)
Expedia
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 $128 per night (USD)
Expedia
From $107 per night (USD)
VRBO
Grand Loft in the Heart of the Highlands #4
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
It is MANDATORY that the guest is either a medical professional(Travel Nurse ) or Co-Operate person. We need proof of c ...
From $107 per night (USD)
VRBO
From $108 per night (USD)
Expedia
Grand Two Bedroom in the heart of the highlands
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
It is MANDATORY that the guest is either a medical professional(Travel Nurse ) or Co-Operate person. We need proof of ...
From $108 per night (USD)
Expedia
From $101 per night (USD)
VRBO
Grand Modern Apartment in the Heart of Highlands
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
It is MANDATORY that the guest is either a medical professional(Travel Nurse ) or Co-Operate person. We need proof of ...
From $101 per night (USD)
VRBO
From $155 per night (USD)
Expedia
FREE Off street parking| Walking distance| Near by shops
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Unbeatable location! This stylish urban condo is located on second story above a cookie shop allowing the aroma of cooki ...
From $155 per night (USD)
Expedia
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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 ...
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VRBO
From $288 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 $288 per night (USD)
Expedia
$Crescent Hill - great LOCATION! Smoke FREE!\n\n$
From $296 per night (USD)
VRBO
Crescent Hill - great LOCATION! Smoke FREE!\n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space LOCATION LOCATION!! This pet-free / smoke-free home is a 5 minute walk to many desirable Frankfort Aven ...
From $296 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Entire Home in the Highlands on Bardstown RD - Onsite Parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy your stay in one of the city's best locations. This three-bedroom (2 queens and 1 full), three-bath house is locat ...
From $329 per night (USD)
Expedia
From $505 per night (USD)
VRBO
Derby City Delight | LUX home in Perfect Location
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Step into a world where historic charm and modern elegance converge at Derby City Delight, your luxurious Louis ...
From $505 per night (USD)
VRBO
From $114 per night (USD)
Expedia
Cozy Loft in KY! Perfect Location!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in our spacious loft studio located right in the center of the Highlands! Local entertainment, restaurants and coff ...
From $114 per night (USD)
Expedia
Click For Pricing
VRBO
Kentucky Derby or PGA Rental
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Best Location -9 miles from Churchill Downs Located in Louisville's most sought after neighborhood Located in the Heart ...
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VRBO
From $8850 per night (USD)
Expedia
Derby City's Finest - Luxury Home With Guest House In Fabulous Location!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Located in Louisville's charming Crescent Hill neighborhood, this fully renovated historic home with it's newly construc ...
From $8850 per night (USD)
Expedia
$Fully renovated 4BR Bardstown \/ Highlands!$
From $325 per night (USD)
VRBO
Fully renovated 4BR Bardstown \/ Highlands!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Perfect for families, couples, or small groups, this clean and comfortable 4-bedroom, 2-bath home in Louisville offers p ...
From $325 per night (USD)
VRBO
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Expedia
Historic Home in the Highlands at Cherokee Park.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step back in time in a living area of elegant chandeliers, original decorated wood floors, and gilt-framed artwork. Taki ...
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Expedia
From $287 per night (USD)
VRBO
Highlands Gem: Super Clean Guest Suite Sleeps 6, Plenty of Beds for Everyone!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Guest suite in our Cherokee Park duplex! Discover the charm of our super clean guest suite in the heart of Louisville' ...
From $287 per night (USD)
VRBO
From $609 per night (USD)
Expedia
Charming Highlands Duplex: Historic Elegance, Modern Comfort
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Rent both levels of this Cherokee Park duplex! Welcome to our charming duplex in the heart of Louisville's Highlands n ...
From $609 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Historic Highlands Home in Cherokee Park with or without optional Guest Suite
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our charming duplex in the heart of Louisville's Highlands neighborhood, a vibrant area known for its unique ...
From $458 per night (USD)
VRBO
$The Cherokee Homestead\/ 5BR home\/ Great location!$
From $563 per night (USD)
Expedia
The Cherokee Homestead\/ 5BR home\/ Great location!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Are you planning a family or friends' getaway? Look no further! Our beautiful, comfortable, and spacious home is the ide ...
From $563 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful 7000 square foot home with indoor pool located on Cherokee Park
Bedrooms:
6
Bathrooms:
4
Sleeps:
10
Just a minute walk from Cherokee Park and 12 minute drive to Churchill Downs our home is centrally located near shops an ...
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VRBO
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Expedia
Highlands Haven
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Five miles from Churchill Downs! Charming and beautifully decorated 100-year-old Craftsman, this 4 bedroom, 3 bathroom h ...
Click For Pricing
Expedia
From $97 per night (USD)
VRBO
Cozy & Spacious Apt | King Beds & Free Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Welcome to the coveted Highlands neighborhood! This cozy, spacious apartment offers the perfect blend of comfor ...
From $97 per night (USD)
VRBO
$Untouchable~6BR 4BA Speakeasy w\/Sky Deck+Fire Pit$
From $1184 per night (USD)
Expedia
Untouchable~6BR 4BA Speakeasy w\/Sky Deck+Fire Pit
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
BNB Louisville introduces the ULTIMATE way to experience the Bourbon Trail through the allure of Prohibition-era eleganc ...
From $1184 per night (USD)
Expedia
From $655 per night (USD)
VRBO
Highlands Bourbon Retreat ~ 4BR 3BA
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
BNB Louisville welcomes you to this breathtaking BOURBON RETREAT in the heart of the Highlands. It's the absolute PRIME ...
From $655 per night (USD)
VRBO
From $1563 per night (USD)
Expedia
Modern Highlands Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy a modern home in the heart of the sought after Highlands neighborhood. If it is Derby season, You will be two blo ...
From $1563 per night (USD)
Expedia
From $1503 per night (USD)
VRBO
Cherokee Triangle Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Welcome to your Kentucky Derby 150 Headquarters! Located in Louisville's prestigious Cherokee Triangle. You are blocks f ...
From $1503 per night (USD)
VRBO
$New! Legends Louisville - Highlands - 6bd\/3.5ba!$
From $536 per night (USD)
Expedia
New! Legends Louisville - Highlands - 6bd\/3.5ba!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Summary: Alright! Alright! Alright! Welcome to Legends a throw back to some of the greatest musicians! A perfect spot on ...
From $536 per night (USD)
Expedia
From $285 per night (USD)
VRBO
12 min to Derby! 9 ppl- Walk to Nightlife, Shops, & Restaurants
Bedrooms:
1
Bathrooms:
2
Sleeps:
9
Modern, funky, and extra comfy stay right on Bardstown Rd in the heart of the Highlands! Just steps away (literally, not ...
From $285 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
Click For Pricing
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 ...
Click For Pricing
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
$The BAX: 3 Story Retreat w\/ Patios in Highlands$
From $293 per night (USD)
Expedia
The BAX: 3 Story Retreat w\/ Patios in Highlands
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Summary: Located in Louisville's vibrant Highlands neighborhood, this three-story retreat features two expansive outdoor ...
From $293 per night (USD)
Expedia
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 $450 per night (USD)
Expedia
Large 4-bdrm historic Highlands home just steps to bars, parks and restaurants!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
NEW LISTING!! Just minutes from airport and downtown with easy Uber access. Discover the beauty of Louisville for a week ...
From $450 per night (USD)
Expedia
From $456 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 $456 per night (USD)
VRBO
From $298 per night (USD)
Expedia
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 $298 per night (USD)
Expedia
From $662 per night (USD)
VRBO
Big Chill! 5br 2ba Walkable- Hot tub!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Summary: Looking for a beautiful homebase for your stay in Louisville? Stop looking, you've found it! Premier walkable ...
From $662 per night (USD)
VRBO
$Highlands 8 Bedroom 3B Bath w\/13 Beds Sleep 18! + Fire Pit Pool Table$
From $1146 per night (USD)
Expedia
Highlands 8 Bedroom 3B Bath w\/13 Beds Sleep 18! + Fire Pit Pool Table
Bedrooms:
3
Bathrooms:
8
Sleeps:
16
Introducing Baxter Manor, BNB Louisville's stunning property located at 965 Baxter Ave in Louisville. This beautiful hom ...
From $1146 per night (USD)
Expedia
$The Reserve~Stunning 5BR 4BA w\/HotTub$
From $809 per night (USD)
VRBO
The Reserve~Stunning 5BR 4BA w\/HotTub
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
**BRAND NEW** You've just discovered the pinnacle of modern luxury wrapped in a bourbon-soaked vibe that’s totally on po ...
From $809 per night (USD)
VRBO
$New! Walkable Charmer in The Highlands! 5br\/2ba$
From $620 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 $620 per night (USD)
Expedia

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