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

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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 ...
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VRBO
$Charming Highlands Victorian w\/ Pool--Quiet Street Just 2 Blocks from the Strip!$
From $332 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 $332 per night (USD)
VRBO
From $754 per night (USD)
VRBO
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 $754 per night (USD)
VRBO
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 $66 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 $66 per night (USD)
VRBO
From $100 per night (USD)
Expedia
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 $100 per night (USD)
Expedia
From $344 per night (USD)
VRBO
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 $344 per night (USD)
VRBO
$Historic Highlands Bungalow w\/ private backyard and firepit walk to Bardstown Rd$
From $394 per night (USD)
Expedia
Historic Highlands Bungalow w\/ private backyard and firepit walk to Bardstown Rd
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
Welcome to the Highlands! This 4 bedroom, 2 bath bungalow is centrally located in the historic Deer Park neighborhood. S ...
From $394 per night (USD)
Expedia
From $860 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 $860 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 $254 per night (USD)
VRBO
Heart of the Highlands with a Country Vibe! Large backyard.
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
A comfy historic home all to yourself, right in the heart of Louisville's best neighborhood: The Highlands and Bardstown ...
From $254 per night (USD)
VRBO
From $167 per night (USD)
VRBO
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 $167 per night (USD)
VRBO
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Expedia
brand new LEGENDS LOUISVILLE - in the highlands!!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Alright! Alright! Alright! Welcome to Legends a throw back to some of the greatest musicians! A perfect spot on the stri ...
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Expedia
$BardstownRd\/Highlands-Steps from Shops\/Restaurants\/Bars!$
From $189 per night (USD)
VRBO
BardstownRd\/Highlands-Steps from Shops\/Restaurants\/Bars!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just steps away (literally, not like those others that are actually blocks away!) from numerous restaurants, bars, & sho ...
From $189 per night (USD)
VRBO
From $752 per night (USD)
Expedia
Ideal large vacation house for long weekend getaway or bourbon trail!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Fully furnished renovated historic home, perfect for hosting large groups for a fun-filled long weekend. Can accommodate ...
From $752 per night (USD)
Expedia
From $910 per night (USD)
VRBO
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 $910 per night (USD)
VRBO
From $902 per night (USD)
Expedia
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 $902 per night (USD)
Expedia
$Bungalou \Ultimate Privacy: GOLD\ (Sleeps 50)$
From $3974 per night (USD)
VRBO
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 $3974 per night (USD)
VRBO
From $697 per night (USD)
Expedia
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 $697 per night (USD)
Expedia
From $607 per night (USD)
VRBO
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 $607 per night (USD)
VRBO
From $526 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 $526 per night (USD)
Expedia
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VRBO
Victorian Era Bungalow Home adjacent to Tyler Park
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Located on this highly desirable street that is bursting with color, 1824 Windsor Place in the Highlands is a must-see! ...
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VRBO
From $9286 per night (USD)
VRBO
Celebrity Host Home. Best Derby Location!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
The home has hosted A-list Hollywood celebrities for extended stays, it has glowing reviews, and the hosts have years of ...
From $9286 per night (USD)
VRBO
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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 ...
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VRBO
From $91 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 $91 per night (USD)
Expedia
From $1070 per night (USD)
VRBO
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 $1070 per night (USD)
VRBO
From $707 per night (USD)
Expedia
Bourbon Suites -Foodies -Bourbon -2 Living Rooms
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 $707 per night (USD)
Expedia
$Magnolia House Walk 2 Brewery\/Bars\/Restaurants$
From $460 per night (USD)
VRBO
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 $460 per night (USD)
VRBO
$⁂Magnolia House \/Walk 2 Grocery\/Park\/Brewery⁂$
From $254 per night (USD)
Expedia
⁂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 $254 per night (USD)
Expedia
$House on the Hill in Great Location w\/ Parking$
From $386 per night (USD)
VRBO
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 ...
From $386 per night (USD)
VRBO
From $4120 per night (USD)
Expedia
Highlands Derby Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
9
This is our beautiful personal home that we are making available to Derby guests. We are in a gorgeous, peaceful, safe, ...
From $4120 per night (USD)
Expedia
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
$Urban Oasis ~ Charming Cottage w\/Private Garden$
From $179 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 $179 per night (USD)
Expedia
From $603 per night (USD)
VRBO
*NEW* Highlands Down | 4BR 3BA KINGS | Sleep 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
*BRAND NEW LISTING* BNB Louisville introduces The Highlands Down. The main floor condo in the uber-luxurious Grande High ...
From $603 per night (USD)
VRBO
$Bonny High~4BR | KING | w\/Epic Backyard + Fire Pit$
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Expedia
Bonny High~4BR | KING | w\/Epic Backyard + Fire Pit
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
BNB Louisville presents "Bonny High." An all new luxury destination located in the heart of Louisville's historic Highla ...
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Expedia
$Cinema w\/ 4 Suites @ Bungalou + Bourbon Bar$
From $1402 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 $1402 per night (USD)
VRBO
From $239 per night (USD)
Expedia
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 $239 per night (USD)
Expedia
From $410 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 $410 per night (USD)
VRBO
From $448 per night (USD)
VRBO
Fabulous Highlands house: 8 min to track: walk to restaurants
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
WIN PLACE SHOW! You hit the trifecta with this highlands home! Perfect location to everything. 8 minutes to track, 8 ...
From $448 per night (USD)
VRBO
From $209 per night (USD)
VRBO
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)
VRBO
From $269 per night (USD)
Expedia
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 $269 per night (USD)
Expedia
From $110 per night (USD)
VRBO
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 $110 per night (USD)
VRBO
$Walk to Shops,Restaurants,Bars\/PacMan\/King Bed\/Bardstown Rd\/Highlands$
From $227 per night (USD)
Expedia
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 $227 per night (USD)
Expedia
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VRBO
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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VRBO
From $132 per night (USD)
Expedia
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)
Expedia
$Spacious Highlands Townhouse ~ 2BR\/2.5BA SLEEP 6$
From $310 per night (USD)
VRBO
Spacious Highlands Townhouse ~ 2BR\/2.5BA 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)
VRBO
From $496 per night (USD)
Expedia
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 $496 per night (USD)
Expedia
From $100 per night (USD)
VRBO
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)
VRBO
From $431 per night (USD)
Expedia
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 $431 per night (USD)
Expedia
From $282 per night (USD)
VRBO
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 $282 per night (USD)
VRBO
$Luxe Family Home\/2 kitchens & Living Rooms\/Balcony$
From $263 per night (USD)
Expedia
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 $263 per night (USD)
Expedia
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VRBO
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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VRBO
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Expedia
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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Expedia
From $316 per night (USD)
VRBO
Condo in the Highlands walkable to restaurants, bars, and shopping
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
This condo is in the heart of the popular Highlands neighborhood. Steps away from restaurants, bars, and shops on Baxte ...
From $316 per night (USD)
VRBO
From $369 per night (USD)
Expedia
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 $369 per night (USD)
Expedia
From $186 per night (USD)
VRBO
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 $186 per night (USD)
VRBO
From $318 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 $318 per night (USD)
Expedia
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VRBO
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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VRBO
From $124 per night (USD)
Expedia
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 $124 per night (USD)
Expedia
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
From $180 per night (USD)
Expedia
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 $180 per night (USD)
Expedia
From $67 per night (USD)
VRBO
1 Bedroom 1 Bath Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Our 1 and 2 bedroom condos are non-smoking, feature washers and dryers in your unit, queen size beds, a fully stocked ki ...
From $67 per night (USD)
VRBO
From $78 per night (USD)
VRBO
2 Bed 1 Bath with Loft
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our 1 and 2 bedroom condos are non-smoking, feature washers and dryers in your unit, queen size beds, a fully stocked ki ...
From $78 per night (USD)
VRBO
$Heart of The Highlands | 5BR 4BA w\/HotTub +Parking$
From $826 per night (USD)
VRBO
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 $826 per night (USD)
VRBO
$First Class Stunner | Highlands Private 1 BR\/1BA$
From $167 per night (USD)
Expedia
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 $167 per night (USD)
Expedia
From $131 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 $131 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Clifton Two Bedroom House!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Entire single family home. You will be close to everything when you stay at this centrally-located house. Walking distan ...
From $216 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 $109 per night (USD)
VRBO
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 $109 per night (USD)
VRBO
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 $135 per night (USD)
VRBO
Centrally located|walking distance|off street parking
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 $135 per night (USD)
VRBO
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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 $458 per night (USD)
Expedia
New! Historic Home - Walkable! Hot tub! 5br
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: Beautiful historic home nestled in our Highlands neighborhood - Louisville's arts and entertainment district! ...
From $458 per night (USD)
Expedia
From $276 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 $276 per night (USD)
VRBO
$Crescent Hill - great LOCATION! Smoke FREE!\n\n$
From $290 per night (USD)
Expedia
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 $290 per night (USD)
Expedia
From $120 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 $120 per night (USD)
VRBO
From $325 per night (USD)
VRBO
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 $325 per night (USD)
VRBO
From $381 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 $381 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Classic Heart of Highlands! 3BR!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Stay and relax in a 3BR / 1 BA home in an unbeatable location! beautifully designed and fully renovated home perfect for ...
From $213 per night (USD)
Expedia
From $182 per night (USD)
VRBO
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 $182 per night (USD)
VRBO
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Expedia
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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Expedia
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VRBO
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 ...
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VRBO
From $392 per night (USD)
Expedia
Amazing and Spacious 5BR Home!
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Gather the whole family for an unforgettable stay in our spacious Louisville home! Located in a serene neighborhood, t ...
From $392 per night (USD)
Expedia
$Fully renovated 4BR Bardstown \/ Highlands!$
From $285 per night (USD)
VRBO
Fully renovated 4BR Bardstown \/ Highlands!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Step outside your door and immerse yourself in the eclectic atmosphere of the Highlands, where you'll find local coffee ...
From $285 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 $143 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 $143 per night (USD)
VRBO
From $462 per night (USD)
VRBO
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 $462 per night (USD)
VRBO
From $340 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 $340 per night (USD)
VRBO
From $565 per night (USD)
Expedia
⭐PERFECT for BOURBON TRAIL⭐ Heart of Restaurant District 🏡 HISTORIC HOME
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
--> Walk to Louisville's hottest restaurants and bars (Bardstown Rd) --> Walk to Louisville's most beautiful 400-acre pa ...
From $565 per night (USD)
Expedia
$Luxury home w\/ hot tub! Only 2 blocks from restaurants and bars! 4 mi from Derby$
From $3555 per night (USD)
VRBO
Luxury home w\/ hot tub! Only 2 blocks from restaurants and bars! 4 mi from Derby
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
3,300 square foot luxury home located in historic Louisville (Highlands) neighborhood. Walkers’ paradise - only 2 block ...
From $3555 per night (USD)
VRBO
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Expedia
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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Expedia
From $1725 per night (USD)
VRBO
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 ...
From $1725 per night (USD)
VRBO
From $97 per night (USD)
Expedia
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)
Expedia
$Untouchable~6BR 4BA Speakeasy w\/Sky Deck+Fire Pit$
From $912 per night (USD)
VRBO
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 $912 per night (USD)
VRBO
From $581 per night (USD)
Expedia
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 $581 per night (USD)
Expedia
From $1082 per night (USD)
VRBO
Modern Highlands Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy a modern home in the heart of the sought after Highlands neighborhood. If it it Derby season, You will be two blo ...
From $1082 per night (USD)
VRBO
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

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Results: 220 Rentals