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 $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
Click For Pricing
Expedia
Luxury Historic Estate
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
Offering a lifestyle of unparalleled elegance and creativity, welcome to a one-of-a-kind, custom estate that seamlessly ...
Click For Pricing
Expedia
$Steps to Shops,Restaurants,Bars\/PacMan\/King Bed\/Sleeps 9\/Bardstown Rd\/Highlands$
From $267 per night (USD)
VRBO
Steps to Shops,Restaurants,Bars\/PacMan\/King Bed\/Sleeps 9\/Bardstown Rd\/Highlands
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 $267 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
$Spacious Highlands Townhouse ~ 2BR\/2.5BA SLEEP 6$
From $338 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 $338 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $393 per night (USD)
Expedia
Amazing and Spacious 5BR Home!
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
Gather the whole family for an unforgettable stay in our spacious Louisville home! Located in a serene neighborhood, t ...
From $393 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
From $214 per night (USD)
Expedia
Classic Heart of Highlands! 3BR!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Stay and relax in a 3BR / 1 BA home in an unbeatable location! beautifully designed and fully renovated home perfect for ...
From $214 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Cozy Loft in KY! Perfect Location!
Bedrooms:
1
Bathrooms:
0
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
From $609 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 $609 per night (USD)
Expedia
Click For Pricing
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
From $175 per night (USD)
Expedia
Alfesco - Walkable Highlands Guesthouse
Bedrooms:
1
Bathrooms:
1
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
Click For Pricing
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! ...
Click For Pricing
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 $466 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 $466 per night (USD)
VRBO
$⁂Magnolia House \/Walk 2 Grocery\/Park\/Brewery⁂$
From $255 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 $255 per night (USD)
Expedia
From $752 per night (USD)
VRBO
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)
VRBO
From $587 per night (USD)
Expedia
*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 $587 per night (USD)
Expedia
$Bonny High~4BR | KING | w\/Epic Backyard + Fire Pit$
Click For Pricing
VRBO
Bonny High~4BR | KING | w\/Epic Backyard + Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
BNB Louisville presents "Bonny High." An all new luxury destination located in the heart of Louisville's historic Highla ...
Click For Pricing
VRBO
$Cinema w\/ 4 Suites @ Bungalou + Bourbon Bar$
From $1448 per night (USD)
Expedia
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 $1448 per night (USD)
Expedia
From $244 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 $244 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 $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 $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 $237 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 $237 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 $91 per night (USD)
VRBO
SchillHaus Level 3
Bedrooms:
1
Bathrooms:
2
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 $91 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
Click For Pricing
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 ...
Click For Pricing
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 $285 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 $285 per night (USD)
VRBO
From $825 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 $825 per night (USD)
Expedia
From $1178 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 $1178 per night (USD)
VRBO
$Bungalou \Ultimate Privacy: GOLD\ (Sleeps 50)$
From $4012 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 $4012 per night (USD)
VRBO
From $140 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 $140 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
$BardstownRd\/Highlands-Steps from Shops\/Restaurants\/Bars!$
From $186 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 $186 per night (USD)
VRBO
$House on the Hill in Great Location w\/ Parking$
From $373 per night (USD)
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 ...
From $373 per night (USD)
Expedia
From $75 per night (USD)
VRBO
2 Bedroom 1 Bathroom Loft
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Our 2 bedroom condos are non-smoking, feature washers and dryers in your unit, queen size beds, a fully stocked kitchen ...
From $75 per night (USD)
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
Click For Pricing
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 $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 $1205 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 $1205 per night (USD)
VRBO
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
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 $476 per night (USD)
VRBO
⭐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 $476 per night (USD)
VRBO
$Untouchable~6BR 4BA Speakeasy w\/Sky Deck+Fire Pit$
From $808 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 $808 per night (USD)
Expedia
From $615 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 $615 per night (USD)
VRBO
$New! Legends Louisville - Highlands - 6bd\/3.5ba!$
From $494 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 $494 per night (USD)
Expedia
$Walk to Everything! Bourbon Trail & Cherokee Golf Course \n$
Click For Pricing
VRBO
Walk to Everything! Bourbon Trail & Cherokee Golf Course \n
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The best Bardstown Road has to offer! It is an extremely walkable and bike-friendly neighborhood with countless local es ...
Click For Pricing
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $382 per night (USD)
VRBO
Holidays in historic Highlands. 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 $382 per night (USD)
VRBO
$The BAX: 3 Story Retreat w\/ Patios in Highlands$
From $395 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 $395 per night (USD)
Expedia
$Heart of The Highlands | 5BR 4BA w\/HotTub +Parking$
From $889 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 $889 per night (USD)
VRBO
$First Class Stunner | Highlands Private 1 BR\/1BA$
From $169 per night (USD)
Expedia
First Class Stunner | Highlands Private 1 BR\/1BA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
**NEW 2023** Experience FIRST CLASS in BNB Lousiville's Highlands Cherokee Triangle Home. This contemporary 1BR/1BA carr ...
From $169 per night (USD)
Expedia
From $127 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 $127 per night (USD)
VRBO
From $474 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 $474 per night (USD)
Expedia
From $132 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 $132 per night (USD)
VRBO
From $218 per night (USD)
Expedia
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 $218 per night (USD)
Expedia
From $168 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 $168 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 $119 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 $119 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
Click For Pricing
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 ...
Click For Pricing
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $458 per night (USD)
VRBO
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)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $697 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 $697 per night (USD)
VRBO
$Urban Oasis ~ Charming Cottage w\/Private Garden$
From $181 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 $181 per night (USD)
Expedia
From $250 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 $250 per night (USD)
VRBO
From $410 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 $410 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 $432 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 $432 per night (USD)
Expedia
From $277 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 $277 per night (USD)
VRBO
$Luxe Family Home\/2 kitchens & Living Rooms\/Balcony$
From $267 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 $267 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 $399 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 $399 per night (USD)
Expedia
From $666 per night (USD)
VRBO
Walk everywhere from this Modern Victorian
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in the heart of the historic Cherokee Triangle neighborhood, this modern Victorian home is sure to make for a me ...
From $666 per night (USD)
VRBO
Click For Pricing
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, ...
Click For Pricing
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
$Lovely 3BR\/1BA PRIME Location!$
From $203 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 $203 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
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
Click For Pricing
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, ...
Click For Pricing
Expedia
$Modern Louisville Apartment w\/ Furnished Deck$
From $223 per night (USD)
VRBO
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)
VRBO
From $400 per night (USD)
Expedia
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 $400 per night (USD)
Expedia
$Louisville Home w\/ Hot Tub in The Highlands!$
From $337 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 $337 per night (USD)
VRBO
From $1327 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 $1327 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $951 per night (USD)
Expedia
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 $951 per night (USD)
Expedia
$New! Big Shot Stables-6BD\/3BA - Hot Tub! Walkable!$
From $472 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 $472 per night (USD)
VRBO
From $2338 per night (USD)
Expedia
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)
Expedia

Search Your Destination Now!

Cherokee Park Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 218 Rentals