Photo by throwingsofas
Cherokee Triangle holiday homes
We found holiday rentals — enter your dates for availability
Discover a selection of 31 homes, 24 apartments and other holiday rentals in Cherokee Triangle that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Cherokee Triangle
Showing deals for:18 Jul - 25 Jul
Image gallery for Highlands Zen Oasis Cherokee Parkside-KING Suite, Plush, Private, UltraCozy

1010 out of 10 rating
Exceptional
(11 reviews)
Highlands Zen Oasis Cherokee Parkside-KING Suite, Plush, Private, UltraCozy
Louisville, KY
11% off
Price is NZ$2,084
NZ$2,084
NZ$298 per night
includes taxes & fees
Image gallery for Kentucky Derby Churchill Downs 10 mins Amazing Area

1010 out of 10 rating
Exceptional
(22 reviews)
Kentucky Derby Churchill Downs 10 mins Amazing Area
Louisville, KY
16% off
Price is NZ$8,230
NZ$8,230
NZ$1,176 per night
includes taxes & fees
Image gallery for Stay! Highlands Home for Ky Derby! Bourbon & Beyond! Louder than Life 2025!

1010 out of 10 rating
Exceptional
(127 reviews)
Stay! Highlands Home for Ky Derby! Bourbon & Beyond! Louder than Life 2025!
Louisville, KY
7% off
Price is NZ$1,887
NZ$1,887
NZ$270 per night
includes taxes & fees
Image gallery for Luxe Highlands Home! King Bed~Fire Pit~Yard Games

1010 out of 10 rating
Exceptional
(5 reviews)
Luxe Highlands Home! King Bed~Fire Pit~Yard Games
Louisville, KY
8% off
Price is NZ$7,328
NZ$7,328
NZ$1,047 per night
includes taxes & fees
Image gallery for THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO

1010 out of 10 rating
Exceptional
(73 reviews)
THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO
Louisville, KY
7% off
Price is NZ$3,771
NZ$3,771
NZ$539 per night
includes taxes & fees
Image gallery for Heart Of the Highlands Hangout-Large 7 Bedroom!

9.89.8 out of 10 rating
Exceptional
(12 reviews)
Heart Of the Highlands Hangout-Large 7 Bedroom!
Louisville, KY
7% off
Price is NZ$14,321
NZ$14,321
NZ$2,046 per night
includes taxes & fees
Image gallery for Central and charming

9.89.8 out of 10 rating
Exceptional
(50 reviews)
Central and charming
Louisville, KY
7% off
Price is NZ$2,456
NZ$2,456
NZ$351 per night
includes taxes & fees
Image gallery for Hip 3BR/2BA Highlands Loft on BEST Part of Bardstown Road. Comfy & Convenient!

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Hip 3BR/2BA Highlands Loft on BEST Part of Bardstown Road. Comfy & Convenient!
Louisville, KY
11% off
Price is NZ$4,123
NZ$4,123
NZ$589 per night
includes taxes & fees
Image gallery for The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

1010 out of 10 rating
Exceptional
(149 reviews)
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands
Louisville, KY
7% off
Price is NZ$3,716
NZ$3,716
NZ$531 per night
includes taxes & fees
Image gallery for Condo in the Highlands walkable to restaurants, bars, and shopping

9.69.6 out of 10 rating
Exceptional
(28 reviews)
Condo in the Highlands walkable to restaurants, bars, and shopping
Louisville, KY
7% off
Price is NZ$2,613
NZ$2,613
NZ$373 per night
includes taxes & fees
Image gallery for Germantown - Perfect for Groups

1010 out of 10 rating
Exceptional
(12 reviews)
Germantown - Perfect for Groups
Louisville, Kentucky
7% off
Price is NZ$3,677
NZ$3,677
NZ$525 per night
includes taxes & fees
Image gallery for Sleeps 4! An Easy 4 Miles to Churchill Downs! Ky Derby & LTL Fest! Free parking!

1010 out of 10 rating
Exceptional
(7 reviews)
Sleeps 4! An Easy 4 Miles to Churchill Downs! Ky Derby & LTL Fest! Free parking!
Louisville, KY
7% off
Price is NZ$2,635
NZ$2,635
NZ$376 per night
includes taxes & fees
Image gallery for The Cherokee Homestead/ 5BR home/ Amazing location!

9.89.8 out of 10 rating
Exceptional
(6 reviews)
The Cherokee Homestead/ 5BR home/ Amazing location!
Louisville, KY
8% off
Price is NZ$7,492
NZ$7,492
NZ$1,070 per night
includes taxes & fees
Image gallery for Luxury 5BR in Historic Butchertown / Trendy NuLu

1010 out of 10 rating
Exceptional
(10 reviews)
Luxury 5BR in Historic Butchertown / Trendy NuLu
Louisville, KY
12% off
Price is NZ$7,905
NZ$7,905
NZ$1,129 per night
includes taxes & fees
Image gallery for The Highlands Hangout, EXPO, DOWNTOWN, restaurant row!!! Game room & LOCATION!

1010 out of 10 rating
Exceptional
(30 reviews)
The Highlands Hangout, EXPO, DOWNTOWN, restaurant row!!! Game room & LOCATION!
Louisville, KY
8% off
Price is NZ$10,552
NZ$10,552
NZ$1,507 per night
includes taxes & fees
Image gallery for Entire Home in the Highlands on Bardstown RD - Onsite Parking

1010 out of 10 rating
Exceptional
(11 reviews)
Entire Home in the Highlands on Bardstown RD - Onsite Parking
Louisville, KY
7% off
Price is NZ$4,112
NZ$4,112
NZ$587 per night
includes taxes & fees
Image gallery for Velo Studio / Paristown Pointe

1010 out of 10 rating
Exceptional
(19 reviews)
Velo Studio / Paristown Pointe
Louisville, KY
7% off
Price is NZ$2,335
NZ$2,335
NZ$334 per night
includes taxes & fees
Image gallery for 4 bedrooms in Highlands Bardstown

9.69.6 out of 10 rating
Exceptional
(33 reviews)
4 bedrooms in Highlands Bardstown
Louisville, KY
8% off
Price is NZ$4,990
NZ$4,990
NZ$713 per night
includes taxes & fees
Image gallery for Remodeled Derby Home w/ Games & Outdoor Space!

9.49.4 out of 10 rating
Exceptional
(21 reviews)
Remodeled Derby Home w/ Games & Outdoor Space!
Louisville, Kentucky
14% off
Price is NZ$3,628
NZ$3,628
NZ$518 per night
includes taxes & fees
Image gallery for Historic three-level home in the Highlands

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Historic three-level home in the Highlands
Louisville, KY
7% off
Price is NZ$2,723
NZ$2,723
NZ$389 per night
includes taxes & fees
Image gallery for Derby Time! Highlands Home with View of Downtown Walkable.

9.89.8 out of 10 rating
Exceptional
(22 reviews)
Derby Time! Highlands Home with View of Downtown Walkable.
Louisville, KY
7% off
Price is NZ$3,840
NZ$3,840
NZ$549 per night
includes taxes & fees
Image gallery for Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed

9.69.6 out of 10 rating
Exceptional
(46 reviews)
Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed
Louisville, KY
7% off
Price is NZ$4,870
NZ$4,870
NZ$696 per night
includes taxes & fees
Image gallery for WHOLE HOUSE-Large Group | Modern | Nulu

1010 out of 10 rating
Exceptional
(13 reviews)
WHOLE HOUSE-Large Group | Modern | Nulu
Louisville, KY
8% off
Price is NZ$6,164
NZ$6,164
NZ$881 per night
includes taxes & fees
Image gallery for Historic Mansion All Modern Amenities, Huge deck,Fire Pit, Hot Tub, Walk to Dine

1010 out of 10 rating
Exceptional
(20 reviews)
Historic Mansion All Modern Amenities, Huge deck,Fire Pit, Hot Tub, Walk to Dine
Louisville, KY
8% off
Price is NZ$14,573
NZ$14,573
NZ$2,082 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Cherokee Triangle
Walk to Dinner, Pubs, Fun- Huge Historic District Home with Poker Room, Fire Pit
Sleeps 14 · 6 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
Historic District Townhouse in City's BEST Location
Sleeps 8 · 2 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
190 reviews(190 reviews)
Regal Mansion w Private Garden in Quiet Area
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Walk to Shops,Restaurants,Bars/PacMan/King Bed/Sleeps 9/Bardstown Rd/Highlands
Sleeps 9 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Hats & Horses – Spacious Stay for Derby Weekend!
Sleeps 10 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Derby City Delight | LUX home in Perfect Location
Sleeps 8 · 4 bedrooms · 3+ bathrooms
8.08.0 out of 10
Very goodvery good
2 reviews(2 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in Cherokee Triangle?
Houses are the most popular style of holiday home in Cherokee Triangle, according to our data. Even if you have something a little different in mind, Bookabach has holiday homes in a variety of shapes and sizes. Filter our options to find your ideal match.
How much does it cost to rent a holiday home in Cherokee Triangle?
Several factors can affect what you’ll pay for your holiday home in Cherokee Triangle, such as the type of property, length of stay and season. But, all of our holiday homes have something in common — unbeatable value. Simply add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Cherokee Triangle?
When you travel and the size and style of the property will determine the cost of your beachside escape. Put in your Cherokee Triangle travel dates to see all your options on Bookabach. Looking for basics like WiFi, or perks like a private pool? Use the filters to choose the amenities and features you want in your holiday home.
Are there pet-friendly holiday homes in Cherokee Triangle?
Good news. There are. Pick from 44 stays that welcome pets in Cherokee Triangle on Bookabach. Our furry companions also need a break, so simply use our search function for pet-friendly holiday homes to book a perfect pad where Spot can get in on the fun.
Can I rent a house with a pool in Cherokee Triangle?
Grab your swimsuit and inflatable unicorn, because there are two houses with a private pool in Cherokee Triangle. Settle in at one of these sought-after holiday homes and make every day a pool day. Simply enter your dates into Bookabach, then use the “pool” filter to find a place to make a splash!
What are popular home amenities in Cherokee Triangle?
When it comes to home amenities that guests are on the lookout for in Cherokee Triangle, a chef, a swimming pool and nearby museums are at the top of the list. With Bookabach holiday homes, you’ll enjoy choices to fit your style and taste, whether you’re going on a holiday with your partner, your family or even pets.
Are there large group holiday homes in Cherokee Triangle?
With nine holiday homes that can sleep 10 guests or more in Cherokee Triangle, there’s no need to keep your invite list short. From fun family holidays to events like birthday parties and weddings, Bookabach can help you find a large group home to suit the occasion.
Are there holiday homes in Cherokee Triangle that welcome kids?
Cherokee Triangle has 44 family-friendly holiday homes. And tracking down a stay that welcomes kids is simple with Bookabach’s “Properties good for families” filter. Besides having the whole place to yourselves, you’ll also get access to perks and conveniences such as extra bedrooms, full kitchens and yards.
What are the top attractions for families in Cherokee Triangle?
You’ll find loads of cool things to see and do with the family in Cherokee Triangle, such as:
- Louisville Slugger Museum
- Louisville Mega Cavern
- Kentucky Kingdom
Are there one-bedroom holiday homes in Cherokee Triangle?
Yes, there are five one-bedroom properties in Cherokee Triangle to choose from. A one-bedroom holiday property is a wonderful choice if it’s just you and your sweetheart or if you’re flying solo. Throw in more space, convenience and privacy compared to a regular hotel, and you’ll be sure to have a memorable getaway.
Can I find two-bedroom holiday homes in Cherokee Triangle?
Cherokee Triangle has 11 two-bedroom holiday properties for you to pick from. Discover a holiday home with all the comfort and space you’re looking for at an attractive price on Bookabach.
Are there holiday homes with WiFi in Cherokee Triangle?
Pick from 18 holiday homes with WiFi in Cherokee Triangle. If you want to disconnect from daily life on your trip, but still want to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Cherokee Triangle?
Cherokee Triangle has 44 holiday homes where you’ll be able to unwind in air-conditioned comfort. To locate a stay on Bookabach offering this amenity, enter your desired travel dates and use the filter tool to select the “air conditioning” box.
How old do you have to be to rent a holiday home in Cherokee Triangle?
You should check with the Cherokee Triangle holiday home you’re considering on Bookabach as age restrictions differ. However, generally it’s 16, 18 or 21.
How long can I rent a holiday home in Cherokee Triangle for?
It’s up to the Cherokee Triangle property. To look over a list of options offering extended stays, simply type your travel dates and guest number into Bookabach. You can enjoy having the whole property to yourself, as well as amenities such as air conditioning, a fully-equipped kitchen and a yard where the kids can run and play. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.