
Places to stay near Cherokee Park
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Top-rated holiday rentals near Cherokee Park
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Chic, Luxurious Carriage House in Ideal Location
Selected by Architectural Digest as best Airbnb in Kentucky. Sink into the rounded, studded armchair under exposed wooden beams at a characterful retreat with minimal, modern style. This historic space contrasts deluxe touches including the 6-foot soaking tub with sash windows and a sliding barn door. This fully furnished apartment is perfect for a getaway weekend or for short to medium rental as an executive apartment. The historic property has been lovingly renovated as a luxurious apartment with high-end finishes while maintaining the historic character of its past as a carriage house. You enter the apartment through a hallway that houses a dedicated washer and dryer. Upstairs features a large living/working space, a beautiful kitchen with brand new-high end appliances, and a 50" 4K smart TV. The sliding barn door separates the bedroom, where you will also find a large walk-in closet, a marble bathroom with a 6 foot soaking tub, and a brand new queen sized Tuft and Needle mattress. We will meet our guests and orient them to the house and neighborhood, or provide self check-in depending on preference. For the remainder of your stay, we will be close by for any additional needs. Cherokee Triangle is one of the most historic neighborhoods in Louisville, built in the late 19th century and part of the larger Highlands area. The tree-lined streets are a short walk from the restaurants, bars, and boutiques on Bardstown Road. You do not need a car around here - everything is a short walk away. Parks, restaurants, shops, grocery stores are all within 5 minutes on foot. Downtown or Churchill Downs are is a 5-10 minute drive away. Street parking is available.

Carriage House - Crescent Hill (Frankfort Avenue)
Newly constructed carriage house in a charming historic community. Enjoy your own private getaway in the heart of Louisville's Crescent Hill neighborhood. This carriage house features an open kitchen / living concept with two private bedrooms (each has a comfortable queen bed) and a shared bathroom. In close proximity to local shops, restaurants, coffee shops and parks. Located less than 5 miles from downtown Louisville, less than 6 miles from the Expo center, less than 7 miles from the airport

Bourbon Trail Spacious Backyard NEW HotTub Grill!
The Burnt Barrel, discover your vibrant Louisville getaway! Perfect for couples, business travelers, or event visitors, this cozy home offers high-speed Wi-Fi and a dedicated workspace, fully equipped kitchen, and a NEW hot tub and grill for you to enjoy! Guests rave about its comfort, walkable location, and modern amenities. Enjoy nearby bars and restaurants all just minutes from downtown, UofL Health, and the Convention Center. Experience true Louisville charm and convenience! Book a stay now!

Action City! Extravaganza at Bardstown Rd!
In the HEART of the Highlands, this spot sits near the corner of the main strip- just steps to Bardstown Rd. A few minutes drive to anywhere in city limits! And exactly where YOU want to be! Action Packed: Restaurants, Shopping, Bars, Parks, and Church- all walkable. A surprise local GIFT CARD given with each stay! This place is stylish, chic, cozy, and extremely quiet, as double pane windows have been installed. Recently renovated, it houses all the essentials for a weekend or week long stay.

Kentucky Hug: A Modern Shotgun for Bourbon Elites
A “Kentucky Hug” is the warm feeling one gets after sipping whiskey. Get that feeling at this renovated shotgun home in centrally and conveniently-located Irish Hill! One block away from Baxter Ave-- the original Highlands! One mile to a few urban bourbon distilleries. A quick Lyft to NULU, Butchertown, Clifton, the convention center, and KFC Yum Center. Easy access to I-64, I-65, and I-71. Walking distance to Headliners Music Hall, Gravely Brewing, and other great eats. Permit No: STR926031

Walking Bridge, Putt Putt House
NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

ArTisTs CoTTaGe
Enjoy peaceful privacy with center city convenience! Bright, open ambiance. Art and music supplies, books, toys, games, CD's, movies. Two decks and a covered patio. Found art gardens and galleries. Fully equipped kitchen with granite counters. Large windows in downstairs bedroom with queen bed and gas fireplace. Ladder access to queen bed in skylit loft. A perfect getaway for artists/writers on retreat, solo adventurers, couples, business travelers and small families with well behaved kids.

Highlands Happy Place, Downtown, EXPO, highlands
Look no further, you have found Your HAPPY PLACE! Welcome to the Cherokee Triangle, the safest & most walkable neighborhood close to downtown Louisville! This charming apt. home is the entire 2nd floor of this adorable cottage style Highland's home. 3 bedrooms and 2 baths - this home contains 4 beds, 1 King, 1 Queen, 1 full and 1 twin bed (plus 1 twin roll away bed). Great for business travelers, or 4 or 5 friends/family members that all need their own bed! You have found your HAPPY PLACE!

Highlands Carriage House
Secluded Retreat in the Heart of the Highlands! Perfect for DERBY! Our carriage house is perfectly located in the heart of all Louisville has to offer. We are only steps from the finest dining, entertainment, pubs, shopping, parks, and coffee in Louisville. Bustling and eccentric Bardstown Road is only half a block away, yet the Carriage House feels secluded and very private. It is located 5 miles from Churchill Downs, 7 miles from the airport, and 2 miles from downtown.

Haus on Speed, charming 2nd floor apartment
Welcome to the Haus on Speed! Please note that if you have mobility issues, the apartment is on the 2nd floor and you will need to be able to climb about 20 carpeted steps. There are also 6 exterior steps when walking up from the sidewalk. Walk to anything from our charming 100+ year old Highlands home in one of Louisville's more vibrant & loved neighborhoods! This home is thoughtfully furnished to include all the comforts you could need during your stay.

NuLu Central - Red Tree Lofts
An Eclectic 2,500 sq ft "bohemian style" Urban Loft ~ Sleeps 5 guests ~ with 3 Private Bedrooms, Bath and a half, Huge Living-room, Dining-room, Kitchen and Large seating /TV area. Bourbon Trail Adventurers: Red Tree Lofts is an easy walk to Distilleries, Whiskey Row, and Tour pick-ups. Located in the Center of NuLu ~ Louisville's Art District ~ the city's most exciting area for all Locally Owned Shops, Bars, Distilleries, Restaurants and Breweries.

My Old Kentucky Dome
An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.
Popular amenities for holiday rentals near Cherokee Park
Apartment rentals with wifi

LOCATION! LOCATION! Downtown Luxury 4th St LIVE!

Hidden GEM, newly furnished in a safe, great area

The Sweet Spot! - Live Like a Local

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace

City Loft Escape with River Views! By Hollyhock

★ Victorian Louisville ★ 1000 sqft Glassworks Loft

Downtown Condo | Private 1 CAR Garage & Balcony

The Highlands Modern Condo
Family-friendly house rentals

Colonel Lou Lou's

Walk to Bars & Restaurants! | 3BR Highlands Stay

Beloved home w/parking! Early Bird Discounts!

Location Location Location

Historic Hideaway w/Free Parking

Highlands Haven | Walkable | Charming Area

The Jungalow: 65" 4K TV, memory foam, kid-friendly

Lovely Home Steps to Restaurant Row
Apartment rentals with air conditioning

Highlands Zen Oasis • Comfy, Clean & Cozy

1 Bedroom Apt in Highlands Home w/private patio

Contemporary Studio in NuLu Arts District

Apartment on Frankfort Ave: Walkout Basement

Falls City Loft - Free parking!

Downtown Luxury 1BR Apt near Louisville KY

cozy two bedroom apartment

Stylish DT Apt • King Bed, Gym, Pool + Hot Tub
Other great holiday rentals near Cherokee Park

Lovely first floor apartment with free parking!

TINY WUNDERHAUS - A Fun, Hometown Experience

NEW 3BR Near Everything | King Beds | Game Room

Nature's Edge-An Oasis in the Highlands

Old Louisville Apartment at Brown & Williamson

Historic Gaffney House, Exclusive River Estate

Germantown Home with Hot Tub

The Clifton House, Unit 1
Destinations to explore
- Buffalo Trace Distillery
- Kentucky Derby Museum
- Kentucky Exposition Center
- Churchill Downs
- Kentucky Kingdom & Hurricane Bay
- Louisville Slugger Museum & Factory
- Valhalla Golf Club
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Big Four Bridge
- Falls of the Ohio State Park
- Kentucky Science Center
- Waterfront Park
- James B Beam Distilling
- Evan Williams Bourbon Experience
- University of Louisville
- L&N Federal Credit Union Stadium
- Four Roses Distillery Llc
- Kentucky International Convention Center
- Castle & Key Distillery
- Jefferson Memorial Forest
- Marengo Cave National Landmark
- Abraham Lincoln Birthplace National Historical Park




