
Places to stay near Cherokee Park
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Top-rated vacation rentals near Cherokee Park
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Tyler Park Cottage in the Highlands
Adorable, light-filled cottage in the beloved Highlands neighborhood. An easy ten minute walk in one direction will put you on Bardstown Road, full of dining and bars, while a 15 minute walk in the other will land you in the hip Germantown-Schnitzelburg neighborhood. A short (6 minute) drive to downtown, 11 minutes to Churchill Downs. You'll find wireless internet, clean towels and sheets, basic kitchen and bathroom amenities, coffee maker, a flat screen TV with Apple TV, and keyless entry.

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.

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.

Spacious & Artsy Highlands 3 Bedroom for Up to 6
There is more room than meets the eye in this surprisingly spacious and uniquely designed space! The lower level of our house (technically the basement) is designed to be an apartment, offering 1400 sq. ft. of relaxing and spacious fun. This is a great space and value for up to six people. The space is closed off from the rest of the house with total privacy. We’re located in a quiet neighborhood in the Highlands and conveniently located to a diverse set of restaurants, highways and grocery.

Quiet Neighborhood Home With Outstanding Location
Situated on a quiet hilltop neighborhood in Clifton Heights, this is the perfect location for a professional or personal visit to Louisville and very animal friendly. It is within 10 minutes of Downtown, Waterfront Park, Nulu, Frankfort Avenue, the Highlands, the Convention Center, and just 15 minutes from historic Churchill Downs. These neighborhoods feature the best dining and entertainment in the city. Just a block away is the Mellwood Arts Center complex with shops and dining.

Highlands Zen Oasis • Comfy, Clean & Cozy
Awesome Sweet Spot of a Louisville Location! This PRIVATE APT. with SELF CHECK IN + FREE PARKING is in a beautiful, safe neighborhood in the historic Highlands. Quick 2-min walk to magnificent Cherokee Park OR charming Bardstown Road - a multitude of eclectic galleries, bars, restaurants & shops to explore! Conveniently (5-10 min) located to Churchill Downs, Downtown Louisville, Louisville Seminary, NuLu, UofL, Bellarmine, Fair & Expo Center, Yum Center, Waterfront & the Airport⚜️

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.

Quaint Highland's Bungalow
Kick back and relax in this calm, stylish space with equal proximity to beautiful Cherokee Park and all the shops and restaurants on Bardstown Road in the popular Highland's neighborhood. Two bedroom, one and a half bath, completely updated one hundred-year-old home. The backyard offers a beautiful firepit with Adirondack chairs, a patio with dining area and Traeger Grill and plenty of room in the landscaped backyard to throw a ball. Three day minimum stay.

Flawlezz Stays
Kick back and relax in this calm, stylish space. Flawlezz Stays provides a home away from home, with gorgeous views of the downtown louisville skyline. This unit is very spacious, safe, very clean and accommodated with everything you will need during your luxurious stay. It's rooftop accessible with a entertainment hub and more. Scenic trails along the Falls of Ohio State Park. Some of the best restaurants just minutes away.

The Caldwell Highlands/Germantown
Welcome to The Caldwell, a Germantown/Highland area home that includes three bedrooms, one and half bathrooms and sleeps up to five people. The home is within walking distance of several restaurants, bars, retail and vintage stores, and entertainment venues including the Germantown Gables, Logan Street Market and Old Forester’s Paristown Hall. The home features a covered deck, a fenced-in yard as well as home gym.
Popular amenities for vacation rentals near Cherokee Park
Condo rentals with wifi

The Derby City Loft, luxury, walk to museum row

Cherokee Park Hideaway

Swanky 2 LEVEL CONDO WALK TO Everything Highlands!

Hidden GEM, newly furnished in a safe, great area

The Sweet Spot! - Live Like a Local

The Garret in Butchertown's Bed N Brothel

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace

★ Victorian Louisville ★ 1000 sqft Glassworks Loft
Family-friendly house rentals

Colonel Lou Lou's

Bourbon Belle- Cozy Germantown home with parking!

Scandinavian Retreat: Cozy Stay near Louisville

Lil Blue-Cheerful, fully renovated & updated home

502 House @ Progress Park w/ Game Room

Historic Hideaway w/Free Parking

Highlands Bishop Cottage-Walkable

Louisville's Central "Lilly Pad"
Apartment rentals with air conditioning

NEW! Cozy, Private Highlands Studio

Cozy Bardstown Rd Apt | W/D, Fast WiFi, Parking

Falls City Loft - Free parking!

Studio Apt Near Downtown Louisville

Sun-filled Phoenix Hill Studio

Basement Apartment in Germantown

Seneca View

Remodeled Riverfront Unit - Porch with River View
Other great vacation rentals near Cherokee Park

Highlands - Elegant Calm Clean & Green - Walkable

Carriage House Loft

Historic Cabin by Bourbon Trail

Germantown Carriage House w/garage

Kentucky Hug: A Modern Shotgun for Bourbon Elites

*BRAND NEW* Gem of Germantown Private Derby Suite

Loxley’s Haven on Sherwood

The Cottage @ Mellwood
Destinations to explore
- Kentucky Exposition Center
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Churchill Downs
- Louisville Slugger Field
- Hoosier National Forest
- Waterfront Park
- Kentucky International Convention Center
- University of Louisville
- Louisville Slugger Museum & Factory
- Jefferson Memorial Forest
- Muhammad Ali Center
- Falls of the Ohio State Park
- Castle & Key Distillery
- James B Beam Distilling
- Angel's Envy Distillery
- Bernheim Arboretum and Research Forest
- Marengo Cave National Landmark
- Bardstown Bourbon Company
- Frazier History Museum
- Big Four Bridge
- Four Roses Distillery Llc
- Kentucky Science Center





