
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.

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 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.

Best Location in the City-2 Story Patio & Hot Tub
The Saddle Inn has everything you need for your upcoming stay. Situated in the heart of the city and walking distance to the best restaurants and bars in town, you are booking convenience when you book our home. This house has vintage Kentucky flare with modern furnishings & updates. It boasts 3 bedrooms, a 2 story patio, hot tub, fire pit, ping-pong table, shuffleboard, and all the bourbon barrels one can hope for in Kentucky. There's no better location than this one.

Comfortable-relaxed space to find your inspiration
Located in the Germantown neighborhood of Louisville, this peaceful efficiency apartment in a traditional "shotgun" home, built in the 1890s, is within 10 minutes of nearly all of Louisville’s airport traveler’s attractions. Guests enjoy great sleep on top bedding and attention to detail. Sit on the front porch and let time slip by or spend the evening with a relaxing drink or meal in one of the neighborhood’s hip local eateries and bars. Plan your next journey.

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.

Location! Corner downtown condo!
Welcome to your stylish urban retreat in the heart of downtown Louisville! This studio corner unit condo boasts modern amenities and stunning city views through floor-to-ceiling windows. With an updated bathroom and kitchen, plus a location within walking distance to the KFC YUM Center, shops, and restaurants, this condo offers the perfect blend of comfort and convenience for your stay in Louisville. Book now and experience the best of Louisville living!

Cozy Bardstown Rd Apt | W/D, Fast WiFi, Parking
Whether you're sampling local cuisine, discovering unique boutiques, or simply soaking in the vibrant atmosphere, this delightful retreat allows you to immerse yourself in Louisville's Highlands neighborhood. This inviting 1 BR 1 BA 1st-floor unit is ideally positioned on Bardstown Rd for easy access to all. Need extra space? There is a queen pullout couch in the living room and a couple air mattresses. Looking for bourbon tours? We have connections!

The Point at Story and Frankfort Avenue
The Point is a spacious and completely renovated one bedroom (king) apartment. You will absolutely love the huge sectional couch while watching your favorite shows on the 65" smart TV. Unit very close to downtown with tons of options for local restaurants, breweries, bourbon tours and bars. Building is located in the heart of Butchertown right down the street from the new Botanical gardens, Nulu, walking bridge and soccer stadium.

HIghlands Modern Get Away
Ideal, quiet place in the highlands. You have the apartment over the garage. You'll have a place all to yourself with most the amenities of your own home. Studio apartment with a balcony if you decide to hang out and relax for the evening. There is a cook top, but no oven in the kitchen. Park in the driveway in front of the garage. Pets are welcome, plz add them when booking.

Walk to Clifton: Pet-Friendly Home, Fenced Yard
Stylish retreat in Historic Clifton, a charming 600 sq ft shotgun home (1900s) with modern updates. Steps from vibrant Frankfort Ave shops & restaurants. Features King bed, pull-out sofa, fully equipped kitchen, fenced yard, and fire pit. Dog-friendly! Comfortably fits 2-4 guests. Explore Highlands, Nulu, and Downtown Louisville easily. A unique blend of history and comfort.
Popular amenities for holiday rentals near Cherokee Park
Apartment rentals with wifi

Cozy penthouse with entertainment and food nearby

Hidden GEM, newly furnished in a safe, great area

The Garret in Butchertown's Bed N Brothel

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace

Walk to Bourbon Trail | NULU Gem | Gated Parking

Swanky 2 LEVEL CONDO WALK TO Everything Highlands!

The Sweet Spot! - Live Like a Local

Boutique Downtown Loft - Private One Car Garage!
Family-friendly house rentals

Quiet Neighborhood Home With Outstanding Location

Stay Footsteps from the Action in the Highlands

Cozy cottage, pets, private, convenient, parking

DOWNTOWN LOUISVILLE ⭐ Expo Center⭐ 3 BR, 2 BT

The Caldwell Highlands/Germantown

The Cherokee Charmer-Entire House Prime Location

Historic Home in a Walkable & Central Location!

Hip Highlands Victorian- Sleeps 8- Walk Everywhere
Apartment rentals with air conditioning

NuLu 1 Block|Walk to DT|Parking|W&D|*Derby Loft*

Luxe speakeasy-inspired condo in the heart of NuLu

Haus on Speed, charming 2nd floor apartment

Flawlezz Stays

Walk to the best spots Louisville has to offer.

Private Highlands Apt • Free Parking • Walkable

Spacious & Artsy Highlands 3 Bedroom for Up to 6

cozy two bedroom apartment
Other great holiday rentals near Cherokee Park

My Old Kentucky Dome

Carriage House Loft

Basement Abode in Cherokee Park

Action City! Extravaganza at Bardstown Rd!

*BRAND NEW* Gem of Germantown Private Derby Suite

Tyler Park Cottage in the Highlands

The Cottage @ Mellwood

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





