
Places to stay near Cherokee Park
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Top-rated vacation 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.
4.95 out of 5 average rating, 331 reviews
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!
4.97 out of 5 average rating, 160 reviews
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⚜️
4.96 out of 5 average rating, 161 reviews
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.
4.98 out of 5 average rating, 336 reviews
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.
4.92 out of 5 average rating, 296 reviews
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.
4.98 out of 5 average rating, 176 reviews
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.
5.0 out of 5 average rating, 146 reviews
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!
4.92 out of 5 average rating, 144 reviews
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!
4.93 out of 5 average rating, 135 reviews
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.
4.93 out of 5 average rating, 1246 reviews
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.
4.84 out of 5 average rating, 141 reviews
Basement Abode in Cherokee Park
At our one bedroom (king bed) basement abode you will have your own private entrance in the back of the main home in the Historic Cherokee Park neighborhood. Quiet and secure with a location that simply cannot be beat. Plan on parking your car and walking to the best park, restaurants, local shops and bars in Louisville. We are dog friendly! :)
4.85 out of 5 average rating, 419 reviewsPopular amenities for vacation rentals near Cherokee Park
Condo rentals with wifi

Hidden GEM, newly furnished in a safe, great area
4.96 out of 5 average rating, 167 reviews
Cozy penthouse with entertainment and food nearby
4.93 out of 5 average rating, 254 reviews
The Garret in Butchertown's Bed N Brothel
4.97 out of 5 average rating, 276 reviews
The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace
4.96 out of 5 average rating, 149 reviews
Swanky 2 LEVEL CONDO WALK TO Everything Highlands!
4.97 out of 5 average rating, 157 reviews
Walk to Bourbon Trail | NULU Gem | Gated Parking
4.99 out of 5 average rating, 128 reviews
Charming Penthouse/Rooftop Patio/Downtown
4.98 out of 5 average rating, 189 reviews
The Sweet Spot! - Live Like a Local
4.96 out of 5 average rating, 296 reviewsFamily-friendly house rentals

Cozy cottage, pets, private, convenient, parking
4.99 out of 5 average rating, 169 reviews
The Cherokee Charmer-Entire House Prime Location
4.82 out of 5 average rating, 181 reviews
Hip Highlands Victorian- Sleeps 8- Walk Everywhere
4.96 out of 5 average rating, 217 reviews
Quiet Neighborhood Home With Outstanding Location
4.9 out of 5 average rating, 345 reviews
502 House @ Progress Park w/ Game Room
4.97 out of 5 average rating, 262 reviews
Thompson Hideaway
4.96 out of 5 average rating, 343 reviews
The Caldwell Highlands/Germantown
4.93 out of 5 average rating, 199 reviews
DOWNTOWN LOUISVILLE ⭐ Expo Center⭐ 3 BR, 2 BT
4.94 out of 5 average rating, 461 reviewsApartment rentals with air conditioning

Quiet 2 Bed 1 Bath in Crescent Hill
4.9 out of 5 average rating, 249 reviews
The Point at Story and Frankfort Avenue
4.86 out of 5 average rating, 318 reviews
NuLu 1 Block|Walk to DT|Parking|W&D|*Derby Loft*
4.98 out of 5 average rating, 433 reviews
Walk to the best spots Louisville has to offer.
4.87 out of 5 average rating, 674 reviews
1 Bedroom Apt in Highlands Home w/private patio
4.89 out of 5 average rating, 138 reviews
cozy two bedroom apartment
4.97 out of 5 average rating, 153 reviews
Flawlezz Stays
4.98 out of 5 average rating, 115 reviews
Spacious & Artsy Highlands 3 Bedroom for Up to 6
4.98 out of 5 average rating, 329 reviewsOther great vacation rentals near Cherokee Park

Comfortable-relaxed space to find your inspiration
4.96 out of 5 average rating, 245 reviews
Action City! Extravaganza at Bardstown Rd!
4.97 out of 5 average rating, 167 reviews
*BRAND NEW* Gem of Germantown Private Derby Suite
5.0 out of 5 average rating, 342 reviews
Tyler Park Cottage in the Highlands
4.87 out of 5 average rating, 372 reviews
Highlands Lookout-3BR 3.5BA-Walk to Tons +Parking
4.95 out of 5 average rating, 122 reviews
~Modern~Luxury 3BR~Walkable~Patio heater
5.0 out of 5 average rating, 89 reviews
Central location! Walk to shops & restaurants
4.84 out of 5 average rating, 90 reviews
The Cottage @ Mellwood
5.0 out of 5 average rating, 52 reviewsDestinations 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
- Marengo Cave National Landmark
- Bardstown Bourbon Company
- Bernheim Arboretum and Research Forest
- Big Four Bridge
- Four Roses Distillery Llc
- Kentucky Science Center





