
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.

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.

Germantown Carriage House w/garage
Germantown is Louisville's place to be! The carriage house has all the amenities for any length of stay, including garage parking with room for bikes. Less than 3 mi from Churchill Downs, Sept concert venues and downtown. Germantown is nestled between the energetic and historic Highlands neighborhood, beautiful historic Old Louisville, and hipster NULU. Walk to a variety of restaurants, pubs and local music. Cotton sheets, unscented laundry products. Keyless entry makes for easy check in.

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.

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.

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!

Trendy Tiny Home w/ King Bed Loft
Unique experience in style! Enjoy a weekend or an extended stay at this charming carriage house just walking distance to popular restaurants, breweries and local shops. The location is perfect! Inside you'll find a fully equipped kitchen, bathroom, living room with a 55" smart tv, a dedicated work space/desk and a king sized bed in the loft. Guests will have privacy with self-check in smart locks and a dedicated parking space. We can't wait to host you!

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.
Popular amenities for vacation rentals near Cherokee Park
Condo rentals with wifi

Cherokee Park Hideaway

The Greatest penthouse in the heart of city

Hidden GEM, newly furnished in a safe, great area

Walk to Bourbon Trail | NULU Gem | Gated Parking

The Garret in Butchertown's Bed N Brothel

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace

Charming Penthouse/Rooftop Patio/Downtown

Swanky 2 LEVEL CONDO WALK TO Everything Highlands!
Family-friendly house rentals

Lil Blue-Cheerful, fully renovated & updated home

Quiet Neighborhood Home With Outstanding Location

Historic Hideaway w/Free Parking

Highlands Bishop Cottage-Walkable

Historic Home in a Walkable & Central Location!

Colonel Lou Lou's

The Whiskey Stop! A Spacious Highlands Retreat

Thompson Hideaway
Apartment rentals with air conditioning

Cozy 1 bedroom apartment in Historic Clifton

Renovated Riverfront Apartment with Elevated Deck

Falls City Loft - Free parking!

NEW! Cozy, Private Highlands Studio

Studio Apt Near Downtown Louisville

Spacious & Artsy Highlands 3 Bedroom for Up to 6

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

1 Bedroom Carriage House
Other great vacation rentals near Cherokee Park

Tyler Park Cottage in the Highlands

Highlands Lower Level Studio Guest Suite

My Old Kentucky Dome

Historic Cabin by Bourbon Trail

Basement Abode in Cherokee Park

Bourbon Trail Spacious Backyard NEW HotTub Grill!

Cozy cottage, pets, private, convenient, parking

The Cottage @ Mellwood
Destinations to explore
- Kentucky Exposition Center
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Kentucky Derby Museum
- Louisville Slugger Field
- Hoosier National Forest
- Waterfront Park
- University of Louisville
- Kentucky International Convention Center
- 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
- Big Four Bridge
- Bernheim Arboretum and Research Forest
- Bardstown Bourbon Company
- Frazier History Museum
- Marengo Cave National Landmark
- Four Roses Distillery Llc
- Kentucky Science Center
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