Gezinsvriendelijke vakantiewoningen in Highlands

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.

TINY WUNDERHAUS - A Fun, Hometown Experience

Tiny Spaces are all the rave; Here's a chance to try one. In the heart of Louisville's historic Schnitzelburg, an up and coming area full of neat shotgun cottages, whitewashed, and many historic Louisville pubs. It's only 3.5 miles from downtown and approx. 2 from Churchill Downs. It has a full kitchen, bath, in-unit washer/dryer, and sleeping space for 3 adults. This apartment is sure to meet every vacation need. The comfort-tested mattresses are both new with 1.5 - 2in. memory foam toppers.

Charming home walkable to bars & restaurants!

Experience the best of Old Louisville on historic Schiller Ave, where Victorian gothic charm meets modern comfort. Perfect for Bourbon Trail travelers, Derby goers, or business guests, this stylish home features high-speed Wi-Fi, a fully equipped kitchen, Smart TV, and self check-in. Enjoy sleek quartz counters, stainless steel appliances, and a cozy velvet sofa. Steps from top dining, coffee shops, and bars, it’s the ideal home base for exploring Louisville’s food, culture, and bourbon scene!

Spacious and cozy Highlands unit near attractions!

Welcome to this spacious 1-bedroom, 2-bath ground-floor apartment in Louisville's Phoenix Hill. With an open-concept layout, the home offers a smart TV living room, a fully equipped kitchen with drip coffee, and a peaceful queen bedroom featuring an ensuite bathroom with a tub. A second hall bath adds convenience. Enjoy the shared backyard for outdoor relaxation, plus 1 dedicated outdoor parking spot. With reliable WiFi and central HVAC, it's a comfortable base for couples or solo travelers.

Walk to the best spots Louisville has to offer.

Step into the warmth and character of this beautifully restored 1920s bungalow in Louisville’s beloved Historic Highlands. Thoughtfully updated for modern comfort while preserving its vintage charm, this space offers the perfect mix of history and hospitality. You’ll be just steps from the city’s best local restaurants, cafés, and boutiques. Downtown Louisville and NuLu are just minutes away. 5 ml to Churchill Downs Make this gem your home base for experiencing the best of Louisville

Historic Braden Suite in heart of NuLu action

This spacious suite pays tribute to Louisville’s own Anne Braden in true urban style! Located in a lovingly renovated antebellum church (1843), it features a full kitchen, beautiful bathroom, a queen bed, and a sleeper sofa. You'll be in the middle of all Market Street has to offer — steps from Rabbit Hole Distillery, Nouvelle Wine Bar, Garage Bar, and tons more. A 10-minute ride from the airport, you'll be half a mile from Slugger Field, and 1 mile from the YUM! and Convention Centers.

Historic Hideaway w/Free Parking

Situated in the heart of a vibrant neighborhood, you'll find an array of exciting options for dining, drinks, coffee, and shopping right at your doorstep. With numerous restaurants serving diverse cuisines, trendy breweries offering craft beers, cozy coffee shops brewing aromatic blends, and chic boutiques showcasing local fashion and artisanal goods, you'll have plenty of choices to explore and indulge in the local scene. You'll be spoiled for choice with the plethora of options.

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.

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!

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.

The GiGi Airstream, Lakeside at Progress Park

This Gigi is a 2022 Airstream Flying Cloud w/ all the bells and whistles. Everything you need is already here. Perfect for groups, families, or midweek getaways. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.