Guest house holiday rentals in Louisville

Carriage House - Crescent Hill (Frankfort Avenue)

Newly constructed carriage house in a charming historic community. Enjoy your own private getaway in the heart of Louisville's Crescent Hill neighborhood. This carriage house features an open kitchen / living concept with two private bedrooms (each has a comfortable queen bed) and a shared bathroom. In close proximity to local shops, restaurants, coffee shops and parks. Located less than 5 miles from downtown Louisville, less than 6 miles from the Expo center, less than 7 miles from the airport

Prospect Guest House

Take it easy at this unique and tranquil getaway. Newly remodeled, new bathroom and kitchenette. We live in the house next door, but guest house is private and very quiet. Nestled in horse country-neighboring horses graze in adjacent fields. Queen bed upstairs, converted sofa queen in loft. Air bed also available. Lots of closet space, extra large bathtub, internet and streaming TV. Great location whether you are touring the Bourbon Trail or attending any of the The Kentucky Derby events!

Chic Derby stay minutes from Churchill Downs!

A modern, open concept space will provide comfort and ease for your Louisville stay! This 2 bedroom, 1 bath apartment features a spacious living room with ample seating, a 65" Smart TV and 2 sleeper conversion chairs that sleep 2 extra people. There's a full kitchen, stocked bathroom, desk & washer/dryer for your convenience! Enjoy plenty of natural light equipped with room darkening shades for privacy. Conveniently located minutes from Downtown, Churchill Downs and the Highlands!

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.

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.

Germantown Carriage House w/garage

Germantown is a quaint neighborhood revitalized with restaurants, coffee shops and pubs. The carriage house has all the amenities for any length of stay, including garage parking with room for bikes. Only 2 miles from downtown Louisville, Germantown is nestled between the energetic and historic Highlands neighborhood, beautiful historic Old Louisville, and hipster NULU. Keyless entry makes for seamless check in and out.

St. Matthews Gem *Pinball *Private Parking

Welcome to your home away from home! This charming 2-bedroom house is located on our property but offers private access and private fenced area. The house features a pinball machine, board games, a Nintendo Switch, and an Xbox—perfect for relaxing after a day of exploring Louisville. Tucked away on a quiet dead-end street, this home offers private driveway parking and convenient highway access.

Quiet & Quaint Carriage House: Sabai Sabai

Welcome to our lovely carriage house located in a quiet neighborhood in Jeffersonville, yet close to all downtown Louisville has to offer! You'll be in for a surprise when you're introduced to the relaxing and quaint living quarters that is "Sabai Sabai." Small town feel, big city access. You are only: 7 Minutes from the KFC Yum! Center 10 Minutes from NULU 15 Minutes from Churchill Downs

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.

Carriage House Loft

Come enjoy our Carriage House loft located in the popular Louisville neighborhood of Crescent Hill. The loft is equipped with wifi internet, TV, and kitchen supplies. You will be within walking distance to some of the most popular establishments in Louisville; including Blue Dog Bakery, Clifton Coffee, and the Parlour Pizza. Short Term License # LIC-STL-26-00068

Strawberry Dreamin' Victorian Carriage House

Enjoy the private, newly-renovated top floor of an eccentric 2-story brick building in the heart of Old Louisville. Originally constructed in the 1800's and now furnished with life’s modern amenities, you’ll appreciate all this unique space offers while being centrally located between NULU, the Highlands, and Germantown’s most enjoyable hangouts.

The Cottage Next Door

Looking for a cozy, clean place to rest your head while you explore? Comfort, simplicity and value- perfect for travelers who care more about adventure than luxury. We offer quiet, efficient and sparkling clean- everything you need to recharge after a day of soaking in the local sights, bites and vibes. Book now and start your next adventure!