Guesthouse vacation rentals in Jefferson County

4.97 out of 5 average rating, 867 reviews

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.

FamilyValueHospitality

A spacious living area is furnished with a dark sectional couch and two wooden coffee tables. A dining table with four chairs is positioned nearby. The room features light wood flooring and is complemented by a window and an air conditioning unit.

4.95 out of 5 average rating, 121 reviews

Breakfast At Tiffany's

This private detached in-law suite with driveway access will make you feel like your staying with family. An open plan living area let's you relax and feel at home while enjoying a modern kitchen, spacious shower, and cozy bedroom with a vaulted ceiling and exposed brick. We're located within walking distance of Charlie Vettiner Golf Course and Park so if you have an early tee time, a long game, or come into town for a Pickle Ball tournament, you're welcome to stay with family in our suite.

ValueFamilyAccuracy

A cozy living area features a spacious sectional sofa facing a television. Natural light filters through the windows, illuminating the dining table adorned with a decorative bowl of assorted items. The kitchen area is visible, enhancing the open layout of the space.

4.92 out of 5 average rating, 313 reviews

Charming Carriage House with 2 private baths.

Our home and Carriage House in is an extremely nice, safe beautiful neighborhood. I know many guests including myself are even more concerned with cleanliness. Rob and I have always taken extreme pride in assuring our guest house is spotless. However, we have taken it up another notch. We have purchased a Utilizer that sanitizes areas with it's ultraviolet light. We use this machine after each guest to ensure the air and every surface is sanitized. It is truly home away from home!!!

FamilyLocationCleanliness

4.92 out of 5 average rating, 242 reviews

A green barn structure with a metal roof is visible. The building features multiple windows and doors on the front, surrounded by well-kept grass and trees. A circular driveway approaches the barn, enhancing accessibility.

Guesthouse in Georgetown

Indian Creek Barn Cottage w/ EV & RV Charger

Private barn cottage in the knobs of Kentuckiana located on a 12 acre horse farm, recently renovated into a cozy comfortable space. The barn cottage is private space with 500 sqft, fully furnished 1 bedroom, 1 bath with living area, kitchenette equipped with a microwave, toaster, coffee maker, and mini refrigerator. Located just outside of New Albany, IN and less than 15 minutes to Louisville, KY allowing for the relaxation of the countryside, while also enjoying the city attractions!

ValueFamilyHiking

The spacious living area features large, historic arched windows that allow natural light to fill the room. A comfortable blue sofa is positioned near a circular dining table, complemented by a modern ceiling light fixture and a flat-screen television mounted on the wall.

4.99 out of 5 average rating, 104 reviews

Lavish church suite with choir loft

Indulge yourself with soaring ceilings, chef's kitchen, luxurious king bed, and soaking tub, all in a landmark church surrounded by Louisville's hottest neighborhood, NULU. Our grandest renovation at the Holy Goat, The Revival Loft, lets you gaze through large, historic church windows while sipping your morning coffee or evening bourbon. Built in 1843 this former church is now home to one of Louisville's most unique guest houses, steps from the city's best food, drink, and culture.

LocationValueAir conditioning

An open concept living area presents a spacious layout with a red leather sofa and two black chairs surrounding a circular coffee table. A large Smart TV is mounted on the wall, and the area leads to a fully equipped kitchen, while natural light fills the space.

4.9 out of 5 average rating, 111 reviews

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!

ValueLocationComfort

A charming balcony features a wooden table surrounded by four slatted chairs. A potted fern hangs gracefully from the angled ceiling, with views of lush greenery visible beyond the railing, creating a serene outdoor space.

4.98 out of 5 average rating, 334 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.

LocationValueTV

A spacious bedroom features a large bed with dark bedding centered on wooden floors. Two cozy armchairs are positioned nearby, complemented by a vibrant area rug. A decorative mirror and framed artworks adorn the walls, while a bookshelf holds an array of books, adding character to the space.

4.96 out of 5 average rating, 245 reviews

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.

FamilyValueCleanliness

A welcoming living area features exposed brick walls, highlighting a vintage painting. A leather sofa and a floral upholstered couch are positioned around a wooden coffee table. Natural light enters through tall windows, complemented by sheer curtains that gently frame the view.

4.98 out of 5 average rating, 185 reviews

Charming Carriage House in Old Louisville

Charming carriage house in historic Old Louisville neighborhood near Churchill Downs, convention center and downtown attractions. Unique, newly renovated space with 3 bedrooms, 3 queen beds/1 twin bed, 2 full baths each with shower, kitchen, patio/deck and 5G high speed internet. Also 2 Roku TVs with popular streaming channels like Fubo, Prime, Apple TV and Netflix, washer/dryer, parking spots at back of house plus on street parking in front of Carriage house.

ValueLocationHeating

The bedroom features a spacious king-sized bed, adorned with decorative pillows, and a stylish ceiling fan above. A wooden chest sits at the foot of the bed, complemented by a desk and chair in the corner. Natural light enters through window treatments, illuminating the room.

4.97 out of 5 average rating, 148 reviews

The City Cottage…quiet, peaceful, and convenient!

A quaint, cozy, and private space close to everything Louisville has to offer. Located on the Northeast side of Louisville, The City Cottage is near the highways for quick access to destinations in and around Louisville. This space is fresh, clean and created for guests in mind. Are you a couple traveling or a business person wanting more room and comfort than a typical hotel? The City Cottage is for you! (Three night minimum during Derby time.)

LocationValueOutdoor spaces

Guesthouse in Jeffersonville

A serene bedroom features a spacious bed adorned with plaid and vibrant orange pillows. A bedside table with a small lamp sits next to a window, allowing natural light to fill the room. Inspirational wall art adds a personal touch to the calming blue backdrop.

4.86 out of 5 average rating, 229 reviews

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

FamilyValueKitchen

A blue carriage house is viewed from the driveway, surrounded by greenery and blooming trees. Steps lead to an upper balcony, offering outdoor potential. The driveway provides easy access to the garage, emphasizing a sense of space and privacy.