Guesthouse vacation rentals in Louisville

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Top-rated guesthouse rentals in Louisville

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A wooden deck featuring a clean railing surrounds a doorway, with two tall windows flanking it. Potted plants are placed on the ledge beneath the windows. Sunlight filters through the leaves of a nearby tree, creating a fresh and inviting appearance.

Guesthouse in Crescent Hill

4.89 out of 5 average rating, 132 reviews

Cottage Park Carriage House. Rest w/Hollyhock

The Carriage house is located behind a historic mansion in beautiful Crescent Hill. Situated next to a park, this ideal location is still one block away from Frankfort Ave. shopping & dining, conveniently located near downtown, Churchill Downs, & four blocks from the Largest park in downtown Louisville. Newly designed and renovated-includes two separate bedrooms, office area, full kitchen, bathroom, & laundry. Free wifi, & parking. Refresh and relax in this satisfying getaway!

Top guest favorite

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.

Guesthouse in Louisville

4.98 out of 5 average rating, 284 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.

Guest favorite

A charming cottage features a stone exterior with decorative window boxes filled with flowers. A gravel path leads to the entrance, while a covered patio area is visible alongside the structure. The surrounding yard is spacious and green, offering a serene outdoor environment.

Guesthouse in Jeffersonville

4.87 out of 5 average rating, 206 reviews

The Cottage Next Door

This charming open concept cottage has all the amenities including full kitchen, laundry, one bedroom with in suite full bath, patio, parking, fire pit, WiFi and so much more. You’ll love this place because of the ambiance, privacy, outdoor space, people and location. A lovely space to unwind and relax after a busy day whether it is work or play. We are a short 10/15 minutes drive to Louisville, Ky. Shared driveway, two parking spaces available. We do not allow pets.

Guest favorite

A winding walkway leads through a lush green landscape, flanked by tall trees. The pathway, lined with soft gravel, guides visitors toward a quaint cottage nestled among the foliage, inviting exploration of the serene outdoor environment.

Guesthouse in Shelbyville

4.97 out of 5 average rating, 109 reviews

Cottage of Eden. Bourbon Trail Stay in Shelby Co.

Listen to the birds sing as the walkway guides you to your quaint cottage getaway. Take in nature, as you’re surrounded by trees, near our sweet chicken coop and a creek that flows down from the deck - all while only 10min from town. Special touches were added of Kentucky Derby photos, books, kitchenware, Bourbon Trail glasses and bourbon barrel heads with local distilleries. The dining table top is even made of wood from Shelby County’s own Bulleit Distilling Company.

Top guest favorite

The exterior of a traditional shotgun home is featured, showcasing classic architecture with prominent columns and a welcoming front porch. Steps lead to the entrance, flanked by decorative plants in a planter and a small garden area, inviting guests to enjoy the pleasant surroundings.

Guesthouse in Germantown

4.96 out of 5 average rating, 230 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.

Guest favorite

The exterior of the cottage is highlighted in soft orange light against a snowy backdrop. Snow blankets the roof and surrounding trees, while two windows on either side of the door create a welcoming glow in the evening light.

Guesthouse in Louisville

4.97 out of 5 average rating, 130 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 newly completed 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.)

Top guest favorite

A charming bathroom features exposed brick walls and a vintage appeal. A white vanity with a sink is complemented by a wall mirror. Shelving holds neatly folded towels, while natural light enters through wooden shutters. A decorative tile floor adds character to the space.

Guesthouse in Old Louisville

4.99 out of 5 average rating, 135 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.

Top guest favorite

The exterior of a café is depicted, featuring a tan stone façade and a brown awning. Black metal patio tables and chairs are arranged in front of the entrance, shaded by large umbrellas. A sign with the café's name is prominently displayed beside the door.

Guesthouse in Germantown

4.96 out of 5 average rating, 756 reviews

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.

Guest favorite

A newly remodeled bathroom features a gray color palette, complemented by a large window allowing natural light. A white cabinet and a basket of towels provide storage, while a decorative vase sits on the countertop, enhancing the serene atmosphere.

Guesthouse in Jeffersonville

4.85 out of 5 average rating, 171 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

Superhost

The exterior of the guest house is shown at dusk, featuring a covered porch with seating options and a large grassy area. A fire pit encircled by stones sits in the foreground, surrounded by a calm, open landscape. Soft lighting illuminates the structure.

Guesthouse in Mount Washington

4.78 out of 5 average rating, 427 reviews

Kentucky Derby Guest House

The Kentucky Derby guest house is an affordable place to stay that’s comfortable with plenty of room. Sleeps 6 comfortably with 3 queen beds w/ linens but there is plenty of room for more guests with SELF SUPPLIED air mattresses and bedding, we do not supply them. Great for an overnight stay on a road trip , or a multi day getaway while you’re in Ky visiting the Bourbon Trail.

Top guest favorite

A modern kitchen drawer is open, revealing a wooden organizer filled with stainless steel cutlery and utensils. A sleek countertop made of white marble with gray veining is visible above, complemented by a dark cabinetry below.

Guesthouse in Louisville

4.93 out of 5 average rating, 994 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.

Guest favorite

A landscaped outdoor space features a wooden deck with green chairs and a table, surrounded by trees and lush foliage. A fire pit is visible on the deck. In the background, a garage with blue siding is set within the tranquil yard, which includes play equipment.

Guesthouse in Crescent Hill

4.83 out of 5 average rating, 505 reviews

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-24-00014