Guesthouse holiday rentals in Jefferson County

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Jefferson County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Prospect

5.0 out of 5 average rating, 33 reviews

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, brand new sofas/pull out beds upstairs and downstairs. 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!

15 – 22 Nov

$1,425 AUD total

Guest favourite

Guesthouse in Louisville

4.93 out of 5 average rating, 285 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!!!

2 – 9 Aug

$1,409 AUD total

Guest favourite

Guesthouse in Georgetown

4.92 out of 5 average rating, 189 reviews

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!

27 Oct – 3 Nov

$1,161 AUD total

Superhost

Guesthouse in Louisville

4.87 out of 5 average rating, 110 reviews

Park Carriage House. Rest & Explore with 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!

3 – 10 Feb

$3,184 AUD total

Guest favourite

Guesthouse in Jeffersonville

4.88 out of 5 average rating, 181 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.

18 – 25 July

$1,372 AUD total

Guest favourite

Guesthouse in Louisville

4.98 out of 5 average rating, 245 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.

1 – 8 Sept

$1,403 AUD total

Guest favourite

Guesthouse in Louisville

4.91 out of 5 average rating, 453 reviews

Cute Carriage House off Frankfort Avenue

Welcome to "The Cute Carriage House at Frankfort Avenue". Experience serenity in a genuine "tiny house” that comfortably accommodates two people. There are several sleeping options that I will mention below. We are located a short block from premier restaurants and shops on Frankfort Avenue in the classy Clifton Neighborhood...and close to Cherokee Park and the cool Bardstown Road. FYI https://www.leoweekly.com/2020/10/the-winners-of-the-2020-readers-choice-awards/

3 – 10 Sept

$857 AUD total

Guest favourite

Guesthouse in Louisville

4.95 out of 5 average rating, 221 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.

3 – 10 Aug

$901 AUD total

Guest favourite

Guesthouse in Louisville

4.97 out of 5 average rating, 112 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.)

15 – 22 July

$2,311 AUD total

Guest favourite

Guesthouse in Louisville

4.96 out of 5 average rating, 664 reviews

Germantown Carriage House w/garage

Germantown is a quaint neighborhood revitalized with restaurants, coffee shops and pubs. This newly constructed carriage house has all the amenities for any length of stay, including garage parking with room for bikes or kayaks. 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.

26 Oct – 2 Nov

$1,150 AUD total

Superhost

Guesthouse in Jeffersonville

4.85 out of 5 average rating, 137 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

5 – 12 Apr

$1,278 AUD total

Guest favourite

Guesthouse in Louisville

4.9 out of 5 average rating, 300 reviews

AMAZING POOL HOUSE HOT TUB

Beautiful scenery! Private entrance! Comfortable studio pool house with a hot tub. **BED UPDATED** We have a queen size platform bed. There is not a couch. Spacious studio has small kitchen area and a bathroom with only a shower. Country feel close to the city. Minutes from Gene Snyder. Close drive to many restaurants, activities, and shops. Not suitable for children.

9 – 16 June

$1,800 AUD total