Cottage holiday rentals in Jefferson County

Tyler Park Cottage in the Highlands

Adorable, light-filled cottage in the beloved Highlands neighborhood. An easy ten minute walk in one direction will put you on Bardstown Road, full of dining and bars, while a 15 minute walk in the other will land you in the hip Germantown-Schnitzelburg neighborhood. A short (6 minute) drive to downtown, 11 minutes to Churchill Downs. You'll find wireless internet, clean towels and sheets, basic kitchen and bathroom amenities, coffee maker, a flat screen TV with Apple TV, and keyless entry.

Spacious Prospect Cottage w/ Deck & Scenic Views

Whether you're looking for a family fun getaway or a day out in Louisville, this 3-bedroom, 3-bathroom Kentucky vacation rental in Prospect is the place for you! Featuring a cozy fireplace, a large deck, a patio, and 2 screened-in porches, this cottage offers a space for family and friends. Say hello to the animals at Louisville Zoo or catch a game at Louisville Slugger Field. Enjoy the surrounding sounds of nature with a trail on-site and Putney's Pond and Woodlands Park just down the street.

ArTisTs CoTTaGe

Enjoy peaceful privacy with center city convenience! Bright, open ambiance. Art and music supplies, books, toys, games, CD's, movies. Two decks and a covered patio. Found art gardens and galleries. Fully equipped kitchen with granite counters. Large windows in downstairs bedroom with queen bed and gas fireplace. Ladder access to queen bed in skylit loft. A perfect getaway for artists/writers on retreat, solo adventurers, couples, business travelers and small families with well behaved kids.

Cozy Cottage on Famous Kentucky Farm

Experience the beauty of Kentucky farmland with hundreds of acres to explore, including our nature trail where you might spot our beef cattle and horses. Relax on the charming front porch, watch the fireflies, and soak in the peaceful atmosphere. Our cottage features a homey and cozy feeling with two spacious bedrooms: a master bedroom with a comfortable queen bed and a second bedroom with a full-size bed, perfect for families or couples. Perfect to explore the events like the Kentucky Derby.

Logan's Place - Quiet Private Room Near Louisville

**This is a private room; the host lives in the home.** Welcome to Logan's Place! Built in 1955, this 1200 sq ft historic home is nestled in the middle of a quiet neighborhood in Jeffersonville, Indiana. Perched on a street corner, this quaint redbrick home is perfect for a quiet place to work or a peaceful rest after a day exploring. A 20 min drive to Churchill Downs, 10 min to downtown Louisville, and 5 min to the local restaurants, shopping, and entertainment in downtown Jeffersonville.

Pet-Friendly Louisville Home: Near Distilleries!

2 Mi to Churchill Downs | Remote Workspace | Fireplace | Home Theater System | Fully Fenced Yard Located in the heart of Louisville, this charming vacation rental is near top attractions! ‘Camden House’ offers 3 bedrooms, 2 baths, a full kitchen, and a few Smart TVs. Attend a game at L&N Federal Credit Union Stadium, enjoy local distillery tastings, or experience the excitement of the Kentucky Derby! Afterward, fire up the grill for a family BBQ while your dog plays in the yard.

Tranquil setting with breathtaking views

Newly renovated. One of a kind place with carefully planned design. Unique spacing with creative attention to details. Fabulous location with amazing views of downtown Louisville, New Albany, and Jeffersonville, as well as Louisville International Airport and even the tote board at Churchill Downs! We live just a quarter of a mile down the road, so we're available for any questions or needs. Very safe location. Enjoy all the perks of city life from a rural setting.

Derby City

FYI : 1) I DON’T accept Louisville guests to stop large local party’s 2) 4 beds to sleep ONLY 6 people. I have a play pen/crib with sheets and mattress pad Extra guests over 4 pay $5 per guest per day. I have more laundry to do and extra supplies to replace like coffee, hot chocolate - Keurig pods, and other amenities I have for my guests. 3) I have surveillance cameras outside monitoring 24/7, Additional fees will be added for unauthorized guests not in booking.

2 BD 1 BA Serene Setting Retreat House

Carriage home is located on beautiful Arnoldtown Rd. 15 min. from Churchill Downs and 20 min. from downtown Lou. We are 15 minutes from Freedom Hall or the Fairgrounds and 22 miles from Fort Knox. It sits in a natural setting on 5 beautifully landscaped acres. There is a large parking area for those who may need to bring a trailer. Bathroom and bedrooms are on the 2nd floor. Peaceful..in a rural setting but inside the city.

The Paddock Carriage House

Located in Tyler Park area between the Highlands & up in coming Germantown/Schnitzelburg area. Located 7 min from the Airport, 5 min from Downtown, 9 min from Churchill Downs & the Yum Center, Louisville Zoo 5 min, Bellarmine University 5 min, Ky Convention Center 7 min, KIVA Volleyball Center 5 min. Plenty of micro-brews & Ky Bourbon Trail adventures to keep you entertained during your stay.

Cottage in Louisville,KY on Scenic River Rd

My place is close to Downtown Louisville (7 miles along scenic River Road), restaurants (Captain's Quarters Riverside Grille, Pine Room, Blackstone Grill, Gustavo’s, Prospect Village Shopping Center 1 mile (grocery, pharmacy, Starbucks, fast food, dry cleaning), Farmer's Market, marina, liquor store, expressways (20 minutes to airport). You’ll love my place because of the views & location.

Riverfront 2BR Home w/ Deck, Huge Yard & Driveway

Escape to our riverfront slice of paradise! Sip your morning coffee on the deck as boats pass by. Enjoy two bedrooms with river views, living room, kitchen, full bath, 1.5-car garage, and 80+ ft driveway. Use the fire pit, play corn hole, picnic in the yard, or pitch a tent under the stars! Our space is perfect for making unforgettable memories.