Holiday rentals with a fireplace in Jefferson County

Cozy cottage, pets, private, convenient, parking

This secluded mid century cottage is just minutes to downtown and other amenities. Located in Clifton Heights, this three bedroom, bath and a half home is inviting and cozy. Located 6 miles from two large malls, 1 mile from the new walking bridge over the Ohio River, and one and a half miles to unique shopping, nightlife and restaurants. Also, the home is only a short distance to I 71 and I 64. This makes everything convenient and accessible from this private location. The home has vintage charm with renovations for convenience. Each Bedroom has a flatscreen TV as well as a 56 inch flatscreen in the living room. There is a private front yard with gardens, seating, and a grill. There are 6-7 spaces for off street parking. The eat-in kitchen seats six, with a double oven microwave, full-size fridge, gas stove and a dishwasher. There is service for 12 including Louisville Hadley Pottery.

BRAND NEW, Jeff, IN Cottage, The Newport

Welcome home to this cozy family retreat. Enjoy this private 4 bedroom/2 bath home LESS than 10 minus to all the best things to do in Southern Indiana and Louisville! LESS than 15 mins to KY Expo Center and Churchill Downs. Less than 30 minutes to Huber's. Gather in the living room to play games, watch TV or cook in the fully equipped kitchen. Enjoy all of the local distilleries, or one of the many museums, catch a soccer or baseball game then grab a bite to eat in Jeffersonville or Louisville.

Quiet Neighborhood-Close to Expo, Churchill Downs!

The Cypress Cottage is nestled in a peaceful neighborhood and conveniently located moments away from Louisville attractions such as Nulu, Caverns, Churchill Downs, and Bourbon Trail. Designed thoughtfully to give cozy, yet modern vibes, features that stand out: ✔5 Beds ✔2 Full Baths ✔Remodeled Kitchen ✔Dining & Breakfast Area ✔Fireplace ✔Game room ✔2 Smart TVs ✔Fast Wi-Fi (500 Mbps) ✔Washer & dryer ✔Carport ✔Firepit ✔Private Backyard ✔Outdoor Grill Book with us and you will be glad you did!

Full House near EXPO Center - Best Location in Lou

The whole group will enjoy easy access to everything from this centrally located house. Walkable to the EXPO Center and very close to everything in Louisville. The main floor has 2 bedrooms with queen beds, a full kitchen, large living room, and a full bathroom. You also get access to the suite in the basement with a queen bed, a full murphy bed, another full bathroom, a kitchenette, living space and a stocked laundry upon request. The home is great for groups or multiple families to share.

Captain's Cabin: Bourbon Trail, History & Romance

Your own log cabin on a wooded hillside with gourmet breakfast served to your door (on weekends)! It's been the location for 5 movies, including Lifetime! Period furnishings and modern conveniences make this an unforgettable retreat. A massive stone fireplace creates a quiet ambiance. Watch wildlife by the lake, creek or from back porch swings. Comfy bed, luxury sheets, high-speed internet, bluetooth stereo and special touches make your stay magical! Ask for Cooking With Bourbon Experience.

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Lilly's Pad

Relax and unwind in between all your Louisville activities. We are close (4.4miles) from SDF airport ,and I65 and the Gene Snyder Freeway are less than 8miles away. There are a plethora of activities from shopping to entertainment venues such as horse racing at historic Churchill Downs, Louisville Zoo, Kentucky Kingdom amusement park, Muhammad Ali museum and childhood home, Louisville Slugger Museum, Valhalla golf club, and 36 Bourbon Distilleries as well as cave exploring and fishing.

Walk to Bourbon Trail | NULU Gem | Gated Parking

Stay in the heart of NULU—this modern ground-floor condo puts you steps from Louisville’s best restaurants, bourbon stops, and local shops. Walk to favorites like Angel’s Envy and Rabbit Hole Distillery, enjoy all the NuLu dining, or head downtown in minutes for concerts, games, or events. The condo is comfortable, quiet, and thoughtfully set up—ideal for couples, solo travelers, or business stays, with gated parking, fast Wi-Fi, and everything needed for short or extended stays.

The Writer’s Den

Take it easy at this unique and tranquil cabin getaway. Nestled on a wooded hillside overlooking the Louisville skyline, The Writer’s Den is a great place to call home. Located just off interstate 64 and 10 minutes from downtown Louisville, the cabin gives peaceful seclusion and location convenience for those looking to explore the area. With a screened in porch, back deck lounge, loft space and all the comfort amenities, you’ll be on your way to writing the next great novel!

Quaint Highland's Bungalow

Kick back and relax in this calm, stylish space with equal proximity to beautiful Cherokee Park and all the shops and restaurants on Bardstown Road in the popular Highland's neighborhood. Two bedroom, one and a half bath, completely updated one hundred-year-old home. The backyard offers a beautiful firepit with Adirondack chairs, a patio with dining area and Traeger Grill and plenty of room in the landscaped backyard to throw a ball. Three day minimum stay.

4Bdrm ☑ Near Expo ☑ Downtown ☑ Spacious!

- 2.5 mi to Expo Center - 10 min drive to downtown (great access to the interstate) - 10 min drive to downtown distilleries - University of Louisville = 1.8 miles - 1.8 miles to the KY Derby • Spacious home for larger groups • Central Location, Easy Interstate Access • Fully Furnished + Linens and Towels + Stocked Kitchen • Parking for 4 cars • Quiet & safe neighborhood • Internet • Onsite washer + dryer No Locals No Parties (only registered guests)

MARYLAND HOUSE - Highlands luxury, WALK TO ALL

Superhost Property! Very safe location, Front porch w/swing 1st-floor master with ensuite bath w/Jacuzzi 3 Bedrooms, 2 Full Baths Street Parking for 2 vehicles Well stocked, full kitchen Koi pond off Master Bedrooms Tasteful arts and crafts design/decor On-site washer and dryer 4.9 Miles to Expo Center/Airport Churchill Downs 4.2 Miles to Downtown & Distilleries Less than 1 mile to Cherokee Park No locals No Events Only registered guests, Please.