Holiday rentals in Taylorsville

Bourbon Trail Lake Home w/ Hot tub & King Bed

Welcome to Bourbon House! This charming cottage sits on a wooded ridge with views of Taylorsville Lake. Located in a gated community, it features a private hot tub on the back deck. You'll have access to resort amenities like a pool, playground & community fire pit. The serene woods & nearby hiking, fishing, & marina with boat rentals—just a minute's drive away—offer both adventure & relaxation. Located within an hour of Louisville, Bardstown & Lexington you can easily explore the Bourbon Trail.

Luxury Retreat with Hot Tub

Welcome to Four Seasons Cottage on the Bourbon Trail! This charming property is located in a peaceful vacation community, just a short walk from the seasonal pool. Featuring 2 bedrooms, a fully equipped kitchen, and cozy living room with a fireplace, this cottage is perfect for a family getaway or a couples retreat. Enjoy the large deck with a hot tub and BBQ, as well as access to nearby hiking trails and attractions. Cottage 37 sits on a ridge that overlooks the 3,050-acre Taylorsville Lake.

Lake Refuge near Louisville & Bourbon Trail #52

Cottage 52 is a bright and comfy 3 bedroom/3 bath cottage, fully equipped and furnished with extras and a hot tub on the rear deck. This cottage offers a new hot tub, HD tv, and DirecTV with 200 HD channels. Cottage 52 sleeps up to 8 people and stocked with everything you will need to recharge. Escape the commotion and routine of the city, and immerse yourself in a new environment, surrounded by nature and wildlife. This lakeside cottage will have you forgetting about your worries in no time .

Cottage On Crooked Creek

A tranquil cottage nestled in the lush countryside and situated right along the Bourbon Trail, this completely renovated rare find is located center of Lawrenceburg, Frankfort and Shelbyville and only 12 min to I-64. With five main bourbon distilleries just 30 min, local wineries within a stone's throw, Churchill Downs and Keeneland Racecourse equidistant and Taylorsville Lake nearby there is little left to be desired when staying here. This is the perfect spot to relax with family and friends.

Whiskey River Lake Retreat

Located on Ky's Bourbon Trail, there's so much to do from exploring The infamous Bourbon Trail /Distilleries to relaxing by the lake, or unwinding in the cozy comfort of our lakeside cottage. This charming 2-bedroom, 2-bath getaway, located in a gated community, comfortably sleeps 7 guests and features a fully equipped kitchen and charcoal grill for cookouts. From the back porch, enjoy tranquil lake views through trees, whether you're soaking in the hot tub or savoring your morning coffee.

Charming countryside Cabin Derby ready

15 acre log cabin retreat with gorgeous views! Churchill Downs, bourbon trails, golf all within 30-45 min drive. **Driver can be arranged with advanced notice** Uber/Lyft available The wrap-around porch is the perfect spot to sip your morning coffee or a glass of wine as the sun sets. Relax in the new Jacuzzi hot tub surrounded by nature. Rainy day? No problem! Ping pong, darts, games and many cozy spots to read or puzzle. 10 minutes from Taylorsville Lake Marina! Fishing on property.

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.

Lake Livin' & Bourbon Sippin'

Edgewater Resort, 20 minutes from Louisville, is Taylorsville Lake's premier vacation spot, tucked away in a gated community with over 163 acres that overlooks the marina. Within walking distance you'll find a community pool (seasonal) with a sand volleyball court and a fire pit. This two-story cottage sleeps up to 10 guests and showcases a master suite with two private balconies and a jetted soaking tub. You can also hang out on the private deck out back equipped with a 4-person hot tub.

The Gathering Place

The Gathering Place is the perfect place to get away and gather with family and friends. The resort is located conveniently between Bardstown, Louisville, and Frankfort on the Bourbon Trail. Offseason hiking, fireplace, and hot tub make a great peaceful getaway or work from "home" experience. Enjoy fishing, boating, kayaking, hiking, bird/deer watching and relaxing. The owners have been Resort guests for years and now own a cottage to enjoy and share with family, friends, and guests.

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

Bourbon Country Cabin

Nestled in the Heart of Bourbon Country sitting on 80 acres of Kentucky woodlands this charming loft style cabin makes a great central location to visit all the local distilleries on the Kentucky Bourbon Trail! Enjoy exploring the walking trails, creek, and the property while you stay in a peaceful cabin in the woods! Check out our other listing too if you have a large group and would like to book both rentals. Bourbon Country Cottage

The Cabins at Brookhaven - The Nest

Retreat to your own quiet cabin in the country near Taylorsville Lake and the Bourbon Trail. Each cozy cabin includes a queen bed, queen sleeper sofa, full kitchen and bath, and a washer/dryer. Relax in your private hammock and your own fire pit under the stars, then recharge in the cedar sauna and cold plunge. Perfect for romantic getaways, hunting trips, and even your next family vacation.