Vacation rentals in Simpsonville

4.82 out of 5 average rating, 45 reviews

Home in Taylorsville

The Cozy Lake Place Cottage 75

Welcome to our tranquil Airbnb retreat, a charming cottage that accommodates up to 6 guests with 4 cozy beds. Nestled within a gated community, this getaway boasts lake views and a private hot tub for ultimate relaxation. You'll have access to a refreshing pool and playground at the resort. The surrounding woods offer a serene ambiance, while nearby hiking trails, fishing spots, and a marina with boat rentals, just a minute's drive away, ensure that adventure and leisure are always within reach.

5 out of 5 average rating, 28 reviews

Home in Springfield

Kentucky Barrel House

Kentucky Barrel House Welcome to Kentucky's Bourbon Country, minutes from distillery tastings, trails, tours, and history. Best location for Distilleries such as Mark, Heaven Hill, Limestone Branch/Yellowstone Bardstown Bourbon Co., just to name a few. High-end comfort & small-town charm await. Enjoy the hot tub, outdoor seating, private fenced backyard, carefully curated bedding, custom couch and a cozy fireplace. Walk to a local restaurant while embracing the slower pace of small-town life.

4.99 out of 5 average rating, 405 reviews

Cottage in Bardstown

The Cottage Circa 1898 Downtown Location

Charming 1800's cottage listed on the National Register of Historic Places in Bardstown. Voted Most Beautiful Small Town in America. Walking distance from downtown shopping, nightlife, dining, and local attractions. Located along the Kentucky Bourbon Trail. I love Bardstown and wanted my cottage to look and feel like what is best about the town- historical charm mixed with modern amenities. Clean, cozy and comfortable; it is a space that I hope you find enjoyable while visiting Bardstown.

4.84 out of 5 average rating, 89 reviews

Home in Old Louisville

Exposition Center, Bourbon Trail, Downtown, & I65

Our guest will enjoy easy access to everything from this centrally located home. Right off of interstate 65. Conveniently located near downtown (2 miles), University of Louisville (1.1 miles), Cardinal Stadium (1.9 miles), Yum Center (2.3 miles), Churchill Downs (2.8 miles), Kentucky Exposition Center (3.1 miles), Louisville International Airport (3.9 miles), and many more local attractions. This home has been fully renovated and has two off street parking spaces in the rear of the house.

4.82 out of 5 average rating, 107 reviews

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.

Guest favorite

4.89 out of 5 average rating, 122 reviews

Best view of the lake two bed two bath cottage #4

Make yourself at home in this cozy 2 bedroom 2 bath lakeside cottage with incredible views of Taylorsville Lake. You will love the open airy feel complete with deck and hot tub. Washer dryer, four beds that easily sleeps 7. TV in both the master bedroom and the living room. The wonderful community also offers a swimming pool and play area for kids. Enjoy the wildlife as well including deer and turkey as you explore the walking trails. We are located in the heart of the bourbon country!

4.73 out of 5 average rating, 165 reviews

Get Away From It All

GET AWAY FROM IT ALL at an idyllic cottage overlooking beautiful Taylorsville Lake. Quiet and tranquil in the fall and winter, lively and centrally situated for fun in the summer. Ideal for a weekend get away or a bluegrass adventure. Just minutes from Louisville and the famous Kentucky Bourbon Trail. Make this your headquarters for the Kentucky Derby, Bourbon tasting, hunting trips, or just to get away from it all. For larger parties, inquire about a joint rental with cottage #27!

4.88 out of 5 average rating, 43 reviews

Home in Elizabethtown

Sleek+Stylish Home Near Downtown

You won’t find another like this! Located in a vibrant, urban neighborhood, this stunning 3 BR, 2 BA home has been completely renovated w/ designer finishes + modern updates. Spacious GR with plush velvet touches. Fully equipped kitchen w/ bright quartz counters + stainless appliances. Fall in love w/ the dedicated vanity space! Bedrooms offer plush beds + crisp linens. Enjoy the private deck w/ furniture + grill. Just 3 blocks from downtown + right on the pedestrian walking path.

Guest favorite

Cottage in Spencer County

4.91 out of 5 average rating, 151 reviews

Peaceful Cottage Minutes from Lake Access

Welcome to our fully stocked getaway! In this 2 bed, 2 bath cottage you will find everything you need to have a relaxing and fun vacation. You will love the deck with scenic views of Taylorsville Lake, and a hot tub with privacy fence. Lake access is less than a 5 minute drive, and there is a community pool just down the road when in season, and other community amenities you can enjoy. We are excited to host you here and hope that you will enjoy this place as much as we have!

Guest favorite

Home in Shelbyville

4.94 out of 5 average rating, 66 reviews

B on the Bourbon Trail with pub, pool and hot tub

Discover Kentucky's Finest - B on the Bourbon Trail. With a saltwater pool, hot tub, fire pit, and Pub B, this historic colonial estate on 3 acres is near over 30 renowned distilleries, 35 minutes from the iconic Churchill Downs, and just an hour away from the prestigious Keeneland racecourse, B On The Bourbon Trail offers unparalleled access to Kentucky's most treasured attractions and promises an unforgettable experience in the heart of Kentucky's bourbon country.

4.96 out of 5 average rating, 194 reviews

KY Derby 50% off - Lake View

Nestled in the Bourbon Trail hills of Kentucky, rests Taylorsville Lakes only waterfront vacation community. Strategically placed; Cottage 37 sits on a ridge that overlooks the 3,050-acre lake and its 10,000 acres of wildlife preserve. The owners tried to capture the view from the kitchen table to inspire the cabins four-season theme. The wall hangings were chosen to mirror Kentucky’s beautiful hills, Derby culture, and the water of Taylorsville Lake.