
Cottage vacation rentals in Shelbyville
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Quick stats about cottage rentals in Shelbyville

Nightly prices starting at
Shelbyville vacation rentals start at G$52,279 GYD per night before taxes and fees

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Over 110 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Shelbyville rentals

4.9 Average rating
Shelbyville stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated cottage rentals in Shelbyville
Guests agree: these cottages are highly rated for location, cleanliness, and more.

River House - Cottage with KY River View & Access
Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

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.

Cottage on the Bourbon Trail
Cottage located in the country. Enjoy amazing views from a covered front porch as you rock in comfortable rocking chairs. Fully furnished and beautifully decorated to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a kitchen for cooking if desired. Pool is behind owners residence and is shared with owners family and possibly 2 additional people June-Sept. We have recently also installed a Tesla High Powered Wall Charger w/60amps. We’d love to have you!

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.

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.

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.

Lakeside Cottage -upgraded hot tub- Bourbon Trail!
Welcome KY visitors, horse lovers, Bourbon Trail guests, or anyone looking for a getaway! This is a somewhat rustic, homey, comfortable 20 year old cottage. It's not perfect, but our guests find it charming and sufficient. You'll find the home exactly as described with the offerings and expectations. Rest, relax, and recharge in a gated community overlooking Taylorsville Lake. Don’t be another hotel's customer when you can stay in a spacious home with a Jacuzzi J-235 hot tub.

Bourbon Way Cottage
Unique cottage nestled in the woods located along the Bourbon Trail. Centrally located near miles of nature trails in Bernheim Forest & many of the distillery tours. Yet lots of privacy on 10 wooded acers. 8 minutes to Jim Beam Distillery, 8 min to Bernheim Forest, 4 min to Four Roses Bourbon Warehouse & Bottling Tour, 12 min to the City of Bardstown, 30 min to Churchill Downs, 26 min to Louisville International Airport (SDF) NO SMOKING NO PETS

Charming South Frankfort Cottage!
Great private guest house in the heart of South Frankfort! Only a 5-10 minute walk to all the Historic Downtown Frankfort and the Kentucky Capitol. Great location for the Bouron Trail (especially Buffalo Trace and Woodford Reserve) and the KY River. We are also close to Keeneland and the Horse Park. Come enjoy what our community has to offer! We pride ourselves in hosting families and friends who want an affordable place to stay!

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.

Lakeside Haven Cottage 4, Lake View, Hot Tub, Pool
Relax and unwind at our peaceful 2-bedroom, 2-bath cottage in Edgewater Resort, a gated community next to Taylorsville Lake Marina. This family-friendly, pet-friendly retreat features a private hot tub, shared pool, wooded surroundings, and resort trails leading to the lake. Fully stocked with kitchen essentials, linens, and toiletries for a stress-free stay.
Popular amenities for Shelbyville cottage rentals
Cottage rentals with a hot tub

Anchor Rental

Hot Tub ~ Art Gallery ~ Bourbon Trail ~ KY Derby

Bourbon Barrel Cottages 5 Ky Bourbon Trail HOT TUB

"On the Rocks" Bourbon Trail Getaway

KY Cottage near Bourbon, Expo & Horse Park|Hot Tub

LAKE COTTAGE, near Louisville & the Bourbon Trail

Mint Julep Cottage near Louisville & Bourbon Trail

Little Beauty, lake cottage, near Louisville.
Pet-friendly cottage rentals

A Romantic Getaway on the Bourbon Trail

Bourbon Barrel Cottages 3 Ky Bourbon Trail HOT TUB

Cottage in Louisville,KY on Scenic River Rd

Shore Thing 1 Bourbon Trail Lodging Cottage #20

Summer Retreat | Hot Tub | Pool | Lake | Bourbon

Get Away From It All

Bourbon Oak Smokehouse Cottage

Near Churchill Downs: Pet Friendly, Fenced Yard!
Private cottage rentals

The Farm cottage

Tyler Park Cottage in the Highlands

The Paddock Carriage House

Tranquil setting with breathtaking views

Capital City Cottage

Hygge Creek Cottage Bourbon Trail, BB & Boutique

Derby City

Two Bourbon Barrel Cottages
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- Ark Encounter
- Kentucky Exposition Center
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Kentucky Derby Museum
- Louisville Slugger Field
- University of Kentucky
- Waterfront Park
- University of Louisville
- Louisville Slugger Museum & Factory
- Falls of the Ohio State Park
- Kentucky International Convention Center
- Jefferson Memorial Forest
- Muhammad Ali Center
- Angel's Envy Distillery
- Big Four Bridge
- Castle & Key Distillery
- Bernheim Arboretum and Research Forest
- James B Beam Distilling
- Frazier History Museum
- Kentucky Science Center





