Holiday rentals with a patio in Shelbyville

4.99 out of 5 average rating, 207 reviews

The cabin exterior is nestled within a wooded landscape, showcasing a wooden facade. A welcoming porch is framed by two Adirondack chairs, with stepping stones leading toward the entrance. Twinkling lights hang across the trees, enhancing the tranquil evening ambiance.

Cabin in Lawrenceburg

Chic Cabin w/ Trails, Hot Tub & Starry Nights

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

4.99 out of 5 average rating, 101 reviews

The exterior of the remodeled house is framed by lush trees, showcasing a welcoming deck with ambient lighting. A traditional barrel sauna is positioned nearby, blending with the natural surroundings. The inviting façade reflects warm tones, enhanced by the soft glow of the setting sun.

Home in Frankfort

Bourbon Trail*River Views*Hot Tub*Sauna*EVSE*WiFi

Welcome to River Whisper. The remodeled riverfront house offers the perfect blend of organic modern decor and unparalleled comfort. Experience luxury with top-of-the-line features, a hot tub, and a barrel sauna, all overlooking the beautiful Kentucky River. Located in the heart of Bourbon Trail, with easy access to many renowned distilleries, including Buffalo Trace and Woodford Reserve. Explore historic downtown Frankfort, Cove Spring Park, river boat tours, kayaking, fishing, hiking and more.

4.97 out of 5 average rating, 164 reviews

The exterior of a modern cottage is displayed, featuring a gray wood-paneled facade, a sloped roof, and a welcoming front entrance. A wooden staircase leads up to the porch, where inviting seating arrangements can be seen. Lush greenery surrounds the home, enhancing the tranquil setting.

Home in Lawrenceburg

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.

4.99 out of 5 average rating, 141 reviews

A paved driveway stretches into the distance, flanked by lush green grass and a large tree. Wooden fencing borders the property, offering views of rolling hills and a colorful sunset sky above.

Farm stay in Frankfort

The Cottage at Seldom Scene Farm - Bourbon Trail

SELF CHECK-IN, CLEAN, PRIVATE OASIS. Restored log home on gorgeous 273 acre farm along the KY RIVER. Serene & natural setting, close to several popular BOURBON TRAIL sites & horse farms. 10 MIN to WOODFORD RESERVE and CASTLE & KEY distilleries. 8 MIN to STAVE Restaurant & Bourbon Bar. Scenic horse farms (ASHFORD, AIRDRIE, WINSTAR). Convenient to KEENELAND, KY HORSE PARK, Versailles, Midway, Frankfort, Lexington, Louisville! Hike, bike, fish, wildlife, sheep, goats, chickens, stars & campfires.

5 out of 5 average rating, 196 reviews

A well-equipped kitchen features dark wooden cabinetry and granite countertops. Four barstools with cushioned seats are arranged around a large island. Stainless steel appliances, including a refrigerator and oven, are visible alongside natural light streaming through a window.

Cabin in Frankfort

On The Rocks

Ultimate in privacy, yet two minutes from downtown Frankfort! This cabin-style home (think Gatlinburg!) sits on three wooded acres. Long, rambling decks on three sides (one covered, one fully screened, one open air). Our adjacent farm surrounds the property, making it even more private. This home sits high on a bluff above downtown Frankfort & the Kentucky River (our farm borders on the river). Just three miles to Buffalo Trace Distillery (if you could fly, it's way closer than that!)

4.98 out of 5 average rating, 267 reviews

The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.

Cabin in Louisville

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.

4.95 out of 5 average rating, 108 reviews

A spacious living area features a plush blue sofa and two vibrant yellow chairs. A flat-screen TV is positioned on a white console. Natural light filters through multiple windows, illuminating a decorative area rug placed on the warm wood flooring.

Home in Frankfort

Whiskey Woods: Newly Remodeled w/ HOT TUB!

Discover Whiskey Woods in picturesque Frankfort, KY! This 3-bed, 2-bath retreat on 3.6 acres offers modern amenities. Enjoy open-concept living, a fully equipped kitchen, and outdoor dining. Explore the lush property with grill. Sleep in plush beds, including a king-sized Whiskey Suite. Stay connected with Wi-Fi, laundry, and parking. Only 1.4 miles from Castle and Key Distillery, and 4.9 miles from Woodford Reserve. Minutes from downtown attractions. Book your Frankfort getaway today!

4.99 out of 5 average rating, 203 reviews

A well-equipped kitchen features a spacious wood island with two upholstered stools. Modern appliances, including a gas range and sleek cabinetry, complement the space. Natural light streams through the windows, enhancing the inviting atmosphere, while tasteful decor adds a touch of character.

Loft in Frankfort

The Loft - Cozy Retreat in Historic Downtown

Experience the magic of winter at The Loft your top-rated cozy escape just minutes from downtown. Wander to the Capitol, enjoy twinkling seasonal sights, and explore nearby Horse Country. Warm up in your private second-floor hideaway with a plush bed, comfy sofa, and modern touches. With parking at the door and a hygge-inspired vibe, The Loft is the perfect base for a stylish, snow-dusted Bourbon Trail getaway, inviting you to slow down, unwind, and savor the season.

4.9 out of 5 average rating, 167 reviews

Apartment in Butchertown

Perfect Nulu Getaway w/ Best Location- low fees

You can’t find a better location in the city. Welcome to Lou Lou on Washington, our Nulu condo. We are located just steps away from the best food, drinks, and events in the derby city. We are located on a quiet street, only one block away from Main St. You can walk to breweries next door or even a soccer game at Lynn Family Stadium. The Yum Center is only a few blocks away, and we have one of the few properties located walking distance from Waterfront Park.

Flat in Central Business District

A modern living area is featured with large floor-to-ceiling windows that allow natural light to fill the space. A plush sofa in muted tones is complemented by stylish accent chairs. A round marble coffee table is situated on a decorative area rug, enhancing the contemporary design.

4.93 out of 5 average rating, 103 reviews

Location! Corner downtown condo!

Welcome to your stylish urban retreat in the heart of downtown Louisville! This studio corner unit condo boasts modern amenities and stunning city views through floor-to-ceiling windows. With an updated bathroom and kitchen, plus a location within walking distance to the KFC YUM Center, shops, and restaurants, this condo offers the perfect blend of comfort and convenience for your stay in Louisville. Book now and experience the best of Louisville living!

4.98 out of 5 average rating, 134 reviews

Two wooden Adirondack chairs are positioned around a stoned fire pit, overlooking a tranquil lake. The scene features lush greenery and a group of ducks gently swimming in the water, complemented by a boathouse and kayaks in the background.

Cabin in Lawrenceburg

Bourbon Trail Bliss by the Lake, HotTub, Kayaks

Welcome to Your Ultimate Lakeside Retreat! Nestled on the renowned Bourbon Trail in the heart of The Kentucky Bluegrass, our spacious cabin offers a perfect blend of tranquility and adventure, while providing a place to connect with the people that mean the most. Whether you're a couple, a family, or a group of friends, there is something for everyone. Savor your memories like a perfect glass of aged whiskey at Bourbon Bliss by the Lake.

5 out of 5 average rating, 123 reviews

A log cabin is set against a vibrant sunset, highlighting its wooden exterior and spacious porch. Lush green grass surrounds the cabin, complemented by flower beds and gravel pathways. The rear showcases windows and entrance doors that invite natural light into the home.

Cabin in Frankfort

Fun Bourbon Trail Cabin! Hot tub~hiking~game shed!

A charmingly unique taste of KY waits for you at this peaceful log cabin! Perfect for those wanting to explore the 🥃Bourbon Trail🥃 or other nearby tourist attractions, While still featuring plentiful amenities on site, such as: - A hot tub - Private 1/4 mile hiking trail - Game shed - Fire pit - Covered porch - Wooded picnic area And more! Your next adventure is just a peaceful countryside drive away at the Kentucky Bourbon Den!

Popular amenities for rentals with patio in Shelbyville

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

4.92 out of 5 average rating, 157 reviews

A spacious living area features a black leather sectional sofa and a wooden bar with stools. Tile flooring extends throughout the room, which is illuminated by ceiling lights. Walls are decorated with framed artwork, and there are double doors leading to a closet.

Flat in Shepherdsville

For the ones who serve

4.91 out of 5 average rating, 130 reviews

A cozy living area features a blue sectional sofa complemented by decorative pillows. A glass coffee table sits on a patterned area rug. Two white chairs are positioned nearby, with a flat-screen TV mounted on the wall and a sliding glass door opening to a balcony.

Flat in Clarksville

Ju'Elle Blue Luxury One Bedroom Apartment!

4.97 out of 5 average rating, 33 reviews

The living room features a warm color palette with beige walls and dark wood flooring. A leather armchair and a woven seating arrangement provide cozy seating options. A television is positioned next to an ornamental fireplace, while framed artwork adorns the walls. The space is well-lit with natural light.

Flat in Frankfort

The Trace Downtown Guest Suite

Flat in Central Business District

A resort-style pool area is showcased, surrounded by a modern building with large windows. Lounge chairs are arranged along the deck, offering a space for relaxation. The pool features steps and a smooth surface, inviting guests to enjoy the water.

4.92 out of 5 average rating, 215 reviews

4th Street Suites - Beautiful King Bed Suite

Flat in Cherokee Triangle

A cozy living area features a dark sofa adorned with several white cushions, arranged around a decorative red and navy area rug. A small table made from tree stumps and a light-colored chair complement the space. Natural light enters through multiple windows, enhancing the inviting ambiance.

4.88 out of 5 average rating, 130 reviews

1 Bedroom Apt in Highlands Home w/private patio

Flat in Central Business District

A living area features a dark leather sofa and a patterned area rug. A coffee table sits at the center, with a teal cup on top. Light fills the space from large glass doors that open to a balcony, and a modern kitchen is visible in the background.

4.96 out of 5 average rating, 163 reviews

Falls City Loft - Free parking!

4.98 out of 5 average rating, 153 reviews

A comfortable sleeping area features a well-made bed with soft linens and a decorative throw pillow. Two bedside tables with turquoise lamps provide soft lighting. Tall curtains frame the window, allowing natural light to fill the space while offering a glimpse of greenery outside.

Flat in Louisville

Haus on Speed, charming 2nd floor apartment

4.85 out of 5 average rating, 106 reviews

A cozy living area features a light beige sectional sofa adorned with a white pillow and a brown accent pillow. A sleek stainless steel refrigerator stands beside modern kitchen cabinetry. Two framed artworks depicting serene waves are displayed on the wall, enhancing the inviting space.

Flat in Clarksville

Beach Vibe close to Museum Row

House rentals with a patio

4.89 out of 5 average rating, 169 reviews

An outdoor lounge area features a circular fire pit surrounded by a low stone wall. Comfortable seating is arranged around the fire, complemented by potted plants mounted on a black slatted wall. String lights provide soft illumination above the space.

Home in Louisville

Cozy Home w/ Fully Fenced Yard

4.94 out of 5 average rating, 207 reviews

The exterior of the home features a welcoming porch with rocking chairs framed by neatly trimmed hedges. A manicured lawn with shrubs enhances the inviting approach to the entrance. Surrounding trees provide a natural backdrop, contributing to the overall charm of the property.

Home in Frankfort

Wilkinson's Wheated Oasis/ 1.3 Mi to Buffalo Trace

5 out of 5 average rating, 102 reviews

A spacious living room showcases a sectional sofa adorned with yellow accent pillows. A wooden coffee table sits atop a striped rug, while a mounted TV and an electric fireplace provide modern comforts. Natural light enters through the large windows, enhancing the inviting atmosphere.

Home in Bardstown

Bluegrass and Bourbon - Peace on the Bourbon Trail

Home in Cherokee Triangle

4.95 out of 5 average rating, 188 reviews

2 br home, walking distance to much entertainment

5 out of 5 average rating, 69 reviews

A circular seating area features six Adirondack chairs arranged around a stone fire pit. The surrounding grassy space is dotted with trees, with a vibrant sunset illuminating the sky in the background.

Home in Finchville

Country Retreat on Bourbon Trail - Fire Pit - King

4.92 out of 5 average rating, 289 reviews

A cozy living room features large windows dressed in light curtains, allowing natural light. A flat-screen television is mounted above a brick fireplace. A small table with potted plants sits beside a comfortable armchair, and a wooden coffee table occupies the center of the space.

Home in Camp Taylor

Camp Taylor Hideaway Close to Audubon Hospital

5 out of 5 average rating, 7 reviews

Home in Shelbyville

The Hutch on Hardesty

4.95 out of 5 average rating, 128 reviews

Home in New Albany

The Old McDonald Lane

Apartment rentals with a patio

4.88 out of 5 average rating, 64 reviews

The living room features a cozy arrangement with a light-colored sectional sofa and a coffee table on a decorative rug. A flat-screen TV is mounted above a modern fireplace, while built-in shelves display various decorative items. The kitchen is visible in the background.

Apartment in Highlands

Perfect Location! Huge Space in Walkable Highlands

A comfortable brown sofa is positioned against a light-colored wall, complemented by two decorative pillows with orange fringe. A wooden side table with a slightly weathered finish is placed nearby. The floor is covered with a patterned area rug, adding a touch of warmth to the space.

Apartment in Frankfort

4.69 out of 5 average rating, 99 reviews

Capital City Condo #5

Apartment in Central Business District

5 out of 5 average rating, 23 reviews

Bitters Suite-New on Bourbon Trail! BRAND NEW!

Apartment in Cherokee Triangle

A cozy bedroom is presented, featuring a spacious bed covered with a handmade quilt. Two bedside tables with lamps flank the bed, while natural light enters through window treatments on either side. A ceiling fan adds comfort to the serene space.

4.96 out of 5 average rating, 28 reviews

Cherokee Park / Highlands Charm

Apartment in East Market District

A spacious living area features large windows allowing natural light to fill the room. A modern gray sofa is accompanied by two green accent chairs. A stylish coffee table sits in the center on a textured rug. A gallery wall displays a collection of framed black and white photographs.

4.92 out of 5 average rating, 90 reviews

2BR | 2BA - Downtown Apt in NuLu w Private Parking

Apartment in Central Business District

A spacious living area is highlighted by original exposed brick walls and large windows that allow natural light to fill the space. A round wooden dining table is surrounded by six chairs. Comfortable seating is arranged nearby, complemented by modern lighting fixtures.

5 out of 5 average rating, 31 reviews

Corner Penthouse at the Historic Levy Building

4.87 out of 5 average rating, 60 reviews

The living room features a light-colored sofa and armchair, complemented by wooden side tables. A large wall-mounted TV and a ceiling fan are visible, along with a plush area rug. Natural light comes from the door leading to an outdoor space.

Apartment in Crestwood

Luxury Apartment/Near Louisville/EV Charger