Holiday rentals with a patio in Lawrenceburg

4.99 out of 5 average rating, 203 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)

4.98 out of 5 average rating, 280 reviews

A porch overlooks the serene Kentucky River, featuring a wood breakfast bar with counter stools. Rocking chairs provide a cozy seating area, framed by lush greenery and views of the river's banks. Sunlight filters through the trees, enhancing the tranquil setting.

Cottage in Wilmore

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.

5 out of 5 average rating, 121 reviews

Cabin in Frankfort

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

🌲FOR CHRISTMAS- home is transformed into cozy holiday cabin retreat! 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 plenty of fun 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!

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.

4.98 out of 5 average rating, 257 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.

4.99 out of 5 average rating, 477 reviews

A red farmhouse tractor is positioned prominently in the foreground, with a vibrant red caboose labeled 'SOUTHERN X525' in the background. An outdoor pavilion with a gabled roof is partially visible, bordered by trees displaying autumn foliage.

Train in Lawrenceburg

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

4.99 out of 5 average rating, 107 reviews

A brick house with a gabled roof is set in a grassy yard. The front features a central entrance with a circular window, flanked by two symmetrical sections. Black chairs are visible on the front porch, and bordered flower beds add greenery around the foundation.

Home in Lawrenceburg

Bourbon Trail*HotTub*Dog friendly*3BR*4 beds

A centrally located 3 bed 2 bath updated house in a family friendly neighborhood with a hot tub near downtown Lawrenceburg! Less than 10 minutes to Wild Turkey and Four Roses. Dogs Allowed! This rental has everything you need and proximity to Keeneland, multiple Bourbon Trail distilleries, UK athletics, Lexington and Frankfort! It is the perfect location for couples or families (and their 4-legged friends) looking to spend some time enjoying bourbon, horse racing, and all things Kentucky.

4.96 out of 5 average rating, 424 reviews

A rustic cabin is nestled among vibrant autumn trees, positioned above a serene pond. A small dock with two chairs is visible near the water's edge, inviting relaxation. The surrounding landscape features lush greenery and colorful foliage, enhancing the cabin's secluded feel.

Cabin in McKee

Mountain Dream Cabin -Fish Pond+Fenced Yard+Stalls

Escape to a peaceful cabin with a wraparound porch perfect for soaking in the beauty of nature. This pet-friendly retreat features a fenced yard and space for trailer parking, plus four horse stalls available upon request. Enjoy catch-and-release fishing in the stocked pond, or explore nearby attractions: 25 minutes to Berea’s historic downtown and Pinnacle Trails, and 30 minutes to Flat Lick Falls and Sheltowee Trace. Unwind, explore, and experience the charm of our small-town getaway!

4.88 out of 5 average rating, 308 reviews

A private heated salt-water pool is surrounded by a spacious concrete deck, featuring two black lounge chairs for relaxation. Lush green trees provide a natural backdrop, enhancing the tranquil outdoor space. The pool's clear blue water invites enjoyment and leisure.

Guesthouse in Lexington

Cozy studio with private pool and firepit

Welcome to our charming studio apartment located above our detached garage with a private pool. Whether you're looking for a relaxing getaway or a convenient base to explore the city, our cozy studio has everything you need. Close to the following locations: Fayette mall 1.9 miles Bluegrass airport 4.5 miles University of Kentucky 4.6 miles Keeneland 5.1 miles Manchester Music Hall 5.7 miles Rupp Arena 6.4 miles Lexington Opera House 6.5 Please no smoking in the room.

4.99 out of 5 average rating, 201 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.

5 out of 5 average rating, 228 reviews

A private entrance is displayed, featuring a white door with glass panels above. Wood railing with modern iron designs surrounds a small porch area, creating an inviting entrance. The exterior wall is clad in gray siding, complemented by a stylish light fixture.

Guest suite in Gainesway

The Gainesway Suite-Near UK/Hospitals/Keeneland

A posh Guest Suite in popular Gainesway! Centrally located in a friendly, established neighborhood. Minutes to Lexington's best Concert Venues, Restaurants, UK, Rupp, Hospitals, and Shopping! Private entrance, luxurious and stylish furnishings, plus your own laundry room! Perfect for a night in town, traveling for a ballgame or show, visiting our famous distilleries and Keeneland! The suite is also equipped for longer stays, business travelers, you name it!

Popular amenities for Lawrenceburg Holiday Houses with Outdoor Verandahs

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

5 out of 5 average rating, 68 reviews

A spacious living area is highlighted by a light-colored sofa adorned with decorative pillows. Artwork featuring playful horse designs decorates the gray walls. A glass coffee table sits atop a patterned rug, and a TV is positioned on a white media console, creating a cozy atmosphere.

Apartment in Gratz Park

Centrally Located Lex Apartment!

4.97 out of 5 average rating, 32 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.

Apartment in Frankfort

The Trace Downtown Guest Suite

4.98 out of 5 average rating, 169 reviews

The living area features exposed wooden beams and a spacious sectional sofa facing a large television. A round side table and a lamp provide soft lighting. A set of double doors leads to a bright seating area with large windows, enhancing the open feel.

Apartment in Lexington

LUX W 6th Penthouse w/ Private Balcony - King Bed

4.96 out of 5 average rating, 99 reviews

The kitchen features granite countertops and a modern layout, equipped with a black refrigerator, stove, and microwave. Light-colored cabinetry is complemented by white tiled backsplash. A round dining area offers high stools, and natural light filters through the window with horizontal blinds.

Apartment in Richmond

The Nelson House-Walk to EKU

4.85 out of 5 average rating, 199 reviews

The kitchen features modern white cabinetry and stainless-steel appliances, including a microwave and refrigerator. A double sink is positioned beneath a wall art piece, and a small decorative plant adds a touch of greenery to the countertop. Light reflects off the surfaces, enhancing the clean look.

Apartment in Lexington

*Luxury One Bedroom Apt| Downtown Lexington*

4.93 out of 5 average rating, 41 reviews

A living area features a brown leather couch positioned on a light blue area rug, with a dark ottoman in front. Natural light enters through a nearby window. A white bookshelf displays a selection of items, while a dining area is visible in the background.

Apartment in Lexington

CentraLex Flat

4.77 out of 5 average rating, 65 reviews

An open-concept living area features a light blue accent wall, a comfortable gray sofa with decorative pillows, and a wooden coffee table positioned on tiled flooring. Natural light filters through the window, enhanced by surrounding decor and a ceiling fan above.

Apartment in Wilmore

Wilmore Cozy Corner Reg. #9575

4.95 out of 5 average rating, 148 reviews

A spacious living area is depicted, featuring a large sectional sofa adorned with neutral and yellow cushions. A circular dining table with glass top and four upholstered chairs is positioned in the foreground. Two framed artworks are displayed on the wall, complemented by natural light entering through a window.

Apartment in Richmond

Modern 2bd 2ba - Near I75, No Steps, Free Wifi

Holiday House Rentals with a Verandah

4.97 out of 5 average rating, 181 reviews

A modern kitchen is visible, featuring light gray cabinetry and a central island with seating. Stainless steel appliances and a sleek hood above the stove are included. A dining area with a round table and elegant chandelier is situated in the background, illuminated by natural light.

Home in Lexington

Winterberry Drive Entire house

4.96 out of 5 average rating, 109 reviews

The image collage features various spaces of a stylish home. A cozy lounge area with a fireplace is shown, alongside an outdoor hot tub surrounded by greenery. The dining area is connected to a deck, and a game room with a bar creates an inviting entertainment space.

Home in Bardstown

StillHill: HotTub GameRoom Whiskey Lounge Acreage

4.84 out of 5 average rating, 110 reviews

A charming backyard features a spacious patio area with a BBQ grill and seating under a sunshade. Lush green grass surrounds the patio, enhancing the outdoor setting. The home is painted in a deep blue, complemented by a colorful sunset creating a serene backdrop.

Home in Lawrenceburg

Bourbon Trail/8 mins to distilleries/Fenced Yard

4.94 out of 5 average rating, 105 reviews

The exterior of a newly renovated home features a light-colored façade with a welcoming front porch. A sturdy bench sits near the entrance, surrounded by lush greenery and mature trees. Soft evening light casts a warm glow, enhancing the inviting atmosphere.

Home in Castlewood

Parkview Cottage | Walkable to Food, Shops, Pool

5 out of 5 average rating, 122 reviews

A spacious fire pit area features comfortable Adirondack chairs arranged around a stone fire pit, surrounded by a gravel patio. String lights overhead create a warm atmosphere against the backdrop of rolling hills and a sunset sky.

Home in Bagdad

NEW! HotTub | Firepit | Man Cave | On BRBN Trail!

4.87 out of 5 average rating, 169 reviews

A cozy living area showcases a leather couch and a plush chair, inviting relaxation. A wooden coffee table sits in the center, while natural light filters through the windows with blinds. A minimalist artwork hangs on the green accent wall, enhancing the overall aesthetic.

Home in Lexington

El Retro- Mid Century Ranch near Horse Park & Rupp

4.98 out of 5 average rating, 128 reviews

The living room features vaulted ceilings and an open layout. A sectional sofa and a reclining chair offer comfortable seating, while a coffee table sits centrally. Light hardwood flooring and soft wall decor contribute to a bright and airy ambiance. A large TV is mounted on a nearby wall.

Home in Lexington

Newly renovated upscale house with high ceilings

4.97 out of 5 average rating, 150 reviews

A spacious living area features a comfortable sectional sofa accompanied by a recliner. A patterned area rug covers the floor, and a coffee table stands nearby. A fireplace is set against a white brick wall, with decorative shelves holding various items above.

Home in Richmond

Near to EKU; discounts to 10%

Holiday condos with a patio

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.

Condo in Frankfort

4.68 out of 5 average rating, 98 reviews

Capital City Condo #5

5 out of 5 average rating, 49 reviews

A cozy living room setting features a dark blue couch adorned with yellow cushions. A wooden coffee table is placed in front of a fireplace, creating a welcoming focal point. Large glass doors provide natural light, framing a view of the outdoor area.

Condo in Richmond

Robin’s Nest: Walk EKU/Downtown

Condo in Historic South Hill

An open living area features wooden ceilings, large windows dressed with patterned curtains, and stylish seating options. A mix of modern and vintage furniture creates a cozy space, complemented by decorative rugs and a dining area adorned with a chandelier.

5 out of 5 average rating, 20 reviews

The Big Blue Wave - 2-Bedroom Condo by Rupp Arena

4.89 out of 5 average rating, 108 reviews

A spacious living room featuring a light-colored sectional sofa with ample seating, complemented by a dark wood coffee table. Large windows allow natural light to fill the space, framed by navy blue curtains. A ceiling fan enhances airflow in this modern area.

Condo in Lexington

Penthouse @ 175 LEX -Walk to Rupp Arena on Main St

5 out of 5 average rating, 9 reviews

A modern living space is highlighted by a comfortable leather armchair and a round glass coffee table. A mounted television and a linear electric fireplace are positioned against a feature wall. Natural light enters through a window, illuminating the dining table in the background.

Condo in Harrodsburg

Salt River Bed and Barn

4.8 out of 5 average rating, 5 reviews

A two-story building is shown, featuring a covered porch that wraps around the front. The exterior walls are painted white, contrasted by black trim. A large yard and open fields surround the property, with clear blue skies overhead.

Condo in New Castle

The Bunker

Condo in Historic South Hill

A modern kitchen features a central island with a light-colored countertop, surrounded by four wooden bar stools. Stainless steel appliances and sleek cabinetry are visible, complemented by pendant lighting above. The space is designed with a mix of tile and hardwood flooring.

4.95 out of 5 average rating, 20 reviews

HUGE 3BR Penthouse King bed. Walk 2 RUPP elevator