Holiday rentals with a patio in Georgetown

4.99 out of 5 average rating, 201 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, 278 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, 120 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!

4.99 out of 5 average rating, 140 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.

4.99 out of 5 average rating, 476 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!

A charming cottage exterior is framed by lush greenery and mature trees. The light gray siding is complemented by white columns at the entrance. A brick walkway leads to the front door, bordered by neatly manicured bushes and seasonal flowers.

4.98 out of 5 average rating, 112 reviews

Quaint cottage on scenic horse farm

Welcome to the Cottages at Oxford Springs Farm. Enjoy a quiet stay in the largest cottage of our 3 newly remodeled rental properties, all located on this beautiful, small working thoroughbred farm. Views from every window capture the beauty of the bluegrass. Conveniently located only 10 miles from the Ky Horse Park, 5 mi from the quaint historic town of Georgetown, and 30 minutes from some of Kentucky’s greatest bourbon distilleries. For wildcat fans, Rupp Arena is only 15 minutes away.

4.94 out of 5 average rating, 302 reviews

A spacious glamping tent is set among vibrant greenery, featuring a conical roof and large entrance. Natural light filters through the trees, casting soft shadows on the wooden deck. The scene captures a peaceful ambiance, inviting guests to relax in nature.

Treehouse in Georgetown

★Escape & Relax ~ Breathtaking Creekside Getaway★

Escape the everyday hustle and bustle by immersing in the stunning glamping experience on a secluded creekside property. Enjoy solitude, romance or family time inspired by nature. Tucked away on our 13 acre residence, this spacious 16' tent offers a unique stay in a breathtaking ambiance. ✔ Queen Bed + 2 Full-Size Mattresses ✔ Outdoor Deck with Seating ✔ Bathtub + Separate Shower ✔ Composting Toilet ✔ Creek Access + Kayaks ✔ Cooking Station Learn more about this glamping haven below!

A serene outdoor area is highlighted by a covered patio featuring comfortable seating and a hot tub. Ambient lighting creates a cozy atmosphere, while lush green grass and carefully placed shrubs enhance the inviting outdoor space.

4.96 out of 5 average rating, 167 reviews

The Luxe/Hot Tub/12min to Horse Park/30 Min to Ark

Where elegant vintage meets modern design. Come and enjoy this historic home on a quiet street in downtown Georgetown. You will be within walking distance of shops, restaurants, Georgetown College, and parks. Home is also a ten minute commute to the Kentucky Horse Park and interstate. Equipped with a fully stocked kitchen, full dining room, and a Loft office space. You can enjoy your Private backyard oasis boasting a relaxing hot tub, fire pit, black stone grill, and outdoor tv.

A bright living area features a high, wooden ceiling with exposed beams. Two colorful armchairs, complemented by a cozy blanket, are positioned around a circular wooden table. A television is mounted on the wall, and light filters through a nearby window.

4.97 out of 5 average rating, 195 reviews

Creekside Kentucky Cottage

2 bedroom, 1 bathroom creek side cottage located minutes away from many attractions. Whether you are in town for a bourbon tour or two, to visit your kids at college, or a stroll along horse country, Central Kentucky does not disappoint! Located on Elkhorn creek, enjoy fishing and wildlife with creek side living. Across the creek there is a walking trail that leads to a dog park. Watch kayakers and boaters launch across the creek from you, or bring your own and join in!

4.88 out of 5 average rating, 307 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.

4.96 out of 5 average rating, 165 reviews

A spacious living and dining area features a full-sized, counter-height dining table with six chairs. A cozy seating area includes a sofa and a secondary sleeping area with a twin bed and trundle. Decorative shelving displays various kitchenware and the room is softly illuminated by natural light.

Farm stay in Georgetown

Beautiful farm stay apartment, rural Georgetown KY

Creekside Hideaway is your home away from home. Nestled in rural horse country, come for a relaxing stay with the whole family. Book this 1,100 sq ft full basement, 1-bedroom, 1-bath Georgetown vacation rental! (This is not a full home.) Tour the elite thoroughbred farms, take a trip on the Bourbon Trail, visit the KY Horse Park, have a day at the races during historic Keeneland (April & October), or drive a bit further for Churchill downs or the Ark Encounter.

5 out of 5 average rating, 226 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 Georgetown 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, 67 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!

4.98 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

5 out of 5 average rating, 29 reviews

A spacious living room features two comfortable sofas and a coffee table, arranged to encourage conversation. Natural light flows in through large windows adorned with shutters. A wall-mounted television and bookshelves filled with books add functionality and warmth to the space.

Apartment in Frankfort

Duvall's Downtown Guest Suite

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*

4.96 out of 5 average rating, 28 reviews

A cozy lounge area features a brown leather sofa adorned with blue and white pillows. A welcome sign hangs on the wall near a window, allowing natural light to brighten the space. A modern black door leads to a balcony, enhancing the room's inviting ambiance.

Apartment in Georgetown

Ky Charm Georgetown

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

5 out of 5 average rating, 27 reviews

The carriage house is depicted at twilight, featuring a charming design with a pointed turret. Soft light emanates from the windows and porch, which is furnished with a table and umbrella. The surrounding landscape includes trees and a gravel pathway leading to the entrance.

Apartment in Paris

Horse farm in the Kentucky Bluegrass!

Holiday House Rentals with a Verandah

4.99 out of 5 average rating, 179 reviews

A bright living area features a comfortable gray sofa adorned with colorful throw pillows. A round coffee table sits atop a soft area rug, complemented by wooden chairs nearby. Natural light streams through multiple windows, creating a welcoming atmosphere in this open space.

Home in Frankfort

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

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

4.95 out of 5 average rating, 102 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!

4.93 out of 5 average rating, 122 reviews

A cozy living area is highlighted by a fireplace beneath a mounted television. A light green sofa and a beige couch are arranged around a circular coffee table. Natural light filters through the large arched window, complemented by indoor plants placed thoughtfully in the corner.

Home in Lexington

Cottage Circle Home

5 out of 5 average rating, 116 reviews

The home is nestled amidst a backdrop of gently rolling hills, framed by trees showcasing autumn foliage. A welcoming front porch is visible, accompanied by a small staircase leading to the entrance. Large windows allow natural light to filter into the living space.

Home in Versailles

Birdsong Valley on Bourbon Trail

4.88 out of 5 average rating, 136 reviews

The exterior of a light blue house is presented, featuring a welcoming porch with two rocking chairs adorned with yellow cushions. A bright yellow front door adds a cheerful touch, while landscaped greenery enhances the front yard's appeal.

Home in Lexington

Downtown Rupp Arena 2Bed/1Bath cozy home

4.94 out of 5 average rating, 197 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

A single-story home is presented with a brick facade and light brown siding. The front entrance is framed by small shrubs and seasonal flowers, while a driveway leads to a two-car garage. A clear blue sky complements the setting.

4.77 out of 5 average rating, 154 reviews

Bluegrass get-away

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

A dark gray sofa with decorative pillows sits against a light wall. A round wall clock is positioned above the sofa, displaying an elegant design. A patterned area rug in muted tones lies beneath the furniture, complementing the overall decor.

Condo in Frankfort

4.74 out of 5 average rating, 116 reviews

Capital City Condo #2

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

A dark-hued sofa is positioned against a neutral wall, adorned with decorative pillows featuring geometric patterns. Above the sofa, a framed wall art piece with the text 'DAYDREAM BELIEVER' is displayed. Soft lighting highlights the textures of the fabric and the surrounding area.

Condo in Frankfort

4.64 out of 5 average rating, 134 reviews

Capital City Condo #4

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

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