Holiday rentals with a patio in Georgetown

4.98 out of 5 average rating, 241 reviews

A rustic cabin is nestled among trees, featuring a well-lit entryway and a front deck with two wooden lounge chairs. Soft evening light spills through the windows, creating a welcoming atmosphere. Stone stepping stones lead towards the doorway, enhancing the natural setting.

Cabin in Lawrenceburg

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub

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)

Outdoor spacesValueGetting around

4.99 out of 5 average rating, 158 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.

Outdoor spacesViewLaundry

A living room features two comfortable reclining couches facing a television mounted on a stand. A uniquely designed coffee table with various graphics occupies the center of the room. Natural light enters through the glass door, complementing the warm tones of the flooring.

4.78 out of 5 average rating, 107 reviews

2 bedroom, 1 bath, sleeps up to 5, arcade game

Come in after a day out and kick back and relax on the patio. Grill and plenty of seating for everyone. You will be able to get a good nights rest in our cozy beds or relax in the living room on comfy reclining couches. Theres cable and internet. Games and coloring books for the kids. Its home away from home. There is a basket in the bathroom fixed with items you may have forgotten to pack. There is also a basket in the kitchen with a few snacks for the kids or even a few for the adults.

ValueOutdoor spacesParking

A charming exterior view of a single-story home is framed by a white picket fence, with a small seating area accessible by the entrance. Trees with autumn foliage create a colorful backdrop, and a clear blue sky enhances the welcoming appearance of the residence.

4.91 out of 5 average rating, 122 reviews

The Clayton House | Chic & Cozy

Welcome to our stylish, newly renovated 2-bedroom, 1-bath home, centrally located just minutes away from Georgetown College! This spacious gem boasts an inviting open full-kitchen and living room concept, a back patio, and back yard. Whether you're visiting the college, exploring the town, or simply looking for a comfortable and modern retreat, The Clayton House is the ideal choice for your stay. Experience the perfect blend of convenience and comfort in this newly revitalized space. *No pets

ValueOutdoor spacesNearby

4.99 out of 5 average rating, 101 reviews

The front exterior of a historic American Four Square home is displayed, featuring a light yellow facade with dark green shutters. A wide set of stairs leads to the entrance, and a large tree provides shade over well-maintained landscaping, which includes flower beds and a grassy lawn.

Cottage in Georgetown

Location! Hot tub, comfy beds, walk to Main St.

Guests love our 5-star "𝐠𝐮𝐞𝐬𝐭 𝐟𝐚𝐯𝐨𝐫𝐢𝐭𝐞" hosting by 100% hospitality by local hosts. Stay in a 1920s "American Four Square" cottage in the cutest part of downtown Georgetown! Peaceful, quiet, fenced backyard - HOT TUB, Blackstone gas grill, deck w/ table+chairs, fire pit/chimney, flower garden, yard & board games. Expected luxury like comfy beds/linens of a CLEAN home while visiting bourbon trail, KY Horse Park (5mi), ARK (33mi), Lexington, college visits, guys/girls trips & more.

Outdoor spacesHot tubFamily

4.87 out of 5 average rating, 101 reviews

A charming, dark-colored cottage is set amidst lush greenery. A covered porch is visible at the front, featuring comfortable seating. Flower beds and manicured landscaping enhance the natural surroundings, while tall trees provide shade and tranquility.

Cabin in Versailles

Creekside- Bourbon Trail Oasis

Welcome to Creekside, a unique vacation experience nestled in the heart of Versailles, KY. Steeped in nature, Creekside offers majestic views of the river with peaceful waterfalls. In the evening, gather round the crackling fire pit, creating memories under the stars. When you're ready to explore, you'll find downtown Versailles is just a 10-minute drive away. For bourbon lovers, we are just 25 minutes from the famous Woodford Reserve. We now have Starlink wifi to always keep you connected!

ViewValueLong stay

4.99 out of 5 average rating, 548 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!

Outdoor spacesValueNearby

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, 137 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.

ViewValueGetting around

An inflatable hot tub is lit in calming blue tones, surrounded by a bamboo privacy fence. Soft lighting from outdoor string bulbs enhances the evening ambiance, casting a gentle glow across the scene.

4.97 out of 5 average rating, 149 reviews

Hot Tub Holly 13 min to Horse Park 30 min to Ark

✨ Luxury Tiny Home Hideaway in downtown Georgetown, KY 🛏️ Queen Purple mattress + pull-out couch bed 🛁 Private patio with gazebo and inflatable hot tub 📺 65” 4K smart TV, full kitchen with stove & coffee 🧺 In-unit laundry + fast Wi-Fi 🌿 Quiet private backyard space to relax 🚶 5-min walk to Local Feed, Galvin’s and downtown spots 🚗 12m Kentucky Horse Park • 30m Ark Encounter 🔒 Security cams (doorbell + backyard) Ask about booking “The Retro” next door for larger groups! 🔄

ValueCheck-inNearby

4.93 out of 5 average rating, 313 reviews

Two outdoor bathtubs are positioned on a wooden deck, surrounded by trees and views of the creek. An Adirondack chair sits nearby, providing a space for relaxation while enjoying the natural surroundings.

Treehouse in Georgetown

KY’s #1 Wishlisted Stay-Treehouse and outdoor tubs

Escape to Kentucky’s 2026 most wishlisted Airbnb! A romantic treetop getaway with two outdoor tubs, twinkle lights, and a peaceful setting made for reconnecting. The treehouse features a large glass rolling garage door allowing stunning views of the sunset. The highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station ✔ Hot Water

ValueOutdoor spacesCondition

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, 189 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.

ValueOutdoor spacesCheck-in

4.97 out of 5 average rating, 182 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.

Outdoor spacesViewAccess

Popular amenities for Georgetown Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

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.

5 out of 5 average rating, 98 reviews

Downtown 2BR | Walk to Rupp · Porch · Parking

Outdoor spacesValueIndoor spaces

4.98 out of 5 average rating, 197 reviews

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

Outdoor spacesViewLocation

4.95 out of 5 average rating, 111 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

ValueParksNearby

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.

4.86 out of 5 average rating, 230 reviews

*Luxury One Bedroom Apt| Downtown Lexington*

ValueParkingCondition

An aerial view captures a two-story house with a dark roof and a white exterior, positioned next to a well-maintained lawn. A concrete driveway leads to the entrance, with paths of grass lining the edges. Surrounding buildings and greenery are also visible.

4.92 out of 5 average rating, 117 reviews

Victorian Apt Downtown Lexington

Outdoor spacesViewTV

4.96 out of 5 average rating, 89 reviews

A seating area is furnished with two brown recliners and a matching couch, arranged around a light area rug. A television is placed on a wooden stand against the wall. Framed artwork decorates the neutral-colored walls, contributing to a cozy atmosphere.

Apartment in Georgetown

Private Farm Basement Apartment!

ViewValueQuiet

4.94 out of 5 average rating, 32 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

ValueOutdoor spacesQuiet

4.95 out of 5 average rating, 164 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

ValueCleanlinessGetting around

Holiday House Rentals with a Verandah

4.9 out of 5 average rating, 135 reviews

The newly renovated farmhouse features a white exterior with a red metal roof. A covered porch extends across the front, with a wooden bench providing a place to sit. The surrounding yard is spacious and grassy, framed by trees in the background.

Home in Frankfort

Morrow House-Newly Renovated Farmhouse 3 bedrooms

ViewValueBarbecue

4.98 out of 5 average rating, 202 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

Outdoor spacesValueComfort

4.97 out of 5 average rating, 181 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

Outdoor spacesViewHospitality

4.8 out of 5 average rating, 176 reviews

The Bluegrass get-away

ValueOutdoor spacesHospitality

5 out of 5 average rating, 112 reviews

Home in Frankfort

Bourbon Central Waterfront Luxe near Buffalo Trace

ValueViewDecor

4.99 out of 5 average rating, 106 reviews

Home in Springfield

Bourbon Trail + Walk to Dine + Hot Tub + Fire Pit

Outdoor spacesValueFamily

4.9 out of 5 average rating, 247 reviews

Home in Lexington

Cottage w/Jacuzzi - centrally located, comfy beds!

ValueViewQuiet

4.99 out of 5 average rating, 144 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

ValueViewBathroom

Holiday condos with a patio

4.98 out of 5 average rating, 60 reviews

A welcoming bedroom features a spacious bed layered with neutral and earthy-toned bedding. A round mirror reflects natural light from the window, enhancing the room's brightness. A comfortable chair and a sleek dresser are positioned beside the bed, while an area rug adds warmth to the hardwood floor.

Condo in Lexington

Historic Downtown Condo

ValueLong stayCleanliness

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

4.69 out of 5 average rating, 104 reviews

Capital City Condo #5

ValueTVLaundry

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

4.76 out of 5 average rating, 125 reviews

Capital City Condo #2

Outdoor spacesValueParking

Condo in Frankfort

4.83 out of 5 average rating, 6 reviews

Capital City Condo #9

ValueConditionLocation

5 out of 5 average rating, 24 reviews

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.

Condo in Lexington

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

ViewOutdoor spacesCleanliness

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

4.88 out of 5 average rating, 118 reviews

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

ValueViewWalkability

5 out of 5 average rating, 10 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

CheckoutLocationAmenities