Vacation rentals with outdoor seating in Georgetown

4.99 out of 5 average rating, 186 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)

A private entrance is framed by trees displaying vibrant autumn foliage, adding bursts of red and orange. A gravel driveway leads toward a gated entrance, while fallen leaves create a colorful carpet along the pathway. Clear blue skies provide a bright backdrop.

4.96 out of 5 average rating, 370 reviews

Horse Farm Creekside Cabin- 6 min to KY Horse Park

*Fiberoptic wi-fi added 10/11/22*Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, SatTV/Netflix or enjoy wildlife viewing on the screened porch. Big Green Egg for grilling on the spacious deck. Fire pit and zipline. Living room/bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail. 15 min to downtown Lex/G’town.

4.99 out of 5 average rating, 456 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 elm 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 bunk-beds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

4.95 out of 5 average rating, 262 reviews

The exterior showcases a rustic cabin with wooden siding, complemented by neatly trimmed bushes. A screened porch is visible, providing a welcome entrance with wooden flooring and a partial view of the outdoor area beyond.

Farm stay in Georgetown

Horse Country Heaven

Come check out Dunn Driftin guest cabin in the heart of horse country and have your very own cozy hideout while experiencing all that central Kentucky has to offer. Take a tour of the top-notch thoroughbred farms, go on the Bourbon Trail adventure, explore the Ky horse park, catch a race at Keeneland (April & October), or venture out to Churchill downs or the Ark Encounter. Oh, and just so you know, we love dogs! Additionally, we provide horse boarding and even massage therapy for an extra fee.

Guesthouse in Nicholasville

Lush green grass frames the scene, with two flowering trees prominently in the foreground. A wooden fence lines the area, leading to a cottage that is partially obscured by the trees. Natural light brightens the surroundings on a clear day.

4.98 out of 5 average rating, 368 reviews

Cottage Retreat - Wine, Horses, Convenient

Just south of Lexington KY. Cottage Retreat - nestled between horse farms & open land this 25 acre farm is a unique & convenient location to relax and spend time unwinding. 7.8 miles from the Bluegrass Airport, 10.8 miles from Rupp Arena, 8.4 miles from Keeneland - you're close to numerous items of interest. Enjoy the fully remodeled private cottage, stroll down the lane, enjoy the close proximity of horses, and perhaps buy a bottle of wine on site. No pets and no smoking. Thank you.

4.97 out of 5 average rating, 699 reviews

The entrance to the historic Buffalo Springs Distilling Company is showcased, featuring sturdy stonework and a wooden door. A sign hangs above the entrance, indicating the building's name. Nearby, green grass is visible, hinting at the surrounding area.

Home in Stamping Ground

Buffalo Springs Distilling Company

It’s recently been brought to our attention about Airbnb scams! Please reserve with us or someone else that has a history! The Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one Queen sized bedroom due to the size of the structure.

4.94 out of 5 average rating, 299 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!

4.95 out of 5 average rating, 215 reviews

A serene landscape showcases a gravel path winding through lush green grass, framed by wooden fences. A large tree stands prominently, with the sun rising in the background, casting a warm glow across the misty field under a softly clouded sky.

Home in Versailles

Quaint little farm house close to Keeneland/horses

Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails

4.96 out of 5 average rating, 163 reviews

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.

Home in Georgetown

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.

4.97 out of 5 average rating, 192 reviews

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.

Home in Georgetown

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!

4.96 out of 5 average rating, 162 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, 105 reviews

Home in Georgetown

Glow Hill - Hot Tub! Ark 30 min - Horse Prk 13 min

✨ Glow Hill in downtown Georgetown KY — walk to restaurants, bars & shops! 🛏️ 2 BR w/ queen bed + smart TVs (75” + 55”), huge 7ft bean‑bag lounge 🧼 Private patio w/ inflatable hot tub, outdoor LED glow & dining area ⚡ High‑speed Wi‑Fi for streaming/remote work — fast connection, no lag 🧺 In‑unit washer & dryer, full kitchen, security cameras at entry 🚶 12 min to KY Horse Park • 30 min to Ark Encounter ❌ No shoes inside Check out our other nearby stays! 📍

Popular amenities for Georgetown outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.99 out of 5 average rating, 175 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

4.98 out of 5 average rating, 161 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

4.94 out of 5 average rating, 190 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

4.97 out of 5 average rating, 152 reviews

A bright living area features a light-colored sofa and two beige armchairs arranged around a glass coffee table. Natural light enters through two large windows, complemented by white curtains. A green front door adds a pop of color to the welcoming space.

Home in Kenwick

The Rosewood Cottage of Lexington I Elegant & Cozy

A modern kitchen features light-colored cabinetry and a granite countertop, equipped with stainless steel appliances. A window with soft yellow curtains allows natural light to brighten the space. Decorative tile backsplashes add a subtle touch, while a rug enhances the floor area.

4.91 out of 5 average rating, 621 reviews

KY & Bourbon & Horses, Oh My! Close to Keeneland

A charming brick home with a gabled roof is framed by lush green trees and landscaped garden beds. A stone pathway leads to the front porch, where two white chairs invite relaxation. The welcoming facade features multiple windows allowing natural light.

4.95 out of 5 average rating, 265 reviews

3BR-4 Beds-2BA close to UK/Chevy Chase/Downtown

5 out of 5 average rating, 104 reviews

A dining area features a round wooden table set with glassware and green accents. A striking mural of bourbon barrels lines one wall, illuminated by a modern pendant light, while a doorway leads to other spaces in the home.

Home in Frankfort

*Long Pour: Your Luxury Downtown Bourbon Home*

A brick house is showcased with a well-manicured lawn, surrounded by green shrubbery and a small red-leafed tree. A driveway leads to a parked blue vehicle, while trees in the background add natural beauty to the setting.

4.99 out of 5 average rating, 149 reviews

Quiet neighborhood close to everything!

Apartment rentals with outdoor seating

4.98 out of 5 average rating, 211 reviews

A spacious living area features a light-colored sofa accompanied by decorative orange cushions. A coffee table with a woven texture sits on a textured area rug. Large sliding doors open to the patio, framed by a vibrant mural and greenery, enhancing the natural light.

Apartment in Lexington

"Uptown Retreat" - Cozy Fireplace & Sauna

4.84 out of 5 average rating, 147 reviews

A spacious living area features a dark sectional sofa and a round coffee table set on a decorative area rug. Natural light floods through the large bay windows with white drapes, illuminating the contrasting hardwood flooring and the cozy dining set nearby.

Apartment in Georgetown

Man O'War @ The HoM- KY Horse Park, Ark, Historic

Apartment in Meadowthrope

A cozy living area features a striped sofa and two armchairs, creating a comfortable seating arrangement. Two lamps provide soft lighting, while a wooden side table holds a small plant. The hardwood floor is complemented by a large area rug, enhancing the warm atmosphere.

4.95 out of 5 average rating, 154 reviews

Nonie's Abode

4.86 out of 5 average rating, 352 reviews

A well-appointed bedroom features a spacious bed dressed in white linens and an array of decorative pillows. Natural light filters through sheer curtains, illuminating the room. Two bedside lamps provide additional lighting, and a wall art piece adds a touch of elegance.

Apartment in Frankfort

The Grey Lady- 300YD from BT Distillery

Apartment in Woodward Heights

The living area features a comfortable gray sofa paired with two orange accent chairs. A dark coffee table sits in front, complemented by a large, colorful artwork on the wall. A flat-screen TV is positioned on a wooden stand, with plants adding a natural touch.

4.98 out of 5 average rating, 341 reviews

Downtown Apartment in Victorian Home

4.96 out of 5 average rating, 387 reviews

A spacious living area features a neutral-colored sofa with decorative pillows, paired with a wooden coffee table. Art pieces adorn the walls, and a ceiling fan circulates air. A large window allows natural light to fill the room, highlighting the hardwood flooring.

Apartment in Richmond

Luxury on Main / East

4.95 out of 5 average rating, 141 reviews

A spacious living area features a comfortable dark leather sofa with soft throw pillows, complemented by a decorative floral wall art piece. A patterned area rug adds color to the floor, while a floor lamp provides additional lighting. The kitchen area is partially visible in the background.

Apartment in Richmond

Comfy upstairs 2bed/1 bath near EKU Richmond

4.98 out of 5 average rating, 250 reviews

The exterior of the apartment features a welcoming porch with white railings and hanging flower baskets. A well-maintained lawn with colorful flower beds can be seen, along with a small garden feature. A vehicle is parked in the attached garage to the right.

Apartment in Lexington

Lexington Apt. with parking & private entrance

Condo rentals with outdoor seating

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

An open living area features large glass doors that provide views of the greenery outside. Industrial elements, such as exposed beams and metal accents, complement a cozy seating arrangement with a sectional sofa and wooden coffee table. A dining table with bar stools is visible in the background.

4.94 out of 5 average rating, 236 reviews

Top Shelf the only Airbnb in KY above a Distillery

4.94 out of 5 average rating, 160 reviews

A living area features two dark couches adorned with decorative pillows, situated around a wooden coffee table. Soft lighting is provided by two table lamps. A small desk with an office chair is positioned in the corner, while a patterned rug anchors the space.

Condo in Frankfort

Bourbon Trail R&R

4.88 out of 5 average rating, 135 reviews

The exterior of the condo is displayed, featuring a brick facade and a welcoming green door under a gabled roof. Two windows flanking the door allow natural light, and a small pathway leads to the entrance, complemented by neatly maintained greenery.

Condo in Shelbyville

Work, Family and Friends and Bourbon

4.94 out of 5 average rating, 149 reviews

Graffiti Art Haus - Walk to Central Bank Arena

A sitting area features a gray couch, a secretary's desk with a padded chair, and a flat-screen TV mounted on the wall. An artwork titled 'The Nude' hangs beside a window, allowing natural light to fill the space. Antique hardwood floors are visible.

4.95 out of 5 average rating, 55 reviews

Federico's Historic Studio - Downtown

A light-colored sofa is adorned with decorative navy and yellow pillows, positioned in a bright living area. A yellow throw blanket is casually draped over one armrest. The background includes a kitchenette and large windows allowing natural light to fill the space.

Condo in Frankfort

4.63 out of 5 average rating, 191 reviews

Capital City Condo #8

A cozy corner is highlighted by a vintage poster of 'The Queen's Gambit' by Walter Tevis. A wooden table features a chessboard, while a textured gray chair is positioned nearby, complemented by two elegant lamps casting a soft light. A patterned curtain adds visual interest.