Holiday rentals with outdoor seating in Georgetown

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, 376 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.

Townhouse in Meadowthrope

The living room is showcased, featuring a comfortable full-size sofa and two armchairs. The walls are adorned with framed artwork, and a coffee table sits in the center. Soft lighting creates a welcoming atmosphere, complemented by colorful area rugs underfoot.

4.88 out of 5 average rating, 510 reviews

Cozy, cute 2BR townhouse near downtown, businesses

Registration#15019537-1 Comfy, cozy Five Squared is tucked in a quiet neighborhood near downtown's restaurants, bars and arts; Rupp Arena and UK basketball games and concerts; the hip Distillery District's restaurants; and Meadowthorpe's antique shops. For business travelers, it's also convenient to New Circle Road and local industry. Our place is great for couples, solo travelers, families with kids, and anyone who likes cotton sheets, exposed brick and the gentle rumble of passing trains.

A spacious backyard is shown, featuring well-maintained green grass and tall trees providing shade. A hot tub and outdoor dining area are placed next to the house. A colorful playground is visible in the background, adding to the inviting atmosphere of the outdoor retreat.

4.98 out of 5 average rating, 135 reviews

The Luxe/HotTub/Playground/12min KHP/30min Ark

Experience the perfect blend of old charm and contemporary. Nestled on a tranquil street, you'll find yourself just a short stroll away from boutique shops, delectable dining options, Georgetown College, and picturesque parks. Additionally, the Kentucky Horse Park and interstate access are conveniently minutes drive away. Outside, indulge in your very own private backyard retreat, complete with a soothing hot tub , stone grill for al fresco dining pleasure, and a playground for the kiddos.

4.97 out of 5 average rating, 703 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.

4.97 out of 5 average rating, 303 reviews

An outdoor area features a gravel patio surrounded by lush greenery. Two wooden benches face a fire pit, with additional seating provided by tasteful Adirondack chairs. A shaded umbrella sits above a small table near the cabin entrance, creating a welcoming space for relaxation.

Cabin in Sadieville

*Unique Country Cabin *1BR 20 min from The Ark!

No neighbors! It’s not a big or fancy place but it’s clean, simple, and relaxing. The stars are brightest in the country when enjoying the fire pit. Our two story cabin has 1BR with two double beds, full kitchen, full bathroom, recliners, and grills. It's perfect for couples, friends, or small families. The Ark Encounter, Kentucky Horse Park, Keeneland, and several distilleries are all within an hour of the cabin. This is a great place to relax between visits to these attractions.

4.92 out of 5 average rating, 273 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

Treehouse with TWO outdoor tubs by the creek!

Welcome to your romantic treehouse getaway! Nestled among the trees, this one-bedroom treehouse is the perfect spot if you're looking for a unique & unforgettable experience. The treehouse features a large glass rolling garage door allowing stunning views of the sunset, but 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

4.97 out of 5 average rating, 141 reviews

Hot Tub Tiny Home Hideaway Near Horse Park and 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! 🔄

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!

4.96 out of 5 average rating, 103 reviews

A well-lit sleeping area features a spacious bed draped in a white coverlet, flanked by two small windows with light blue trim. A blue chair adds a pop of color, while a wooden table is set with cups and a coffee maker, enhancing the inviting space.

Guesthouse in Winchester

Carriage House Gardenside

Privacy and Convenience are yours when you stay at the Carriage House Gardenside. Located in historic Winchester, Carriage House Gardenside offers easy access to Lexington, the Kentucky Horse Park, Keeneland Race Course, the Bourbon Trail and Red River Gorge. Situated across from College Park and steps away from Winchester's public gym (indoor swimming pool and fitness center). Space features a king sized bed, large TV, coffee bar, devoted work space and full bath.

A welcoming entrance path leads to a quaint brick house adorned with a decorative star. A swing sits under a large tree, while a wooden fence outlines the grassy yard, enhancing the peaceful rural ambiance.

4.84 out of 5 average rating, 562 reviews

Silver Streak Equestrian Horse Haven

Step out your front door to see beautiful pastures where you can take your coffee and walk to greet the horses. Peaceful setting but just five minutes to downtown Lexington. If traveling by plane it just two minutes away. Enjoy a little quaint piece of Kentucky with historical Keeneland racetrack your next door neighbor. Experience Lexington the horse capital of the world on an actual working horse farm. Sorry pool and hot tub not included

4.98 out of 5 average rating, 405 reviews

A two-story brick house is set among green grass and trees, with a gravel driveway leading to it. A black wooden fence borders the property, and vibrant yellow flowers are visible in the foreground. The outdoor space exudes a sense of openness and tranquility.

Farm stay in Georgetown

Great Crossings Goat Farm & Apiary

Our solar farm lies in the heart of the bluegrass! We live near: Old Friends Farm, the KY Horse Park, and 35 minutes from UK, Keeneland, The Ark, and 5 distilleries. We live on a small 6 acre farm with cows, sheep, goats, & chickens. Drop by the barn and meet & feed the sheep and goats! You also can watch a movie with them with the little "theater" in the barn. Our house is pretty much a duplex--two houses under one roof, both separate.

A spacious living room features comfortable leather seating arranged around a wooden coffee table. A large Smart TV is mounted on the wall opposite the seating area. Natural light filters in through multiple windows adorned with light blinds, enhancing the modern decor.

4.98 out of 5 average rating, 122 reviews

Bourbon Run- KY Horse Park/Ark/Hot Tub/D'town/4 BR

Welcome to The Bourbon Run! This BRAND NEW 4-bedroom, 2 bath downtown home offers a perfect blend of modern luxury & style coupled with the rustic charm of Kentucky bourbon. Every detail of this home has been thought out to provide a perfect experience. Enjoy an open living room, a fire-pit area, covered patio with a hot tub, & a Blackstone hibachi grill! We can't wait to host you!

Popular amenities for Georgetown outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

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

4.94 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

The charming exterior of the home features a welcoming front porch with two seating chairs and a swing. A bright blue front door stands out against neutral siding, while an American flag is displayed. Colorful flowers and greenery surround the entrance.

4.92 out of 5 average rating, 219 reviews

Clayton House

Superhost

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.

4.88 out of 5 average rating, 136 reviews

Downtown Rupp Arena 2Bed/1Bath cozy home

4.94 out of 5 average rating, 172 reviews

Home in Harrodsburg

The Betsy Sweat Cottage.

4.99 out of 5 average rating, 134 reviews

Game room! 6 beds 2 baths

The cottage exterior is framed by lush greenery and a neatly maintained lawn, featuring a charming porch with rocking chairs. A stone pathway leads up to the entrance, surrounded by trees and open space, providing a serene rural setting.

4.95 out of 5 average rating, 168 reviews

Charming Cottage Home on a Horse Farm in the City!

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.

4.98 out of 5 average rating, 129 reviews

Newly renovated upscale house with high ceilings

Apartment rentals with outdoor seating

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.

4.98 out of 5 average rating, 213 reviews

"Uptown Retreat" - Cozy Fireplace & Sauna

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, 156 reviews

Nonie's Abode

Superhost

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.

4.85 out of 5 average rating, 199 reviews

*Luxury One Bedroom Apt| Downtown Lexington*

4.86 out of 5 average rating, 355 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, 345 reviews

Downtown Apartment in Victorian Home

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.

4.93 out of 5 average rating, 41 reviews

CentraLex Flat

4.82 out of 5 average rating, 104 reviews

A spacious living room features a large, light-colored sofa adorned with decorative pillows, complemented by a stylish coffee table. A floor lamp and an armchair provide additional seating. Artwork depicting a horse decorates the wall, and a fireplace adds to the cozy ambiance.

Apartment in Chevy Chase

*Cozy Duplex| 1 mile to UK| EV Charging*

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.

4.98 out of 5 average rating, 252 reviews

Lexington Apt. with parking & private entrance

Condo rentals with outdoor seating

A gray couch is positioned against a light-colored wall, complemented by three decorative pillows in soft turquoise. Above the couch, a colorful painting of a cow adds a whimsical touch to the space.

4.61 out of 5 average rating, 151 reviews

Capital City Condo #3

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

4.95 out of 5 average rating, 243 reviews

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.

Condo in Lexington

Top Shelf the only Airbnb in KY above a Distillery

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.

4.93 out of 5 average rating, 162 reviews

Bourbon Trail R&R

4.94 out of 5 average rating, 158 reviews

Condo in Lexington

Graffiti Art Haus - Walk to Central Bank Arena

4.93 out of 5 average rating, 57 reviews

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.

Condo in Lexington

Federico's Historic Studio - Downtown

A light gray sofa is positioned against a pale wall, featuring blue and patterned decorative pillows. A round wall clock above the sofa displays natural wood tones. A coffee table with a dark wood finish rests in front, accompanied by a woven basket and a small decorative item.

4.59 out of 5 average rating, 243 reviews

Capital City Condo #6

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.