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Vacation rentals with outdoor seating in Woodford County

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Woodford County outdoor seating rentals

House rentals with outdoor seating

Top guest favorite
The outdoor space features a DIY pickleball court, surrounded by well-maintained grass and bordered by planters. A gazebo and hot tub are visible adjacent to the brick house, while tall trees provide a serene backdrop to the inviting courtyard area.
Home in Midway
5 out of 5 average rating, 33 reviews

Bourbon Trail ~ Pickleball ~ Hot Tub ~ Mini-Golf

AlisonRating, 5 stars6 days ago
One of our most favorite stays ever! The jukebox was so fun and allowed our kids to hear classic music in the best way! We all enjoyed the pickleball court and the hot tub was a nice touch for evening relaxation. I enjoyed sipping coffee in the morning from the Adirondack chairs in the backyard while overlooking the Kentucky countryside. The home was perfect for our family of 5 (boys ages 11,13,15), stocked exceptionally well with everything you need for a comfortable and cozy stay. The charging docks on the nightstand were a nice touch. It was also nice to not have to purchase toiletries, laundry supplies, coffee. They even include creamer pods which was so nice! The location was perfect for bourbon tours and then we also got to experience the Ark Encounter one day (45 min away). We had such a great time. We highly recommend this stay for your next vacation!
Top guest favorite
A welcoming entrance is depicted, featuring a set of wide wooden stairs leading to a black front door. Black railings and modern wall sconces frame the entrance. Large windows on either side of the doorway allow for natural light, enhancing the clean lines of the white brick exterior.
Home in Nicholasville
5 out of 5 average rating, 47 reviews

Keene Cottage mins to Keeneland and Lexington

RebekahRating, 5 stars3 weeks ago
Christian has a wonderful home, full of good little touches, everything comfortable and lovely! Has a kitchen fully stocked with dishes, pots, pans, blender, griddle, almost anything you might need to make and enjoy food. Plenty of towels, thoughtfully provided toiletries. There was a booklet with recommendations for food and things to do in the area, helpful notes for the stay and clear directions for checkout. We enjoyed the game room below - didn't quite get out to using the fire pit but it was such a good He was very communicative and responsive. We had an instance of someone in our party accidentally locking us all out of the house (didn't pay attention to the note of how the lock worked) - upon messaging, they speedily provided resolution to get us back in! And then when we noted to him that a foosball was missing (in an evening), he had one delivered to us by the next morning. I definitely recommend Christian’s hospitality! All in all, a wonderful stay!!
Top guest favorite
An open-concept living area features comfortable seating arranged around a circular rug. A well-equipped kitchen is visible in the background, complemented by a dining table for four. Natural light enters through multiple windows, creating a bright and welcoming atmosphere.
Home in Versailles
4.97 out of 5 average rating, 37 reviews

Willow Springs 2br/1ba- Sleeps 8 33 acres w/trails

StaceyRating, 5 stars3 weeks ago
The place was so homey!!! The trails were fun to walk and see the flowers and butterflies. Location is great! Close to SO many things!!! Will stay here again for sure!
Top guest favorite
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
4.93 out of 5 average rating, 73 reviews

Whiskey Woods: Newly Remodeled w/ HOT TUB!

LarryRating, 5 stars1 week ago
We had a lovely relaxing time, the place was set up very well. We enjoyed the surroundings especially all the deer in the yard. We will be back to enjoy Jason’s place and the local bourbon again!!
Top guest favorite
A spacious guest house is set against a clear blue sky, featuring a wraparound porch with white railings. The exterior showcases a combination of light siding and wooden accents, with dormer windows adding charm. Lush green grass surrounds the property.
Home in Versailles
5 out of 5 average rating, 20 reviews

Home in Versailles on the Bourbon Trail

BruceRating, 5 stars1 week ago
Meghan is a super hostess. Her house is fantastic and the farm is awesome. Everybody that stayed with us could not get over how beautiful and well kept this property is. We all can't wait for another trip to Tule Farm. The value of staying at this property is well worth it. Loved every minute of our visit. Thank you Meghan for all of your personal care and hospitality.
Top guest favorite
A serene view of the property’s lush green lawn is framed by tall trees, with a faint sunset visible in the distance. A wooden sign displaying 'Birdsong Valley' hangs from a post, surrounded by vibrant foliage. A gently flowing creek is evident, bordered by budding plants.
Home in Versailles
5 out of 5 average rating, 88 reviews

Birdsong Valley on Bourbon Trail

AngelaRating, 5 stars5 days ago
We were very impressed with Florettas home. Everything looked just like the pictures and the amenities were amazing Floretta thought of everything from snacks, breakfast foods, and treats including homemade cookies and bourbon balls in the kitchen to all kinds of toiletries, extra toilet paper, and a generous supply of quality towels in the bathrooms. The living area was tastefully decorated and comfortable there were instructions to all appliances, wifi, and TVs. Also lots of games for all ages. This is one of the best equipped and organized Air BnBs we have ever visited. Our family of 5 would definitely stay here again to visit the Bourbon Trail to which it was centrally located as well.
Top guest favorite
A spacious dining area is highlighted by a large wooden table surrounded by several chairs. Barn-style sliding doors lead to a well-lit area filled with natural light. A piano and a decorative cabinet are visible along one wall, adding to the inviting atmosphere.
Home in Midway
5 out of 5 average rating, 70 reviews

Midway Cottage-Vineyard, Bourbon Trail, Horses

VanessaRating, 5 stars1 month ago
Our trip to Midway was great, Pamela was awesome. She made us feel at home and gave us some great suggestions! The house was perfect for 3 couples, with separate space. The house was very clean! Midway has some great restaurants and you are very close to Keeneland. Would definitely recommend
Guest favorite
A spacious bed is dressed in white linens, adorned with a decorative pillow featuring a horse illustration. Green and tan accent pillows enhance the bed's comfort, while a simple plant adds a touch of greenery. A framed artwork is mounted above the headboard.
Home in Versailles
4.75 out of 5 average rating, 12 reviews

Bourbon Central! Prime Location and Amenities

SandraRating, 5 stars1 month ago
The house was very clean and comfortable and nicely decorated. Iva was very responsive to an issue we were having and it was quickly resolved.

Apartment rentals with outdoor seating

Guest favorite
The living area features a floral-patterned sofa, accompanied by two side tables with lamps. A black coffee table sits in front of the sofa, with a TV mounted on the wall and a view into the kitchen and dining area in the background.
Apartment in Lexington
4.94 out of 5 average rating, 140 reviews

Two Bedroom Apartment in Victorian Home Downtown

JulieRating, 5 stars1 month ago
What a great apartment! This two bedroom space was exactly what we needed for a long weekend in Lexington. The space was clean and well decorated. The kitchen had everything we needed, and each bedroom was clean, with comfortable beds and TV. The street was private and we had a pass to park on the street. We bopped over the Java Jukebox for breakfast and highly recommend. John’s apartment was close to everything we needed. Would totally stay again!
Guest favorite
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
4.85 out of 5 average rating, 137 reviews

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

MissussRating, 5 stars1 week ago
Nice place and great location !
Top guest favorite
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
4.98 out of 5 average rating, 202 reviews

"Uptown Retreat" - Cozy Fireplace & Sauna

HeatherRating, 5 stars1 week ago
we almost were not about to return and book with Air B n B but...David absolutely changed that and turned our past awful experience right side up!!! During a extremely busy weekend and sold out everywhere weekend , he was available and even let us check in early!!! we couldn't get over just how peaceful stress-free and felt like honestly we were at our home! they didn't hover or intrude . Will return !!
Superhost
A master bedroom features a spacious bed with light blue bedding and decorative pillows. Nearby, a vintage framed painting adorns the wall, and soft drapes frame a window. A small lamp and an accent chair complement the inviting design.
Apartment in Frankfort
4.76 out of 5 average rating, 66 reviews

Charming Apartment on the Bourbon Trail

MissieRating, 5 stars2 months ago
Peaceful and quiet! Had everything I needed and was well stocked w towels and soap/detergent etc. Could use more cookware but I had my own. It is an old house and has old house quirks. Shanda was super responsive and helpful with any issues or questions. I really liked the location - nice spot between Frankfort and Lexington. Super close to distilleries and plenty to explore.
Guest favorite
A spacious bedroom features a comfortable bed with plush linens, complemented by a decorative area rug. Natural light enters through two windows, illuminating the room. An air conditioning unit is mounted on the wall, and a stylish lamp stands beside the bed.
Apartment in Lexington
4.96 out of 5 average rating, 199 reviews

Location! Beautiful Downtown Apt, Across from Rupp

JosephRating, 5 stars2 days ago
This is my 3rd or 4th time staying here and works out perfect for me. Walking distance to downtown and UK. Will be staying there again in the near future.
Top guest favorite
A welcoming front porch features several seating options and is bordered by a well-maintained lawn. The entrance is framed by a charming red door, complemented by large windows allowing natural light to brighten the space. The surrounding neighborhood showcases a mixture of brick and siding homes.
Apartment in Lexington
4.94 out of 5 average rating, 137 reviews

Nonie's Abode

JeanneRating, 5 stars1 week ago
we had a relaxing and peaceful stay at Nora's place. The beds were very comfortable, great shower and spacious living space. also a beautiful deck and gardens outside! thank you!
Guest favorite
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
4.84 out of 5 average rating, 339 reviews

The Grey Lady- 300YD from BT Distillery

BretRating, 5 stars3 weeks ago
The place was very nice and clean. The bed was very comfortable. Hotel quality. My friends said the twin beds were also comfortable and slept well also. Parking lot is in the back private can’t see from street. If you are coming to Kentucky to visit distilleries it’s the place to stay. Centrally located. Can be in Louisville,Lexington and Bardstown in an hour or less. I plan on staying here again the next time I come. Can’t go wrong by booking here.
Guest favorite
A spacious room features a plush green and purple color scheme. A comfortable sofa and an accent chair provide seating. A coffee table holds magazines, while a vibrant equestrian-themed artwork adorns the wall. Natural light filters through the window with blinds, enhancing the inviting space.
Apartment in Versailles
4.98 out of 5 average rating, 56 reviews

Morgan Street Apartment

SaraRating, 5 stars2 weeks ago
Stayed for two night for a wedding, the place was very clean, amenities as described, and the kitchen was stocked with everything needed to prepare a meal. My dogs, partner and I had a great time walking to nearby parks. I would definitely stay here again!

Condo rentals with outdoor seating

Guest favorite
The exterior of a modern two-story building is presented, featuring a dark grey facade and multiple windows. A covered entry is visible, along with a staircase providing access to the second floor. Greenery from nearby bushes complements the urban setting.
Condo in Lexington
5 out of 5 average rating, 6 reviews

2BR/2BA Condo in Downtown LEX!

ChaseRating, 5 stars3 weeks ago
This stay was amazing! The place was beautiful, everything was perfect. Will definitely be coming back when I’m in Lexington!
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.
Condo in Frankfort
4.62 out of 5 average rating, 136 reviews

Capital City Condo #3

RenattaRating, 5 stars2 months ago
This was a great home base while exploring Kentucky and the area’s bourbon distilleries.
Top guest favorite
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
5 out of 5 average rating, 17 reviews

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

PaulRating, 5 stars1 month ago
Can’t say enough good things about the hosts and their condo. It was perfect for the week! I didn’t care for the garage, but that was on me for bringing a large vehicle. Next time I will bring one of my smaller vehicles.
Guest favorite
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
4.94 out of 5 average rating, 222 reviews

Top Shelf the only Airbnb in KY above a Distillery

DeidrahRating, 5 stars3 weeks ago
Our stay at this beautiful and unique Airbnb was nothing short of amazing! The industrial design elements gave the space a modern yet cozy feel, making it a perfect blend of style and comfort. The location was fantastic, with a plethora of restaurants and live music venues a short walk away. It was the ideal spot for our family of six adults, providing ample space and all the amenities we needed. We loved exploring the Distillery District and coming back to such a welcoming and well thought-out space. Highly recommend for anyone looking for a fun and memorable stay! Thank you, Teri.
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
4.7 out of 5 average rating, 121 reviews

Capital City Condo #4

DonnaRating, 5 stars2 weeks ago
I absolutely enjoyed my stay. It was in a residential area but I had so many other plans it was not a bother. Right down the street a few yards was a great family park I grew up knowing and visiting. The place was clean and provided everything I needed. This was the first time doing an Air BnB. The unit was clean and quiet. The only issue I had was the bathroom tub. There were NO safety features at all. I am an older widow and felt that I would fall in the tub. The floor was so slick. There was no handrail, no towel bar, to sticky things on the bottom of the tub, NOTHING. I had to put a towel down and hoped it would not move. If you stay here and need these safety features you won't find them. However that being said I would stay again! The price was something I could afford had plenty of room. Even though it was just me, 2 or 3 more could have stayed fairly comfortable.
Top guest favorite
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
4.97 out of 5 average rating, 153 reviews

Bourbon Trail R&R

HeatherRating, 5 stars2 weeks ago
Perfect place for us. Comfortable. centralized location while still being set back from the main road.
Guest favorite
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
4.94 out of 5 average rating, 49 reviews

Federico's Historic Studio - Downtown

SherriRating, 5 stars1 month ago
This is a gorgeous Air B-n-B, well cared for and clean. We had a delightful stay and everything we needed was there. It is also in a great Lexington neighborhood walkable to restaurants. Parking was easy. I'd gladly stay there again.
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.
Condo in Frankfort
4.58 out of 5 average rating, 238 reviews

Capital City Condo #6

KrystalRating, 5 stars1 month ago
This was a cute, freshly renewed apartment. My friend and I reserved the space for us and her baby while we were in for an event. The price was right, the size for us was perfect, it was a hop and a skip to get to a local Walmart, Starbucks, etc, and right off the highway (we were traveling back and forth to the Kentucky Horse Park). We were perfectly comfy and the place had everything we needed. The host was responsive and kind (I had a little struggle at the beginning with the keypad entry but I just had to give the door a little tug and it was fine).

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