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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 stars5 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
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, 19 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 stars4 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.
Guest favorite
A spacious backyard is bordered by greenery, featuring a stone fire pit surrounded by six light-colored chairs. The elevated house can be seen in the background, with a deck that overlooks the yard, offering a serene view of the surrounding trees.
Home in Versailles
4.97 out of 5 average rating, 63 reviews

Riverside Roost -bourbon themed water front home

LoriRating, 5 stars1 week ago
The home is as described and looks like the pictures . The bunk beds worked well for the grandkids and the room had a tv for them. The living room/great room worked well for the family together . Nice deck in back for family to gather . The home is about a 10 to 15 minute drive to area restaurants , grocery and other activities in the area. The host/manager were very easy to communicate with .

Apartment rentals with outdoor seating

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 stars6 days 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 !!
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, 197 reviews

Location! Beautiful Downtown Apt, Across from Rupp

NikkiRating, 5 stars1 week ago
We had a great stay during our KY trip to celebrate a graduation. Easy walk to Rupp. Charming apartment home with lots of room and everything you need! We Definitley would stay here again. Thanks Tony and team for a wonderful “home base” while in Lexington! 😎
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 stars6 days 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
An airy living room is presented with large windows allowing natural light to fill the space. Modern furnishings include a dark sectional sofa with a red throw and a sleek entertainment unit. A ceiling fan adds a practical touch, while a cozy seating area features two chairs.
Apartment in Versailles
4.74 out of 5 average rating, 39 reviews

Spacious Apartment With Hidden Room

Marjorie LeaRating, 5 stars3 weeks ago
What a beautiful Kentucky countryside home away from home! Everything was lovely and spit spot; thank you for sharing your home suite, so that we could spend time with our family in the area.
Superhost
A spacious living room is presented with a comfortable sectional sofa adorned with patterned cushions. A round glass coffee table is situated in the center, featuring decorative elements. Warm light is emitted from two lamps, illuminating the inviting space, complemented by framed artwork on the wall.
Apartment in Frankfort
4.87 out of 5 average rating, 357 reviews

Ky Bourbon and Horses-300YD from BT Distillery

MelissaRating, 5 stars1 week ago
Comfortable Kitchen has spices and different things you may need to cook. Bathroom had plenty of towels to use and some shampoo. conditioner and body wash.
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!
Top guest favorite
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.
Apartment in Lexington
4.98 out of 5 average rating, 337 reviews

Downtown Apartment in Victorian Home

BethRating, 5 stars3 months ago
The house is divided into three rental spaces, each is private and has its own entrance. I stayed in #1. The apartment isn't huge but it's comfortable and perfect for one or two people. I love the clawfoot bathtub! A major advantage is how close it is to Rupp Arena/Convention Center, just about 2 blocks. The neighborhood has restricted parking and two permits are provided so parking is easy. You really can't beat staying here when attending an event at Rupp/CC. The hosts were above-and-beyond accommodating and helpful and very responsive. I plan to stay here again for the next event!

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!
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).
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
4.64 out of 5 average rating, 183 reviews

Capital City Condo #8

ChristineRating, 5 stars1 month ago
Place was absolutely amazing, quiet, spotless, and comfortable. Host was very friendly and willing to help out. Address kept showing somewhere else but if you follow directions provided by host once reserved then you will get straight there. Overall amazing stay.

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