Holiday rentals with outdoor seating in Madison County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Madison County outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Top Guest favourite
Home in Berea
4.96 out of 5 average rating, 128 reviews

Pinnacle Lodge now w/ Brand New Hot Tub!

AlexRating, 5 stars2 weeks ago
A very wonderful place that we would love to come back to in years to come. We are very grateful for Austin & the time away from our normal lives that his property gave us and the memories made.
Guest favourite
Home in Richmond
4.92 out of 5 average rating, 12 reviews

Artsy KY-Themed Richmond Gem: Sleeps 8, Near All

JourdanRating, 5 stars1 month ago
Very happy with our stay. no complains. would definitely stay here again.
Top Guest favourite
Home in Berea
5 out of 5 average rating, 9 reviews

Peaceful home near the arts district

SeanRating, 5 stars7 months ago
The house is in the beautiful and peaceful countryside of Berea and very close to the city of Richmond where you have shops and grocery stores. I enjoyed hiking in the Pinnacles only 5 min. away, and the city of Lexington was only a 45 min drive. The kitchen, bathrooms and bedrooms where very clean, and the master bedroom had a mattress that was VERY comfortable. Thank you, Donald for helping me figure out the TV and WIFI and for the suggestions of things to do in the area- I'll have to check out the winery next time I'm in town. The home was very comfortable and quiet, so I was able to get a lot of work done. I would very much recommend Donalds home to anyone wanting to relax and unwind...or just get work done. Thanks again for your hospitality.
Superhost
Home in Richmond
4.75 out of 5 average rating, 4 reviews

Richmond Gem

KeenaRating, 5 stars1 month ago
We were in town for our sons graduation with family. The home was easy to find, spacious and beautifully decorated. Would highly recommend !
Top Guest favourite
Home in Richmond
5 out of 5 average rating, 88 reviews

Westwood

P.G.Rating, 5 stars1 week ago
An absolutely beautiful home in a charming neighborhood. The amenities along with the layout and comfort of the home made it a great place to stay. The homeowners were friendly and very welcoming. Top 5 list of our AirBnBs!
Guest favourite
Home in Berea
4.91 out of 5 average rating, 239 reviews

High on Berea

JoseRating, 5 stars1 week ago
Me and my wife loved the place she said It reminded her so much of her pawpaw ‘s home. Place is such in a great spot where you can have both options to walk and have a short drive to many things. Nice and cozy home to be in the thick of Berea .
Guest favourite
Home in Berea
4.96 out of 5 average rating, 125 reviews

Berea Bungalow

LindaRating, 5 stars4 days ago
The bedroom with the Queen had a closet but it was locked. We would like to of had something to hang our clothes up. The rooms were wonderful.
Superhost
Home in Berea
4.84 out of 5 average rating, 68 reviews

Hidden Treasure in Berea KY

VictorRating, 5 stars1 month ago
Beautiful place, cozy, private, spacious and pretty nice sunsets from the porch. Would definitely stay here again

Apartment rentals with outdoor seating

Guest favourite
Apartment in Georgetown
4.86 out of 5 average rating, 138 reviews

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

KareyRating, 5 stars5 days ago
As always a great stay!
Top Guest favourite
Apartment in Lexington
4.98 out of 5 average rating, 203 reviews

"Uptown Retreat" - Cozy Fireplace & Sauna

HeatherRating, 5 stars2 weeks 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 favourite
Apartment in Mount Sterling
4.92 out of 5 average rating, 107 reviews

Charming, private central KY apt

georgeRating, 5 stars2 months ago
The hosts: Gracious and charming, fortiter in res, suaviter in modo. Great books and a comfortable couch, along with a beautiful yard.
Top Guest favourite
Apartment in Lexington
5 out of 5 average rating, 123 reviews

Swanky Boho - Downtown

KatieRating, 5 stars2 weeks ago
Wayne's home was exactly as described and more! The heated tile in the bathroom was a pleasant surprise! The location was perfect for traveling by bike to and from the Railbird Festival all weekend. It was close to local coffee shops and restaurants as well. Parking, finding the location, and entering were about as easy as it gets. We also appreciated Wayne's prompt communication and assistance with any help we needed. We'll stay again if we are in the area. Thank you!!
Top Guest favourite
Apartment in Lexington
4.94 out of 5 average rating, 137 reviews

Nonie's Abode

JeanneRating, 5 stars2 weeks 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!
Superhost
Apartment in Richmond
4.83 out of 5 average rating, 263 reviews

Spacious Downstairs Apartment

RachelRating, 5 stars2 weeks ago
I loved that the space was very allergy friendly and clean. The neighborhood was peaceful and the space was cozy. John and Laura were very responsive, friendly, and helpful. The added touch of fresh coffee for the morning was great!
Superhost
Apartment in Frankfort
4.87 out of 5 average rating, 357 reviews

Ky Bourbon and Horses-300YD from BT Distillery

MelissaRating, 5 stars2 weeks 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.
Top Guest favourite
Apartment in Lexington
4.98 out of 5 average rating, 338 reviews

Downtown Apartment in Victorian Home

HeidiRating, 5 stars1 month ago
I was in town for a conference and John’s apartment was perfect for my stay. The space was immaculately clean, peaceful and well appointed. Very close walking distance to the conference center and easy access to nearby restaurants and coffee shops. The house is in a lovely historic neighborhood and was the perfect respite at the end of long conference days. I’ll definitely be back the next time I’m in Lexington.

Condo rentals with outdoor seating

Guest favourite
Condo in Lexington
5 out of 5 average rating, 8 reviews

2BR/2BA Condo in Downtown LEX!

HardyRating, 5 stars3 weeks ago
Extended my stay day after day…that should say enough. Excellent place.
Guest favourite
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.
Top Guest favourite
Condo in Richmond
5 out of 5 average rating, 39 reviews

Robin’s Nest: Walk EKU/Downtown

CaleighRating, 5 stars1 week ago
This was a great stay! Robin was very communicative, and made us feel right at home. The house is beautiful, clean, and very comfortable. I 100% recommend this location to anyone else. It fit 6 of us very comfortably. I would absolutely stay here again.
Top Guest favourite
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 favourite
Condo in Lexington
4.94 out of 5 average rating, 223 reviews

Top Shelf the only Airbnb in KY above a Distillery

CharlesRating, 5 stars2 weeks ago
Unique and special place. Be prepared for some stairs being above a distillery. Tons of great things walkable right from the balcony door.
Guest favourite
Condo in Lexington
4.92 out of 5 average rating, 74 reviews

The Writer's Gambit Historic Suite Downtown

AlexaRating, 5 stars2 weeks ago
Wesley was a good host the place was nice as advertised
Top Guest favourite
Condo in Lexington
5 out of 5 average rating, 20 reviews

Mary LeGrand's Penthouse - Downtown

VanessaRating, 5 stars1 month ago
Wesley's place was a charming, historic home with modern updates. It was tastefully decorated, clean with comfortable beds. It's in a great location, walkable to downtown, Rupp arena and UKY. Lots of restaurants to choose from. Definitely recommend.
Condo in Lexington
4.69 out of 5 average rating, 54 reviews

Cozy & Classic Downtown Lexington Getaway

MollyRating, 5 stars2 months ago
Great place to stay in Lexington! Super convenient location - so close to downtown and were able to easily get to Keeneland (purpose of the stay). Ran into a small hiccup when checking in as the code to the door lock didn't work, but David was super responsive and got us in within seconds! Enjoyed the rooftop terrace too. One thing to note, the place has its own parking garage in the building which is very convenient because you get two spots to park in, but the garage is really small so I'd recommend planning to park a sedan/small car in the space. We were very close to not being able to park our truck in the garage due to tight squeeze. Great stay in the city though!

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