Vacation rentals in Windy Hills

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Popular amenities for Windy Hills vacation rentals

Stay near Windy Hills's top sights

Mojito Tapas Restaurant48 locals recommend
Target38 locals recommend
Historic Locust Grove29 locals recommend
Scout21 locals recommend
Heine Brothers' Coffee - St. Matthews18 locals recommend
Westport Village17 locals recommend

Other great vacation rentals in Windy Hills

Guest favorite
An open loft bedroom features a spacious bed dressed in soft linens with decorative pillows. A large window allows natural light to flood the room, while a ceiling fan helps with airflow. A comfortable seating area is visible in the background.
Home in Louisville
4.91 out of 5 average rating, 156 reviews

New Signature Highlands Home- steps away from…

BriannaRating, 5 stars1 month ago
We had a wonderful stay! Came in for a long swim meet and also had an airport trip, both within 10-15 min of the home. Spacious rooms, comfortable beds and beautiful renovations, in the kitchen and some other rooms. The products within the home were high quality and there were plenty of essentials in the kitchen and bathrooms. Jimmy was communicative and flexible. The kids enjoyed the backyard and front porch and I enjoyed the kitchen with coffee materials provided and plenty of utensils, dishes and cooking supplies. The area was interesting and felt safe. A couple extra notes: the homes on the street (including Jimmys) have beautiful windchimes, on windy nights it may be useful to bring earplugs or run white noise, we used a box fan provided. Also, on Friday and Saturday night the corner restaurant was hopping so we had to park a few houses down. Just some considerations if you like detailed reviews. We would 10/10 recommend and stay again if we find ourselves in the area.
Guest favorite
The exterior of the house features a spacious back deck overlooking a well-maintained yard. A fire pit with red chairs is positioned in a circular gravel area, inviting gatherings. The two-story structure showcases multiple windows and a sloped roof, blending comfortably with the surrounding landscape.
Home in Elizabeth
4.97 out of 5 average rating, 38 reviews

The Getaway

DerekRating, 5 stars1 month ago
The house was exactly as advertised. Super clean. Friendly and responsive host. Really appreciated the snacks in the kitchen for us. Less than 5 minute walk from the town mercantile. Locals were very friendly. Five star stay, very glad we booked with them.
Top guest favorite
A bright and open dining area features a large wooden table set for meals, surrounded by light-colored chairs. The kitchen, equipped with modern appliances, is visible in the background. Natural light floods in through large windows, enhancing the welcoming atmosphere of the space.
Home in Louisville
5 out of 5 average rating, 12 reviews

Bourbon City Bungalow

NoahRating, 5 stars3 weeks ago
Daniel was very helpful with accommodating my family. The place was just as described and super nice. Lots of local restaurants and shops close by
Guest favorite
Home in Louisville
4.94 out of 5 average rating, 147 reviews

2 br home, walking distance to much entertainment

LouiseRating, 5 stars1 week ago
Highly recommend! Had a quick work trip with a coworker. The house was perfect as each bedroom/bathroom was on its own level, offering privacy but still the ability to co work. Alberto was extremely friendly and quick to respond.
Superhost
An open living area showcases a wooden dining table set for six, with glassware and tableware arranged. A staircase with a modern railing leads to a balcony area overlooking the space. A sleek kitchen with white cabinets and an adjacent cozy seating arrangement is visible.
Condo in Central Business District
4.9 out of 5 average rating, 67 reviews

Main Street Farmhouse! City Retreat by Hollyhock

RyanRating, 5 stars3 days ago
Perfect spot for our trip. sleeping accommodations were ideal, beds were comfy, house had everything we needed. Incredibly central, almost the entirety of downtown Louisville was within a 10-15 minute walk.
Guest favorite
The exterior of the river house features a large covered deck with a wraparound porch. Outdoor seating areas are visible, framed by greenery and shaded by a sloped roof. Glass doors open to the interior, allowing an inviting flow between inside and outside spaces.
Home in Elizabeth
4.86 out of 5 average rating, 182 reviews

Relaxing River House Retreat-Sleeps 10-12

SarahRating, 5 stars3 weeks ago
The River House was so beautiful! We had 2 families with kids ranging from 8 months to 17 years old. There was space for everyone without feeling like we were on top of one another. The kitchen had plenty of supplies to cook there if needed, including plenty of seasonings and condiments. There was also a nice lawn to play on. The porch was perfect and our favorite part of the whole house; we loved watching the shopping barges! There were really no downsides to this house, we loved our stay!
Guest favorite
Farm stay in Simpsonville
4.91 out of 5 average rating, 64 reviews

Spacious Home with Beautiful Views

RitaRating, 5 stars1 month ago
We had a great time! Our first impression was "so pleased" & that describes our stay. Loved the peace & quiet, but we were so close to places we wanted to visit. Very clean. Plenty of seating. We had family over for a meal. Impressed with the amount & variety of spices, etc. that were provided. Having the use of the garage was a bonus. We did fine with Wi-Fi & TV streaming which for us was a miracle! It was a wonderful homecoming & we look forward to a return visit.
Top guest favorite
A spacious basement area is furnished with a large, dark leather sectional couch adorned with decorative pillows. A round wooden table sits at the center, while a wet bar and wine glasses are visible in the background. Natural light filters through a small window.
Home in Louisville
5 out of 5 average rating, 17 reviews

Bourbon Country Cottage

AnthonyRating, 5 stars1 week ago
We couldn’t have asked for better accommodations! Clean, comfortable, and very nice. My family said it was the nicest Airbnb I've ever rented...we stay at many for ravel sports. We appreciated all the extras and the host's communication. We will definitely recommend this home to anyone. Thank you, Julie, for making our stay in Louisville perfect.

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