
Vacation rentals with a patio in Middletown
Find and book unique accommodations with an outdoor patio on Airbnb
Top-rated accommodations with an outdoor patio in Middletown
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Middletown accommodations with an outdoor patio
Apartment rentals with a patio

Modern stay overlooking downtown
Just a stopover for us, but we found it fine for our needs. Very secure building, nice and quiet, Devion was gracious and helpful, it had the basics. Nice brewery restaurant a couple of blocks away and a small taproom right in the building itself.

Studio Apt Near Downtown Louisville
Everything was great. The only comment is that the description and everything on listing says it's a King size bed. it for sure is only a queen. You can even tell by the pictures that it is only a queen, so my suspicions were right. Luckily, it was just me and my husband but when we travel with our toddler she sleeps in the middle of us and queen bed would not have worked for us.

"The Black Pearl" Luxury 2 bed 2.5 bath Penthouse
Great place to stay. Had a masculine modern bourbon room vibe. Walking distance to restaurants and shops. Never had an issue with parking. It was very clean with very comfy beds. The host was very responsive and helpful. Would definitely stay here again.

B On Main Unit 2
The space is newly renovated and very nice, clean, and comfortable. Would love to stay there again while visiting family locally. It was perfect for our needs.

Dreamy, Designer-Curated Shoppable Retreat
Jaclyn’s place is STUNNINGLY beautiful — definitely the prettiest Airbnb we’ve stayed in. The art and furniture are so thoughtfully curated that it felt like we were staying in a Pinterest board. And yet, everything was also really comfortable. The bed is SO COMFY and the blackout curtains make sleeping in very easy. Tons to do in the neighborhood as well. We would definitely stay here again!

Leisa’s smalltown townhouse getaway!!!!!
Amazing host, very clear instructions on getting inside and overall a great, safe, and clean environment.

2 bedroom getaway w/class privacy and personality!
Location was good with Kroger near by and some nice restaurants near by. Free street parking is a huge bonus. The bathroom was pleasantly stocked with just about anything you could ask for!! It was perfectly sized for my daughter and I. The only complaint is a faint odor in the house, but it didn't really bother me very much. I suspect someone smoked marijuana in the house at some point, but it really wasn't terrible. It is a second story unit, the stairs were not a problem for us, but if anyone has trouble with stairs, just keep that in mind.

7 mins to hospitals and downtown
Good Place to stay.
House rentals with an outdoor patio

The Maple Den
Taylor is super responsive and extremely kind. The space is very clean and easy to get into! No issues and will definitely book again!

Park View | Near Downtown | Derby Discounts!
Very nice house with a great interior. Kitchen was well equipped and there are tvs in every room. Getting in and out of the house was always easy.

2 br home, walking distance to much entertainment
The 5 of us all really liked Alberto's home. It was nicely furnished, comfortable with plenty of seating for us all, and the kitchen had everything we needed. There were more than enough blankets and towels. The backyard is very private and Alberto left us some firewood for the firepit which we enjoyed after a long day of walking, sightseeing, and tasting bourbons. There are a lot of good restaurants within walking distance and the cemetery where M. Ali is buried is basically 2 blocks away. We all agreed that we would stay at this Air B & B again should we find ourselves in Louisville in the future.

Luxe 4BD Retreat: Historic Louisville/Balcony View
Great place to stay since it’s near Main & Market. Home is large enough for friends and family. Beds are comfortable. Plenty of towels. The only downside, while not something Ed can control, is the smell from the pork processing plant which is a block away. Luckily the smell was only on Friday (manure/feces) from the plant. Saturday, Sunday and Monday (MLK day) there was no stench.

Chic Derby Cottage
This was our third stay at the house and it was just as wonderful as our first! The house is beautifully decorated, clean, and full of amenities. While it’s only a short drive to downtown Louisville, the house feels like it’s away from it all - the best of both worlds. We’ll be back!

Quaint Highland's Bungalow
This was our second stay at John’s home and, again, we were very pleased to be able to stay here again while visiting family in Louisville. John was very responsive when needed and worked with us through our travels woes with our next destination. John is a most gracious and excellent host and the home is just as amazing. Thank you, John!

Cheerful 2 bedroom home, close to downtown
The house was exactly as advertised and fit our needs perfectly. Comfortable, homey and a quick drive across the bridge from Louisville. Lindsey was super responsive and everything a good host should be. Book her property with confidence!

Riverhouse w/ waterfront view 15mins from downtown
Brittany’s place is one of those that feels immediately like home. It’s a gorgeous spot on the river with lots of space and comforts. We were a group of 6 and always had more than enough room - between beds, big kitchen for cooking family meals, an office space that was great for yoga, living room and tv room. Also loved the balcony and seating areas overlooking the water. 10 mins to downtown Louisville but with all the peace and quiet of a vacation getaway. And Brittany was so accommodating, responsive, and kind. We hope to be back for future visits!
Condo rentals with a patio

Perfect Location! Huge Space in Walkable Highlands
If you are coming to Louisville and want to focus on The Highlands this property is a perfect spot. Laura's townhouse is located in the heart of the action and is surrounded by several walkable bars and restaurants. Word to the wise: some might not be used to the habit that Louisville folk have, they like to stay out late and if that doesn't bother you then this is your place. Regarding the townhouse, it is clear that Laura sweats the details. It is extremely clean and well appointed. The beds are comfortable, the bathrooms are wonderful and the kitchen is perfect. The large screen TV in the front room was great! What particularly impressed me was how friendly and helpful Laura is, she really cares and that makes a big difference. I strongly recommend this rental for those who want to experience a true Highland experience as it delivers!

Downtown Apt in NuLu | King Bed w/ parking
Lovely apartment, clean and comfortable. The bed and the linens were so over the top luxurious, we slept so well. Great location.

1st floor flat in historic Old Louisville mansion
This place looks exactly like the photos! I got ready here on my wedding day and it was perfect for my small bridal party. Vanity in the half bath was perfect for whoever wanted to do their own hair/makeup and still kept the full bath open for others. Everything was clean and styled super cute. Hosts were wonderful! They live upstairs and were available if we needed anything. Would highly recommend!

FREE Off street parking|Happening Location|Walking
Great host, responsive and accommodating. Parking was the only hiccup we encountered if you could even call it that. The towing company was contacted and our vehicles were placed on the Do Not Tow list. Overall great experience. No complaints.

Corner 2 LEVEL Penthouse WALK to FUN in Highlands!
place was amazing! extremely clean, modern, really beautiful space. instructions are very clear. and matt’s communication was tops. nothing but great things to say!

Corner Penthouse at the Historic Levy Building
Close to 4th St Live and Whiskey Row, we walked everywhere easily. We would highly recommend this place to others and would book again. The parking pass at the arena garage was an added bonus.

Luxury Apartment/Near Louisville/EV Charger
Great stay with everything with needed! Toni was quick to respond and we couldn’t have asked for a better stay!

2 bedroom condo in Downtown Louisville
Great location if you want to walk to bars and restaurants in Louisville. Very comfy loft with lots of space, & plenty of room to relax and visit. Parking was very convenient. David responds very quickly if you have questions.
Quick stats about vacation rentals with a patio in Middletown
Total rentals
30 properties
Nightly prices starting at
$97 CAD before taxes and fees
Total number of reviews
630 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Big Four Bridge
- Buffalo Trace Distillery
- Louisville Slugger Field
- Heritage Hill Golf Club
- Louisville Slugger Museum & Factory
- Waterfront Park
- Muhammad Ali Center
- River Run Family Water Park
- Hurstbourne Country Club
- Angel's Envy Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Anderson Dean Community Park
- Big Spring Country Club
- Valhalla Golf Club
- Evan Williams Bourbon Experience
- Turtle Run Winery
- Kentucky Science Center
- Frazier History Museum
- Falls of the Ohio State Park
- Charlestown State Park