
Holiday rentals with outdoor seating in Middletown
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Middletown
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for outdoor seating rentals in Middletown
House rentals with outdoor seating

Eastern Sky
The home was beautiful, with very nice decor! Sectional and beds were comfortable! The dining area was beautiful. We stayed here as we went shopping at the outlet mall in Simpsonville. Everything was great, except for the air conditioning not working right our first night, but the host was responsive and got someone out to fix it the morning of our second day. Would stay here again!

NEW Bourbon Trail, Pet Friendly, Downtown, Shops
My family had a great stay at this beautifully furnished home. It is centrally located within the pristine Norton Commons community, and it is close to many shops and restaurants. Great place to make home base for a trip to Louisville!

Briar Creek Cottage
Great place to stay. Really well done. They have everything you need. Loved the kitchen and added amenities. Special thanks for the popcorn so we could watch our show Friday night. Worth every penny. Quiet and private yet close to everything you need. Best spot we've stayed at yet. Thanks for making my graduation weekend that much better.

2 br home, walking distance to much entertainment
Cute house, looked just like photos. Felt right at home. comfortable beds & great backyard. Loved sitting by the fire pit at night watching the fireflies. Parking behind the gate was fantastic. Highly recommend this lovely home. We would totally stay here again. Roberto's food recommendations were spot on.

Stay@Peppermint Cottage Norton Commons w/breakfast
Nicole was, without a doubt, the best host I’ve ever had. From the moment we arrived, we were greeted with thoughtful touches thoughtfully placed throughout the home—each one clearly personalized with our family in mind. It felt less like a rental and more like staying at a close friend’s house. The bed was incredibly comfortable, and the entire home was spotless. Nicole’s attention to detail and genuine hospitality made our stay truly special. I would wholeheartedly recommend this rental to anyone looking for a warm, welcoming, and memorable experience.

Atoka Farms
If you are considering booking this home, don't think twice! It is a beautiful home and property, photos don't do it justice, and Kevin is so kind and helpful! He truly has thought of everything and does everything he can to help his guests feel welcome and relaxed! You can tell he cares very much about you having a great stay! I came with friends for a birthday weekend and we all left feeling so rested, exactly what Moms need on a weekend getaway! My expectations were exceeded in every way, this place is a gem and I hope to come back someday! Thank you so much Kevin!

Charming Shotgun Style Home, Great Location
We really enjoyed the house; from the convenient location, to the clean, comfortable and quiet home, our stay was very pleasant. The kitchen was well equipped, the beds were comfortable and there is a general relaxed and cozy atmosphere that we enjoyed. Thank you for providing a thoughtfully appointed and friendly spot to stay.

Home near the Highways
My family came for our nieces wedding. 4 siblings, a few spouses, my daughter, son in law and an infant. The home was just right for us all. Enough space, that when needed we could separate 😀. Easy location to get where we needed to go. Quiet, nice home. Thank you for sharing your home with us.
Apartment rentals with outdoor seating

★ Victorian Louisville ★ Beautiful 1200 sqft Apt
In town to attend a university graduation - Matthew's home fit our needs perfectly. The home is beautiful. We very much enjoyed our stay!

Charming Highlands apartment
Visited for a friends wedding and had a wonderful stay. Nice cozy place in a walkable location with shops and restaurants near by. Great coffee shop right on the corner. Loved the balcony and the space for my pup!

Deuward’s Den - In Historic Corydon, IN
Cory's place was super convenient for spending a few days in Southern Indiana. The town is adorable and just a couple blocks away and there was plenty more to do within a short drive. There was a tornado watch during our stay and she even sent us info on how to shelter in the basement if we wanted/needed to. We felt very well taken care of!

Falls City Loft - Free parking!
Very comfortable king size bed and spacious kitchen. Great response time and communication from the host Justin. You will hear city sounds and some neighboring loft sounds but still feels private and safe! Would recommend to folks who are ok with carrying personal items a bit of a distance through hallways. Overall the loft was clean and comfortable and we loved the high ceilings!

4th Street Suites - Deluxe King Bed Suite
Fantastic hosts, very communicative and LOTS to do at this spot! They had a pool, hot tub, rooftop hangout and more! Also, in downtown Louisville so restaurants are walkable! It was a nice little get away spot. Glad we came!

Stylish Urban Apt: King Bed, Gym, Pool & Hot Tub!
We had a great stay and the unit was exactly as described. Not having been to Louisville before, I tried finding something downtown that was walkable to lots of places. Turns out we needed to drive most places anyway, which made the parking garage less worth the hassle. But that's no reflection on this place. It was clean and adorable and made for a very pleasant stay!

Dreamy, Designer-Curated Shoppable Retreat
Jaclyn’s place was the perfect, dreamiest stay in a very walkable area! The decor originally drew us in (I mean how could it not — it’s absolutely gorgeous) but the amenities, convenience and Jaclyn’s prompt communication were the cherries on top. Would highly recommend her place if you’re looking for the coziest home away from home. Her guidebook with recommendations was amazing. We tried many of her suggestions and she was spot on with all of them!

Historic Braden Suite in heart of NuLu action
We were in Louisville for a wedding and loved our stay at the Braden suite. The local historical background was super cool and the unit itself was immaculate. We loved the record player, houseplants and overall vibe. Great location relative to everything in Louisville and the list of recommendations that Jessi & Creighton provided was incredible. Hope to visit again and highly recommend for anyone else visiting!
Apartment rentals with outdoor seating

Downtown Apt in NuLu | King Bed w/ parking
Perfect place in the middle of an amazing neighborhood!

Swanky 2 LEVEL CONDO WALK TO Everything Highlands!
It is great to find a place that feels like home central to everything walkable to restaurants bars stores, beautiful location Matt was a super host. This will be our home away from home when visiting Louisville.

Hidden GEM, newly furnished in a safe, great area
Karen’s place was great! Very clean and had everything we would need. Very cute and comfortable. Would definitely stay again!

Large Townhouse, Walk to All! King beds, 2.5 baths
Nice safe place for the value. Wasn’t a fan of the parking with a large SUV and current remodeling but it was safe and clean. The living area was spacious and comfortable. Rooms were clean.

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace
Great stay!! Great location!!

Kentucky bourbon, horses, cozy condo
Needed a place that was accessible for my 86 year old mother that uses a walker. Rooms not cluttered with furniture and doors were wide enough that she could get through without any issues. Loved that there was a walk-in shower for her and parking was right outside the door which was great. Kroger was really close by which helped a lot because we cooked every meal and it was easy to go back if we forgot something. It was very quiet and peaceful and a few nights I sat out on the balcony and watched the fireflies (something I miss since we don't have fireflies in Texas). Will definitely stay here again!

Luxury Apartment/Near Louisville/EV Charger
Love the location, close to all the interstates. was very pleased with the host. got back to me within 10 minutes every time I had questions related to check in or travel didn’t have any issues while I was staying at the location. Very comfortable, quiet and peaceful. Was very pleased with all the amenities in the comfort of the beds in the TVs in every room, which was a very major plus in making my decision to stay with Toni. Would highly recommend stay with to anybody?

Downtown Condo | Private 1 CAR Garage & Balcony
Staying at this Airbnb was absolutely worth the price. The place was clean and conveniently located near plenty of great restaurants and bars. The host was very responsive, keeping us updated and giving helpful heads-ups about the unit. I would definitely recommend staying here!
Quick stats about holiday rentals with outdoor seating in Middletown
Total rentals
20 properties
Nightly prices starting at
$102 SGD before taxes and fees
Total number of reviews
640 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Louisville Holiday rentals
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- Kentucky Kingdom & Hurricane Bay
- Buffalo Trace Distillery
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Kentucky Derby Museum
- Valhalla Golf Club
- Anderson Dean Community Park
- Muhammad Ali Center
- Big Four Bridge
- Heritage Hill Golf Club
- Angel's Envy Distillery
- Charlestown State Park
- Waterfront Park
- Hurstbourne Country Club
- Turtle Run Winery
- River Run Family Water Park
- Kentucky Science Center
- Big Spring Country Club
- Falls of the Ohio State Park
- Evan Williams Bourbon Experience
- Frazier History Museum