
Holiday rentals with outdoor seating in Shadyside, Pittsburgh
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Shadyside, Pittsburgh
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 Shadyside, Pittsburgh
House rentals with outdoor seating

*z 2231 1BR Southside *Sloped* Home Close to Pgh
The living room by the door felt really cozy and warm, almost felt like christmas. the kitchen was SPOTLESS and so nice looking. tap water tasted great as well. the upstairs bedroom was so INCREDIBLY NICE almost felt like luxury. The bathroom was also really clean and inviting. only real issues are with the right side window upstairs being too loud when opening and the shower handle was a little confusing and occasionally needed to be hotter as well as the bathroom sink faucet not giving us enough water, pipes must be weak. but aside from those few, stay was PERFECT. 10/10 would come again.

Large house to relax with friends and family
Jill’s home was lovely and clean. Lots of space but with the tournament we were there to see we were not able to use all of her amenities. Very comfortable and would recommend for those visiting the Pittsburgh area!

*2100r Southside Slopes affordability!*
My stay here was lovely. The hosts were very communicative and explained everything I should expect. They also left helpful recommendations for places to eat and visit in the neighborhood. It's a perfect, quiet unit for a solo traveler.

Charming Lawrenceville Rowhome
Good location for the places I wanted to visit. Parking was always available near the house. Quiet neighborhood and quiet neighbors. TV was excellent and seating was comfortable. Beds were very comfortable. Loved the outdoor area and enjoyed meeting the neighbors’ dogs. Friendly people.

Off-Street Parking, Steps to Butler St., Patio!
We had a wonderful experience. Great location, beautiful decor with special touches that made us comfortable and able to relax and enjoy our stay. Host was super friendly and helpful with recommendations on restaurants and attractions. We loved everything about our time in Pittsburgh and we will definitely return.

hot tub fire pit Art & Wellness Retreat
Enjoyed our stay a lot! Andi was very helpful and responsive. The house was just what we needed and was exactly as pictured

Urban converted gas station in heart of South Side
Our stay exceeded all expectations! The location was perfect for exploring Pittsburgh’s highlights, with easy access to downtown and the Strip District. The space was immaculately clean, well-appointed, and exactly as pictured. Communication with the host was prompt and helpful throughout our visit. The neighborhood felt safe and welcoming, with great local dining options within walking distance. We particularly appreciated the thoughtful touches like local recommendations and seamless check-in process. Would absolutely book again and highly recommend to anyone visiting the Steel City!

Perfect Location in Lawrenceville: Top 10 airbnb
Great location and stay. We stayed one night for the Open so we were not at the actual Airbnb very long but really loved the neighborhood and the stay was very comfortable. The kitchen was very cute and it was a quiet spot. Be careful of the stairway which is in between both bedrooms and you will need to take a step down then a step up in front of the staircase when staying in the bedroom off the left in order to reach the bathroom. It was not an issue for us but may be for anyone with a disability or stability issues. We had dinner at Pusadee’s Garden down the road and it was absolutely incredible and the highlight of our stay. Can’t recommend it enough. We would come to Pitt specifically to eat there again and this is the perfect place to stay. It’s also very safe and there was ample street parking too. 10/10
Apartment rentals with outdoor seating

A Retreat Above It All
Fantastic little spot! Lovely accommodations, wonderful decor. Very well curated home for sure! Scott was very easy to reach out to with questions prior to our visit. He let us know of some minor cosmetic problems after having some work done the week before our arrival. Barely noticeable and we probably won’t have seen it if he wasn’t transparent beforehand. We were there for a friend’s wedding and to see family for a nice weekend. The location was perfect for all the places we needed to be!

Newly remodeled 2 bedroom apartment
Great! Its got all your needs. Ample parking. Easy check in

King Bed | 2 full bath | Deck! Hip Millvale!
Beautiful apartment, even better in person!

Cuddys Place
The place was great! My daughter and I came to Pittsburgh for a concert at the Steelers Stadium. It was less than 25 minutes from the stadium. The only thing that kind of got me was nothing Shadina could control. That is the 1st morning my car smelled like weed. But other than that we really enjoyed our stay there. Thank you Shadina!

Skyline Luxury - Stylish 1BR with Panoramic Views
We concur with the other guests—the view is outstanding! The place was exactly as described & we enjoyed our stay!

Apt 8 Bloomfield / Lawrenceville private mini 1 br
I was very happy with my stay!! The property was the perfect size for two guests, it was located near everywhere I’d want to go, and the host was very helpful with their instructions and responses!

The Fremont Suite *Free parking, 10 mins to DWNTWN
Nice, Comfortable,clean, quiet, safe and good location to downtown Pittsburgh. Great host.

Amazing views! Free Parking!
Andrew’s place has become a sort of “home away from home” for me. It’s really a quiet location that is just minutes away from great restaurants and downtown Pittsburgh. It has some of the best views of the city. Its well equipped and just a nice sanctuary.
Apartment rentals with outdoor seating

Luxury Pittsburgh Grandview Ave Apt
This was my first time in Pittsburgh and wanted to see the city. I couldn't have had a better view than the one I saw from the balcony at Milo's Air B&B and it was a convenient location to the events that I had planned. Checking in and out was simple and Milo was a fantastic host. I would totally recommend this place.

Luxury Grandview Ave Cozy Gem (2bed/2bath)
This was an awesome place! By far the best area to stay in as you have phenomenal views and are still close to everything. You can walk to the bars and restaurants and shops from here and also are a short drive or uber to all of the other neighborhoods. The place was clean, safe and easy to access. Milo is a great host and the house had everything we needed.

Short walk to Acrisure stadium
Was in town for a few baseball games at PNC Park. Easy walk to the park and had everything you needed for a weekend stay!

Lovely 3 bedrooms in the middle of nature
The apartment was great, we had 6 guests total and it was very easy for us to uber to and from Pittsburgh!

1-bedroom for long-term rentals
Perfect location!! Close to everything you need and more!! So many cool little shops and restaurants! The room and bath provide you everything you need to explore the Pittsburgh area!

Private Room-Shared Bathroom. Close PITT/CMU/UPMC
Grisell is a fab host-flexible, communicative, and fun to chat with. The place is clean and just as described. I'll stay again.

Cozy, Charming & Quiet, close Downtown!
We had a relaxing weekend. The location is close to the city, but tucked in a quiet area, so the noise didn’t keep us up. Beds were comfortable and the place was clean.

Sleeps up to 10! Large Condo w/ 6 Beds + WIFI!
We like staying here for the summer
Quick stats about holiday rentals with outdoor seating in Shadyside, Pittsburgh
Total rentals
90 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
6.9K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
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- PNC Park
- Carnegie Mellon University
- Strip District
- Seven Springs Mountain Resort
- Fallingwater
- Pittsburgh Zoo & PPG Aquarium
- Oakmont Country Club
- Idlewild & SoakZone
- Yellow Creek State Park
- National Aviary
- Kennywood
- Raccoon Creek State Park
- Point State Park
- Hidden Valley Resort
- Schenley Park
- Fox Chapel Golf Club
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Carnegie Museum of Art
- Carnegie Science Center
- Oglebay Resort
- Bella Terra Vineyards
- Narcisi Winery
- Children's Museum of Pittsburgh