Holiday rentals with outdoor seating in Shadyside, Pittsburgh

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Shadyside, Pittsburgh

House rentals with outdoor seating

Superhost
Home in South Side Slopes
4.91 out of 5 average rating, 117 reviews

*z 2231 1BR Southside *Sloped* Home Close to Pgh

Alex/TlalocRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Pittsburgh
4.95 out of 5 average rating, 348 reviews

Large house to relax with friends and family

KarenRating, 5 stars1 week ago
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!
Superhost
Home in South Side Slopes
4.84 out of 5 average rating, 118 reviews

*2100r Southside Slopes affordability!*

TravisRating, 5 stars1 month ago
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.
Guest favourite
Home in Bloomfield
4.94 out of 5 average rating, 157 reviews

Charming Lawrenceville Rowhome

MaryLouRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Pittsburgh
4.97 out of 5 average rating, 142 reviews

Off-Street Parking, Steps to Butler St., Patio!

ChristinaRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Squirrel Hill North
4.93 out of 5 average rating, 174 reviews

hot tub fire pit Art & Wellness Retreat

MackenzieRating, 5 stars2 weeks ago
Enjoyed our stay a lot! Andi was very helpful and responsive. The house was just what we needed and was exactly as pictured
Guest favourite
Home in South Side Flats
4.91 out of 5 average rating, 397 reviews

Urban converted gas station in heart of South Side

GretaRating, 5 stars5 days ago
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!
Top guest favourite
Home in Pittsburgh
4.98 out of 5 average rating, 179 reviews

Perfect Location in Lawrenceville: Top 10 airbnb

MichelleRating, 5 stars1 week ago
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

Top guest favourite
Flat in Pittsburgh
4.98 out of 5 average rating, 104 reviews

A Retreat Above It All

KyleRating, 5 stars6 days ago
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!
Top guest favourite
Flat in Pittsburgh
4.95 out of 5 average rating, 130 reviews

Newly remodeled 2 bedroom apartment

ElizabethRating, 5 stars6 days ago
Great! Its got all your needs. Ample parking. Easy check in
Guest favourite
Flat in Pittsburgh
4.93 out of 5 average rating, 122 reviews

King Bed | 2 full bath | Deck! Hip Millvale!

KristenRating, 5 stars2 months ago
Beautiful apartment, even better in person!
Guest favourite
Flat in Pittsburgh
4.86 out of 5 average rating, 251 reviews

Cuddys Place

RhondaRating, 5 stars2 weeks ago
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!
Guest favourite
Flat in Mount Washington
4.92 out of 5 average rating, 473 reviews

Skyline Luxury - Stylish 1BR with Panoramic Views

AnnaliseRating, 5 stars1 week ago
We concur with the other guests—the view is outstanding! The place was exactly as described & we enjoyed our stay!
Superhost
Flat in Bloomfield
4.74 out of 5 average rating, 303 reviews

Apt 8 Bloomfield / Lawrenceville private mini 1 br

ChelseaRating, 5 stars1 week ago
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!
Guest favourite
Flat in Pittsburgh
4.89 out of 5 average rating, 558 reviews

The Fremont Suite *Free parking, 10 mins to DWNTWN

TonyRating, 5 stars1 week ago
Nice, Comfortable,clean, quiet, safe and good location to downtown Pittsburgh. Great host.
Guest favourite
Flat in Pittsburgh
4.96 out of 5 average rating, 134 reviews

Amazing views! Free Parking!

JohnRating, 5 stars2 days ago
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

Guest favourite
Apartment in Mount Washington
4.94 out of 5 average rating, 500 reviews

Luxury Pittsburgh Grandview Ave Apt

KathyRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Mount Washington
4.87 out of 5 average rating, 181 reviews

Luxury Grandview Ave Cozy Gem (2bed/2bath)

BrittanyRating, 5 starstoday
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.
Apartment in Pittsburgh
4.77 out of 5 average rating, 13 reviews

Short walk to Acrisure stadium

CaseyRating, 5 stars3 weeks ago
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!
Apartment in Beechview
4.6 out of 5 average rating, 52 reviews

Lovely 3 bedrooms in the middle of nature

MikenziRating, 5 stars2 weeks ago
The apartment was great, we had 6 guests total and it was very easy for us to uber to and from Pittsburgh!
Private room in Bloomfield

1-bedroom for long-term rentals

JoelRating, 5 stars33 months ago
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 in Pittsburgh
4.9 out of 5 average rating, 82 reviews

Private Room-Shared Bathroom. Close PITT/CMU/UPMC

GaryRating, 5 stars33 months ago
Grisell is a fab host-flexible, communicative, and fun to chat with. The place is clean and just as described. I'll stay again.
Apartment in Pittsburgh
4.26 out of 5 average rating, 46 reviews

Cozy, Charming & Quiet, close Downtown!

CourtneyRating, 5 stars1 week ago
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.
Top guest favourite
Apartment in Pittsburgh
4.95 out of 5 average rating, 41 reviews

Sleeps up to 10! Large Condo w/ 6 Beds + WIFI!

QuinRating, 5 stars1 month ago
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

Destinations to explore