Places to stay in Shadyside, Pittsburgh

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Popular amenities for Shadyside, Pittsburgh places to stay

Stay near Shadyside, Pittsburgh's top sights

Carnegie Mellon University108 locals recommend
Phipps Conservatory and Botanical Gardens202 locals recommend
Carnegie Museum of Art165 locals recommend
Whole Foods Market136 locals recommend
UPMC Presbyterian14 locals recommend
Cathedral of Learning113 locals recommend

Other great vacation rentals in Shadyside, Pittsburgh

Guest favorite
The image captures a panoramic view of the city skyline at sunset, with colors transitioning in the sky. A wooden deck, adorned with string lights, extends over the scene, while lush greenery frames the foreground, providing a contrasting natural element to the urban landscape.
Home in South Side Flats
5 out of 5 average rating, 7 reviews

Spacious home with great views

RaymondRating, 5 stars5 months ago
Kyle was a fantastic host and very flexible when it came to booking dates for my stay. His place offers a lot of space and was very clean and stocked with the necessary resources to cook as well. Kyle went above and beyond as a host when I mentioned that the group and I that were staying were in school and he offered to drop off two white boards to help us study!
Guest favorite
The entrance features a wooden porch with steps leading up to the front door. Flanking the porch are two chairs and an American flag. A manicured garden with lavender borders the pathway, which is lined with smooth concrete.
Apartment in McKeesport
4.93 out of 5 average rating, 14 reviews

Spacious 2 bedroom apartment in Port Vue

MiriamRating, 5 stars3 months ago
Super responsive hosts, the place was clean and well-stocked. Thanks for the great stay.
Superhost
Home in Pittsburgh
4.91 out of 5 average rating, 64 reviews

Spacious and Cozy Home

NicholasRating, 5 stars2 weeks ago
Great house, right by all the major attractions in Pittsburgh! This was the perfect spot for us. Just an FYI, it’s in a very hilly area of Pittsburgh so there are quite a bit of steep stairs getting into the house but no problem for us. We loved the place and would recommend to others!
Top guest favorite
A modern three-story home is shown, featuring large glass windows that allow ample natural light. The exterior showcases a combination of sleek metal siding and neutral tones, with a driveway leading up to the garage. Two neighboring buildings are visible on the right.
Home in Mexican War Streets
5 out of 5 average rating, 47 reviews

3 King Beds! Garage! Theater! Great Location!

MarkRating, 5 stars2 weeks ago
As advertised. Easy to find, easy to check in. The house was very very clean. We had no issues at all with anything. The location was great to all of our destinations including restaurants. The neighborhood was quiet and parking behind the house was great. I would recommend this house to anyone. It was perfect for our family of four with bedrooms and bathrooms. The beds, sheets, and pillows were comfortable. It was a great stay and would definitely stay here again if in the Pittsburgh area!
Guest favorite
The image showcases a welcoming entryway to a cozy home, featuring a wooden deck with a railing that leads to a bright front door. A stone pathway and small grassy area are visible, enhancing the home's inviting exterior.
Home in Verona
4.89 out of 5 average rating, 75 reviews

Neighborhood Charmer

SriharidharRating, 5 stars1 month ago
The stay was amazing. Everything was clean and loaded with all amenities. We have enjoyed the stay.
Guest favorite
A spacious living room is highlighted by a comfortable sofa with decorative pillows and a wooden coffee table. Elegant windows allow natural light to brighten the space, complemented by a flat-screen TV and a decorative fireplace. A cozy armchair enhances the inviting atmosphere.
Apartment in Shadyside
4.93 out of 5 average rating, 30 reviews

Spacious 1 bd in Shadyside - Walk to CMU and Pitt

AideenRating, 5 stars10 months ago
We really enjoyed staying at Grace's place as it was spacious and comfortable. It's beautifully decorated and has period features and charm. In spite of early traffic we slept soundly in a very comfortable bed. The water was always hot and the shower powerful,the separate sinks was a novelty! It was great to be able to was our clothes too... We loved Shadyside too as it was a beautiful,peaceful neighbourhood with lots of good restaurants and bars which Grace recommended. The bus stops down the street and the 71B takes you to town near where the three rivers meet. Take the hop-on,hop-off tour and see the city. We got the 28x to the airport for $2.75,for nothing! Overall we would highly recommend Grace's place,Shadyside and Pittsburgh.
Guest favorite
A quaint outdoor seating area is highlighted by a two-person swing made of metal and rope, suspended underneath a shaded wooden structure. Surrounding brick pavers add a rustic touch, while a weathered blue cabinet and a wooden table provide additional utility. Lush greenery is visible in the background.
Home in Oakdale
4.86 out of 5 average rating, 63 reviews

The House That Love Built Airport, Pgh, Wash PA

KelseyRating, 5 stars1 week ago
Absolutely CHARMING. So many unique treasures and a great vibe.
Guest favorite
The front porch features direct access to the apartment, showcasing wooden flooring and inviting blue doors. A welcome mat lies at the entrance, and a swing can be seen in the background, enhancing the outdoor seating space.
Apartment in East Liberty
4.9 out of 5 average rating, 49 reviews

Historical charm - 1bedroom spacious apartment

JonathanRating, 5 stars2 months ago
I stayed in the apartment for six weeks. I loved the high ceilings, the old wooden doors, the nice view from the beautiful windows in the front, the gas stove, the cute porch swing, the strong and consistent Wi-Fi for working. It was so quiet and peaceful here! Easy to find parking spots out front. Renee was kind, responsive, and helpful. It quickly felt like home and was such a nice, peaceful stay. Exactly what I was looking for!

Quick stats about vacation rentals in Shadyside, Pittsburgh

  • Total rentals

    310 properties

  • Total number of reviews

    23K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    300 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. Allegheny County
  5. Pittsburgh
  6. Shadyside