
Places to stay in Shadyside, Pittsburgh
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Top-rated places to stay in Shadyside, Pittsburgh
Guests agree: these places to stay are highly rated for location, cleanliness, and more.
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Other great vacation rentals in Shadyside, Pittsburgh
Guest favorite

Home in South Side Flats
5 out of 5 average rating, 7 reviewsSpacious 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

Apartment in McKeesport
4.93 out of 5 average rating, 14 reviewsSpacious 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 reviewsSpacious 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

Home in Mexican War Streets
5 out of 5 average rating, 47 reviews3 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

Home in Verona
4.89 out of 5 average rating, 75 reviewsNeighborhood 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

Apartment in Shadyside
4.93 out of 5 average rating, 30 reviewsSpacious 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

Home in Oakdale
4.86 out of 5 average rating, 63 reviewsThe 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

Apartment in East Liberty
4.9 out of 5 average rating, 49 reviewsHistorical 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
- Rentals with an EV charger Shadyside
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- Rentals with a fireplace Shadyside
- Family-friendly rentals Shadyside
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- Seven Springs Mountain Resort
- PNC Park
- Strip District
- Carnegie Mellon University
- Hidden Valley Resort
- Fallingwater
- Pittsburgh Zoo & PPG Aquarium
- Ohiopyle State Park
- Oakmont Country Club
- Oglebay Resort
- Yellow Creek State Park
- Point State Park
- Schenley Park
- Phipps Conservatory and Botanical Gardens
- Raccoon Creek State Park
- National Aviary
- Kennywood
- Boyce Park Ski Resort
- Bella Terra Vineyards
- Children's Museum of Pittsburgh
- Senator John Heinz History Center
- Carnegie Science Center
- Carnegie Museum of Art
- Fox Chapel Golf Club
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