
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, 8 reviewsSpacious home with great views
JasonRating, 5 stars3 days ago
wonderful place to stay, and very homie. host was excellent, all and all ah wonder stay
Superhost

Home in Pittsburgh
4.91 out of 5 average rating, 65 reviewsModern Spacious Cozy Home Near Southside
NicholasRating, 5 stars3 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, 48 reviews3 King Beds! Garage! Theater! Great Location!
NiamhRating, 5 stars1 week ago
This was our first Airbnb experience — we usually stay in hotels — and we’re officially converted! The house was exactly as described: very clean, well-equipped, and perfect for our stay. We especially loved having the extra space for our kids. The location was fantastic, within walking distance to parks, coffee shops, and museums. Our host was incredibly responsive and helpful throughout. One thing to note if you're traveling with kids: the third bedroom is on the ground/first floor, while the other two bedrooms are on the third floor.
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.
Superhost

Home in Pittsburgh
5 out of 5 average rating, 3 reviewsNEW! Luxe 4Br/3Ba, Walk to PPG/Duquesne, Free Park
BensonRating, 5 stars4 days ago
Great location, close to downtown and the universities. The house was beautifully redone and everything was brand new! Immaculate and spacious just like the pics. I must add that the beds were super comfortable. We also love that everything was well stocked, just like home! Lana was super responsive and the whole experience was very smooth. Easy check-in and check out. Lana got us free street parking for our two cars and we parked right in front of the house. Overall if you have a large group or want to have a lot of space you will love this house.
Guest favorite

Home in Oakdale
4.86 out of 5 average rating, 65 reviewsThe House That Love Built Airport, Pgh, Wash PA
KelseyRating, 5 stars2 weeks ago
Absolutely CHARMING. So many unique treasures and a great vibe.
Guest favorite

Apartment in East Liberty
4.9 out of 5 average rating, 50 reviewsHistorical charm - 1bedroom spacious apartment
ValentinaRating, 5 stars1 week ago
Just as specified in the description. There were plenty of amenities to get myself situated without needing to run to the store right away. The place was very clean and Renee was always very responsive if there was a question or issue. Would highly recommend this cute place.
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 a fireplace Shadyside
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- House rentals Shadyside
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- Seven Springs Mountain Resort
- PNC Park
- Strip District
- Carnegie Mellon University
- Fallingwater
- Hidden Valley Resort
- Pittsburgh Zoo & PPG Aquarium
- Ohiopyle State Park
- Oakmont Country Club
- Point State Park
- Phipps Conservatory and Botanical Gardens
- Yellow Creek State Park
- Oglebay Resort
- Schenley Park
- Idlewild & SoakZone
- Carnegie Museum of Art
- Raccoon Creek State Park
- National Aviary
- Kennywood
- Bella Terra Vineyards
- Boyce Park Ski Resort
- Fox Chapel Golf Club
- Children's Museum of Pittsburgh
- Senator John Heinz History Center
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