
Holiday houses in Shadyside, Pittsburgh
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Top-rated holiday rentals in Shadyside, Pittsburgh
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Shadyside, Pittsburgh
Top Guest favourite

Apartment in Shadyside
4.98 out of 5 average rating, 93 reviewsCozy King Suite Just off Walnut
TayyabRating, 5 stars1 week ago
well established place in the heart of pittsburgh cozy place as described. Paul was helpful check in few time if I needed anything. highly recommended.
Guest favourite

Apartment in Shadyside
4.88 out of 5 average rating, 170 reviewsCozy 2BR steps from Walnut St!
ScottRating, 5 stars1 week ago
Jake was a responsive host. We had a few questions and needs during our stay. Jake responded with minutes and was respectful and helpful. The apartment was clean and had all we needed. The neighborhood is quiet, always found parking, and conveniently located near shops and restaurants. Quick trip downtown and to the pro sports venues. Highly recommend.
Guest favourite

Apartment in Shadyside
4.93 out of 5 average rating, 87 reviewsBetwn Walnut & Ellsworth! Sleeps4! Parking&Laundry
DanielRating, 5 stars3 weeks ago
I used to live in Pittsburgh and was looking to stay in Shadyside. This was the perfect little spot for the weekend. The hosts sent a great video showing how to access the unit and everything was exactly as described. I would definitely stay here again.
Superhost

Apartment in Bloomfield
4.85 out of 5 average rating, 495 reviewsPRIVATE MINI STUDIO (C1)
LauraRating, 5 stars1 week ago
This was a great place for a short stay in such a perfect location. It's 20min from downtown, and it has great coffee shops and grocery stores all in walking distance. The place was spotless and Natallia clearly thought of every detail for a comfortable stay. The kitchen part of it is super tiny, if you're like me, and prefer meals at home. Walls are pretty thin, but people are respectful of quiet hours. The workstation was great, the bed comfortable and the bathroom spotless.
Guest favourite

Apartment in Shadyside
4.92 out of 5 average rating, 151 reviewsStunning 2 BR King Bed Suite ~ Steps from Walnut
ChristopherRating, 5 stars1 week ago
Jake is a fantastic host who proactively communicated clear information. Location of rental is fantastic and easily walkable to wonderful restaurants, stores, and entertainment. A local park kept our toddler entertained during our stay. We will stay here again when we return to Pittsburgh!
Guest favourite

Apartment in Bloomfield
4.88 out of 5 average rating, 144 reviewsHuge 1-Bedroom Apartment In Pittsburgh (B1)
ScottRating, 5 stars2 weeks ago
Very nice place. Walking distance to most of our destinations. Easy parking. Quiet. Unit was clean and in great condition. Big kitchen, with everything we needed. A great experience for our first Airbnb
Top Guest favourite

Apartment in Shadyside
4.98 out of 5 average rating, 51 reviewsHuge King Suite Just off Walnut
JessicaRating, 5 stars1 week ago
We had a great stay. The apartment is in a great location that is easily walkable to bars/restaurants and the universities. The apartment was very clean and well maintained. Paul was very responsive and helped with local recommendations. We would definitely stay here again.
Superhost

Apartment in Shadyside
4.76 out of 5 average rating, 548 reviewsQuaint cozy Shadyside One Bedroom
DawnRating, 5 stars2 weeks ago
Alex’s place was exactly as described and priced well. He gave clear instructions for check in and made in nice and easy. Would stay again!
Quick stats about holiday 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
Wi-Fi availability
300 properties include access to Wi-Fi
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- Fitness-friendly rentals Shadyside
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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
- Raccoon Creek State Park
- National Aviary
- Kennywood
- Schenley Park
- Point State Park
- Ohiopyle State Park
- Hidden Valley Resort
- Phipps Conservatory and Botanical Gardens
- Carnegie Museum of Art
- Carnegie Science Center
- Fox Chapel Golf Club
- Oglebay Resort
- Bella Terra Vineyards
- Narcisi Winery
- Senator John Heinz History Center