
Kid-friendly vacation rentals in Shadyside, Pittsburgh
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Top-rated kid-friendly rentals in Shadyside, Pittsburgh
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Popular amenities for Shadyside, Pittsburgh kid-friendly rentals
Kid-friendly house rentals

Luxe 5B/2.5B | Off St. Parking | Family-Friendly
Mimi had everything in perfect order for our small group that came in for the US Open and location was perfect! The beds were all very comfortable and all accommodations were new and in great shape. The kitchen was beautiful and we had everything we could have ever asked for during our stay. We would recommend this location and house for any group looking to visit Pittsburgh. Short trips into the city and a very quiet space just outside of it. Lots of great bars, restaurants, and stores just a short walk away. Thanks! Charles V

Avant-Garde Escape by Walnut
Home is just as pictured and very clean. Host is easy to communicate with and location is great. Overall a very good stay!

Near Hospitals + Great Food, w/ Off-Street Parking
Great location, easy to walk to things and close to several bus stops. The place itself was accurate to the description, clean, and had everything I needed for a two week stay.

Cozy/Spacious 1BR whole space
Stayed here for over a month, it’s a cozy place for long time stay. Sesan is a great host, easy to communicate and really responsive.

Sunny, Creative Duplex in Friendship
Julie's house was perfect for our needs. Very walkable! But, if you decide to park your car and head downtown for a night out, Ubers are VERY easy to find. We had a great time!

Quiet, Secluded Loft Suite
We had a great time at Nell's place. It is a very cute property in a quiet neighborhood. There are plenty of restaurants, cafes, and shops within walking distance or a short drive. The property itself was very clean and felt very welcoming. I would definitely stay at Nell's place again.

Private entrance, basement unit
This Airbnb is a good value for a basic room within Pittsburgh city limits. The neighborhood is quiet, the room is clean and comfortable, and the entrance and bathroom are for your use only. I used both Lyft and public transport to get all around Pittsburgh. The host, Andrey, was prompt to respond to messages and provided detailed instructions for an easy check in.

Cozy Rowhouse in Lawrenceville
My father and I stayed here during the US Open weekend, and highly recommend this place. It was perfect for us because my dad could stay in the room with the bed and I used the convertible couch bed. It was clean, Laura was extremely clear with all aspects of the place, (all of the pictures were extremely helpful to see beforehand), and it is a great location. Street parking was always nearby, and we were easily able to load and unload right by the entrance. If you are considering multiple airbnb locations in Pittsburgh, I would say your search is over. Book this spot before someone else does! David
Kid-friendly apartment rentals

Meade Street Apartment Near Chatham U , Pitt & CMU
Loved my stay! Nice sized private apartment in a great neighborhood. Safe street and ample parking. And Mike was extremely responsive. Thank you!

Lamont Place
Nice place, good location. No drama or issues in any way. I’d return to this spot for sure.

Cozy condo in Shadyside
Great location and friendly building and surroundings.

Spacious, warm, private apartment near CMU /Pitt
It was very peaceful. Host was very kind. Not far from Carnegie Mellon University at all- only a 1/2 mile walk.

Bloomfield~ West Penn~ Elevator~Parking~Queen Bed
Our place was cozy and clean. We were able to walk to area restaurants and bars. Downtown 10-15 minutes away. Everyone in Pittsburgh is so friendly and accommodating. Thanks Michael for a great experience. Dan and Joy

Victorian home 2 bedroom Shadyside
Really lovely AirBnB in an old victorian house. Comfortable beds, great shower, and a friendly host. Well equipped and no issues at all. The neighborhood is great- very walkable/bikeable, playgrounds for kids, lots of good restaurants and fun shops. We’d happily stay here again if we come back to Pittsburgh. Thanks!

Shadyside apartments: 1 Bed-1 full BA Jewel!
Julie’s place was well located, easy to navigate, and beautifully kept. It made seeing Shadyside and Pittsburgh easy

1 Bed Point Breeze N, Bakery Sq.
I’m in Pittsburgh 2x per month for business. This is the 5th Airbnb I have tried and this is a winner! Great location, easy to access and lots of parking available. The apartment had everything I needed, clean updated bathroom and super comfortable bed. Will stay the next time I visit. Excellent value for the money.
Kid-friendly condo rentals

Bright & sunny apt in Shadyside with free parking
Michelle and her dad, Mike, were great hosts! Their apartment is roomy and well equipped. It was a good fit for a family of three, but I wouldn't recommend it for two couples as there's only one bathroom (with a great shower). It's got plenty of workspace, including a full desk, and the underground parking was easy to access. I'd recommend this apartment highly and would be happy to stay there again. Thanks for a great stay in the 'burgh!

Sunny Open Quiet & Convenient 1 BR + Office
Susan is an excellent host—very professional, responsive & friendly. Apartment was in great shape & the location was ideal for us being near family in Highland Park. Would definitely return.

The LUX Downtown Flat
Incredible location and great views! Kitchen had everything we needed, especially appreciated the guide shared before we arrived.

King Bed! Free Street Parking! Walkable Location
We thoroughly enjoyed our stay! The place was just as pictured and a short uber ride to everything we wanted to see in the city. Hosts were super responsive and even though the unit was close to busier parts of the city, it was super quiet and peaceful. We would love to stay here again next time we find ourselves in Pittsburgh!

A Fresh Mid Century 2- bedroom East End Area
This is the third or fourth time we have stayed at Kelly Jane’s in Wilkinsburg, Pittsburgh It is near our daughter, granddaughter and son-in-law’s which is why we chose it to begin with. But we also loved the apartment—2 bedrooms and it is very clean, pretty quiet, and extremely well furnished. It is probably the best equipped rental I have ever seen. Everything you would need is provided. She has thought of everything. She is always responsive in communications and her instructions are clear. My sister stayed with us here for the first time and she thought it was great too. We really enjoyed our stay.

Heart of Mt. Lebanon-Walk Anywhere-Easy 2 Downtown
It was a pleasant stay and John was very responsive!

Free Garage Parking | Private Gym | Views!
This place was very clean and beautiful. The parking is right underneath the building and there is a starbucks right in the building. There is also a bar and restaurant in the same building under Marriott hotel. It is very convenient and we enjoyed ourselves. The host is very responsive if you need anything. Thanks for hosting us. I would definitely come back.

Charming South Hills Apartment located near parks
This is truly charming. Beautifully decorated and very clean. I love toys were provided for my little grandbabies. The only complaint I have is I wish time would have allowed us to stay longer.
Quick stats about vacation rentals that are kid-friendly in Shadyside, Pittsburgh
Total rentals
20 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- PNC Park
- Carnegie Mellon University
- Strip District
- Seven Springs Mountain Resort
- Fallingwater
- Pittsburgh Zoo & PPG Aquarium
- Oakmont Country Club
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- Yellow Creek State Park
- National Aviary
- Kennywood
- Raccoon Creek State Park
- Point State Park
- Hidden Valley Resort
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- Fox Chapel Golf Club
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Carnegie Museum of Art
- Carnegie Science Center
- Oglebay Resort
- Bella Terra Vineyards
- Narcisi Winery
- Children's Museum of Pittsburgh
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