5.00 ★

Historic South Side Home • Former Convent

House·16 guests·9 bedrooms·4 bathrooms
5.00·4 reviews

Experience Pittsburgh in style at this beautifully renovated former convent, nestled in the heart of the historic South Side. Perfect for family gatherings, this spacious home offers an inviting atmosphere for your Pittsburgh visit. Step outside and explore hundreds of local shops, restaurants, ba...


Amenities

Suitable for events
Free parking
Outdoor grill
Air conditioning
Essentials
Kitchen

Available days

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Reviews

5.00 (4)
·JAMES STUMPF·September 2026

Ample bedrooms and baths for large groups. Convenient to all the Pittsburgh popular sites.
·Sandra Mulcahy·August 2026

We stayed at South Side Stay for four nights with a group of 14 people to celebrate the 250th birthday of our country. I can honestly say this was probably the best vrbo home we have ever visited. There is really nothing I could suggest that would improve our experience. Everything you could possibly need was provided and the place was immaculate. All we had to bring were our suitcases and a few bags of groceries. The home was very spacious, all the beds were extremely comfortable, and the furniture and appliances were in excellent condition. The kitchen was a dream to work in as we prepared several of our family meals. It was a great location for us to get to all of our Pittsburgh activities that we chose to do over the weekend. It was a very hot several days during our visit, but the air conditioning worked perfectly to keep everyone cool. Thanks again for a great Pittsburgh experience. We hope to come back again!
·Karen Peel·July 2026

Well maintained comfortable, older property. Fairly easy to get to considering it's Pittsburgh. Helps that it is on the south side. Lots of room for our party of 14 with plenty of bedrooms and bathrooms, plus 2 living room spaces. Close to family attractions.
·Lara McNeill·June 2026

Fantastic stay at this beautiful home! The house was beautiful and perfect for our family reunion. There was so much space for our 13 family members - multiple living areas, great dining room, and very comfy beds and thoughtful bathrooms. Beautiful backyard garden and covered porch and dedicated parking. Brian and Jonathan were very gracious and helpful hosts and went way out of their way to answer my many questions and provide information that would help me plan the family reunion from out of state. They also provided extra tables and shares outside for our gathering.


Good to know

House Rules
Check-in: 4 pm
Check-out: 11 am
Pets: allowed
Smoking inside: not allowed
Cancellation policy
100% refund up to 30 days before arrival
50% refund up to 14 days before arrival
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