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Historic South Side Home • Former Convent

Photo gallery for Historic South Side Home • Former Convent

Room
Front of home
Room
Front Entryway
Room

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
9 bedrooms4 bathroomsSleeps 16

Popular amenities

  • Kitchen
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Parking available

Rooms & beds

9 bedrooms (sleeps 16)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

+1
1 Double Bed and 4 Twin Beds

Bedroom 6

1 Queen Bed

Bedroom 7

1 Queen Bed

Bedroom 8

1 Queen Bed

Bedroom 9

1 Queen Bed

4 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

Historic South Side Home • Former Convent

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, bars, and parks, all within easy walking distance. Centrally located with ample off-street parking. Inside, discover the charm of meticulously preserved original woodwork blended with modern amenities.

This is one of the largest homes available in the South Side with roughly 5000 square feet under roof. First floor is an equipped kitchen, large living space, dining room and full bath. 1st floor bedrooms (2) are connected to the bathroom.

2nd floor is 3 full bathrooms, a den(listed as bedroom with a couch), and 5 large bedrooms. Attic is a large space with remaining two bedrooms. Open space of attic has the 4 single and 1 double bed. Double staircases are at the front and back of the home for a wonderful flowing environment.

We live in the neighborhood and are available throughout your stay for whatever comes up.

The South Side is Pittsburgh`s most walkable and livable neighborhood. A uniquely situated flat stretch of space directly across the river from Pittsburgh`s Downtown or Central Business District. You can walk to hundreds of shops, restaurants and practical amenities. Live music, bike trails, narrow quaint streets and a historic feel set the scene for your Pittsburgh adventure.

Easy access to Downtown Pittsburgh via buses, bike trails, Uber/Lyft or walk! The South Side is incredibly easy to get around. One of Pittsburgh`s most complete neighborhoods.
Please respect our neighbors, quiet outside after 10pm.
Please leave shoes in the front entryway, or back porch.
Responsible gatherings are permitted with prior approval.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Pet friendly
Free WiFi
Air conditioning
Outdoor Space
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 22
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

Events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted
Please respect our neighbors, quiet outside after 10pm. Please leave shoes in the front entryway, or back porch. Responsible gatherings are permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events are allowed on site
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

We should mention

A car is not required for transportation to and from this property

About the neighborhood

Pittsburgh

South Side Flats, a neighborhood in Pittsburgh, is home to this apartment. Point State Park and Ohio River Valley reflect the area's natural beauty and area attractions include Kennywood and Benedum Center. Looking to enjoy an event or a game? See what's going on at PPG Paints Arena or PNC Park.
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Pittsburgh, PA

What's nearby

  • Duquesne University - 4 min drive - 2.8 km
  • UPMC Magee-Womens Hospital - 4 min drive - 2.1 km
  • PPG Paints Arena - 5 min drive - 3.2 km
  • Station Square - 6 min drive - 4.9 km
  • Monongahela Incline - 6 min drive - 4.9 km

Getting around

  • Steel Plaza Station - 4 min drive
  • Pittsburgh Station - 15 min drive
  • Pittsburgh Intl. Airport (PIT) - 36 min drive

Restaurants

  • ‪Popeyes Louisiana Kitchen - ‬5 min walk
  • ‪Piper's Pub - ‬6 min walk
  • ‪Smokin Joe's - ‬3 min walk
  • ‪Dive Bar & Grille - ‬2 min walk
  • ‪Le Petit Chocolat Cafe - ‬3 min walk

Frequently asked questions

Is Historic South Side Home • Former Convent pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Historic South Side Home • Former Convent?

As of Mar 31, 2026, prices found for a 1-night stay for 2 adults at Historic South Side Home • Former Convent on Apr 15, 2026 start from $747, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Historic South Side Home • Former Convent?

Check-in begins at 4:00 PM.

What time is check-out at Historic South Side Home • Former Convent?

Check-out is at 11:00 AM.

Where is Historic South Side Home • Former Convent located?

Located in South Side Flats, this apartment building is within 3 mi (5 km) of Duquesne University, PPG Paints Arena, and University of Pittsburgh. PNC Park and Acrisure Stadium are also within 3 mi (5 km). First Avenue Station is 30 minutes by foot.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 21 out of 21 reviews
Rating 8 - Good. 0 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Marshall C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

The host was very responsive and the kitchen had all the necessities for coffee/tea! Bedrooms were spacious, and the outdoor area was great for hanging out.
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Amy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely immaculate and perfect for a birthday celebration with family and friends!

Spacious, super clean, very well appointed kitchen, and comfortable seating areas. We would definitely stay again!
Stayed 2 nights in Dec 2022
Verified

10/10 Excellent

Nancy V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Terrific place for family gathering

Clean, comfortable, interesting home that accommodated our family reunion. Wonderful kitchen and lots of sleeping space.
Stayed 4 nights in Jul 2022
Verified

10/10 Excellent

Wendy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We love this house!

Our group has used this house 3 times and we love it! It's spacious, beautiful and clean! We also love exploring the neighborhood and the easy access to downtown.
Stayed 2 nights in Jan 2025
Verified

10/10 Excellent

Mindy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Plenty of room

Great place to stay! House is very clean.
Stayed 3 nights in Jul 2022
Verified

10/10 Excellent

Steve B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time

We had a great time. Property was perfect for our extended family
Stayed 2 nights in Oct 2021
Verified

10/10 Excellent

Patti B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Steeler Weekend

Fantastic house with a lot of room for all. Kitchen had pretty much everything you need.
Stayed 2 nights in Oct 2022
Verified

10/10 Excellent

justine c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family

This was a beautiful place to stay affording our family to gather under one roof to visit, play and explore historic Pittsburgh. Thank you, J & D
Stayed 4 nights in Feb 2022
Verified

10/10 Excellent

Jeff B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Football Getaway

This is a great house in a great location for large groups. The host was very helpful and responded quickly to all requests. We will definitely be back, thank you Brian.
Stayed 2 nights in Oct 2021
Verified

10/10 Excellent

Norah L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pitt graduation celebration

This was a perfect place for our extended family to join us for celebrating our daughter graduating from Pitt! Very clean, very spacious.The home is beautiful and the garden in back was a nice surprise.
Stayed 5 nights in Apr 2023
Verified

10/10 Excellent

Andrea F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Burgh Reunion

Nine women who have been friends for over 50 years enjoyed this home. There were private bedrooms for everyone, and sufficient gathering space, kitchen supplies and dining areas. We had a great time, and the convent was terrific.
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Maureen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family wedding/Thanksgiving

We enjoyed the historical house! We had ample room for our 9 adults 2 teens and 2 infants. We had a family wedding over Thanksgiving weekend. We enjoyed eating together in the spacious dining room. This house is close to museums and the wedding venue!
Stayed 5 nights in Nov 2023
Verified

10/10 Excellent

John H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

10/10

Great experience!
Stayed 2 nights in Nov 2021
Verified

10/10 Excellent

Al N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

We were in the area celebrating parents 60th anniversary that lived in the area. The house was perfect for 20 of us to stay close and the accommodations were perfect. Plenty of room for all and the house is beautiful. Had to communicate with the owner a couple times and he was quick to respond and pleasant to deal with. Highly recommend for a large group.
Stayed 4 nights in Aug 2021
Verified

10/10 Excellent

Patti B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Steelers Game

Fantastic property for a large group - plenty of room for everyone, cute neighborhood, close to the stadium. This is our second year and we will be back. Thanks!
Stayed 2 nights in Nov 2023
Verified

10/10 Excellent

James B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation in Pittsburgh

We loved the house on Sarah Street. There was plenty of room for everyone and having four bathrooms was great. The house was clean and well supplied. The kitchen had everything we needed to cook our meals and coffee and tea were provided. The location was great- close to the Carnegie Science Center, the National Aviary, the Pittsburgh Zoo, and Wholey’s Fish Market- all the places we wanted to visit. The backyard was beautiful. The adult spent a lot of time sitting on the back porch while the kids played cornhole. There was even a very nice grill to use. We would stay here again if we come back to Pittsburgh.
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Nancy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Convent is a Wonderful property on the Southside of Pittsburgh

An excellent property for a group of 13. We loved the big dinning table to gather as well as the two comfortable living rooms. The kitchen is well appointed and we enjoyed looking at the larger-than-life clock on the building a few streets over. Covered patio was a treat. The property is Clean and beds comfortable. No complaints from our group. We’d stay there again. Nice job Jonathan and Brian.
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

Dena W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Reunion

This house was exactly right for us! Some family live in the area and others traveled to Pittsburgh to stay in the house, Everyone had a great time. The house had everything we needed -- kitchen is well-stocked, multiple rooms to hang out in so that people could have some space, bedrooms were comfortable. It was just perfect! We are so appreciative!
Stayed 2 nights in Feb 2023
Verified

10/10 Excellent

Barbara Y.

Liked: Cleanliness, check-in, communication, listing accuracy

Take thee to the nunnery

Fabulous restoration of a convent with 9 bedrooms, 4 bath, two living rooms, a massive kitchen with a professional gas stove and a dining room that housed my entire large family for Christmas. A well-equipped house for entertaining- comfortable sleeping. A few family members did not like the neighborhood
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

Sue A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Roomy and clean

We really enjoyed our stay with high school friends of 40 years at this converted convent. The house was very clean and roomy. Restoration up the converted convent was very nice where the original woodwork was refinished and maintained but included updated fixtures and appliances. The only downside to the house was a musty smell that seem to dissipate as the weekend went on. Seems like the dining room and family room on the first would flow better if swapped.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Joseph G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

All For One, One For All

My family traveled from 4 states to visit my parents in a space where we could host Thanksgiving for 20. All of the basics were covered and then some, stocked bath towels, dishes, utensils, glassware, etc. Bring your own coffee grounds or pods, but there's a selection of tea, oatmeal, and a few pantry items. There was more than enough room for everyone to sleep, a variety of places to gather throughout the home, and plenty of parking (garage doors are 7.5 feet wide by 6.5 feet tall and 17-18 feet deep). So many local shops and restaurants to see that we can't wait to return and explore. Be sure to check out Twelve Whiskey Barbecue; Christie and her team were awesome! Brian and Jon, thank you for your excellent communication and willingness to go above and beyond for our trip to be a success! We'll definitely return to staysouthside . c o m properties.
Stayed 3 nights in Nov 2022

About the host

Hosted by Brian(BK)

Host profile image

Languages:

English
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