
Family-friendly holiday rentals in South Side Flats, Pittsburgh
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in South Side Flats, Pittsburgh
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for South Side Flats, Pittsburgh family-friendly rentals
Family-friendly home rentals with a hot tub

Entire private floor (giant Jacuzzi with shower!)
Very pleasant and helpful host. Very clean unit

Hot Tub Infrared Sauna Peloton treadmills
Andi’s place worked out perfectly for our sisters weekend. For 5 people everyone could have their own bedroom and there was enough sitting space for us all. Plenty to do with restaurants, museums and parks within walking distance or a short drive, then once home the house was quiet. Recommend!

Luxe Shadyside Spa + Parking + 6 Beds + Zen Garden
Oh my goodness! Rick is so thoughtful! And super communicative! He provided incredibly detailed information about how to access the house and the parking. Additionally, he had so many thoughtful details in the house in the way of snacks and beautiful flowers. And while we didn’t take advantage of the extensive list of restaurants because of being in town for the holidays, it was really nice how much information he provided. It was a great location especially to our family in Squirrel Hill.

hot tub fire pit Art & Wellness Retreat
We enjoyed staying at Andi‘s place very much. Andi was very responsive and very proactive. If we had a question an issue whatever she took care of it right away. I would stay at Andy‘s place again if need be. Andi was great and went above and beyond

Oakmont Home with Hot Tub
Always a joy to stay here (which we try to do every time we come to town). The house is comfortable, well-furnished, and always spotlessly clean. And it’s a real home, not a soulless, cookie-cutter Airbnb rental. Plus, Laura is a delightful host, super friendly and very responsive. Don’t hesitate.

*infrared sauna *hot tub* US OPEN NFL draft
Family- and pet-friendly home rentals

House 3bed Free Parking Walk to Bars & Shops
Ryan was very responsive. Instructions were clear. We had a nice stay in Pittsburgh. Thanks Ryan.

The Pittsburgh Suite *Free Parking, 10mins-DWNTWN
We stayed at Tyler's place for a month. The place is spacious, very clean and comfortable. Tyler was very responsive to any questions we had. We appreciate the privacy and quietness as well. We did a lot of research before choosing Tyler's place, and the stay was beyond our expectation.

Squirrel Hill Elegant Bright House
Second time we stayed here. Great home, great host, great communication. Highly recommend!

5-BR Home (Sleeps 10) Close to Oakmont/Downtown
Having stayed in a number of Air BnBs over the years, Heidi’s home moves to the top of the list of favorites! We really appreciated the opportunity to stay in Heidi’s beautiful home, where we were treated with kind hospitality. The house is even better than in the photos, so lovingly maintained, with incredible original woodwork and stained glass. After a day of activities in the Pittsburgh area, it was fantastic to come back to this amazing house, which is super comfortable and homey. Not only was the house great, but Heidi provided us with food! It was so awesome to have fresh coffee and a nice breakfast in the morning. She also gave us helpful suggestions for area restaurants and brew pubs within walking distance. I especially loved the front porch for taking in the night air on the porch swing…We highly recommend this beautiful home!

Beechwood BNB
Rebecca’s place was a very comfortable and spacious living area. We were in and out a lot due to being there for a funeral and had no issues with parking or entering home. Kitchen was well stocked and linens were clean and abundant. We were able to walk to a restaurant and grocery store which was very convenient. It had a wonderful large front porch. Very satisfied overall with our stay!

View, Off Grandview Drivewy Parking! Mt Washington
charming old place. Perfect for access to the statium and restaurants. Great host communication. The view is a nice bonus!

👑King Bed⚡ Quiet ‧ West Penn🏥 Parking 🐶Pets
It was wonderful spot, a lot of restaurants and things to do in walking spots. Neighbors were really friendly and helpful! Michael was super understanding and communicative. We ran into a problem he helped.

Cabin in Pittsburgh. 20 minutes to Pittsburgh
We came into town for the US Open. Cabin was easy to find and a great location for us to get to the tournament. Diane was very responsive to any message. Loved the peacefulness of the cabin. We enjoyed sitting on the deck and watching nature. Thank you Diane.
Family-friendly home rentals with Wi-Fi

Michael's Place
Michaels place was just as listed. It was perfect for our overnight stay. Perfect location for what we needed! Michaels instructions were perfect and very helpful. Will definitely stay here again if in the area in the future.

Grand on Grant
Our family of four (two parents, two 20-something’s) stayed for a long weekend for a wedding. It was convenient to drive into the city in 10 minutes and so peaceful to be away from the city, too. We all agreed we’d be happy to live in this spacious, well-decorated and lovely home. The front porch swing was my spot for breakfast, while others liked the screened-in back porch. The nights were chilly outside but we were warm in the house. Kitchen is adequate size for our needs and there were a lot of good quality knives, pots and pans, and dishes. We would definitely stay again!

Thoughtful, Furnished, Convenient in Squirrel Hill
This house was very comfortable. We were delighted with the box of fresh bakery items. On a previous trip we had tried to visit this bakery, but the line to get in was too long. There was a fresh blooming plant on the dining table. We enjoyed the front porch, and the proximity to the residence of our mother. The location, just off Murray Ave., is ideal. We found many interesting shops and restaurants. We well return to this rental on our many visits to Mother.

Large victorian 3rd flr apt in walkable eastend
Beautiful place with lots of interesting details. Great location, super clean, comfortable beds and well supplied. I would absolutely stay again and recommend it.

PBR - Pittsburgh Bloomfield Rowhouse
Absolutely one of the best Airbnb experiences we’ve had. Jeff and Melissa were very accommodating and have a beautiful home. It was very clean and extremely spacious. The cupcakes they provided- seemingly a small gesture- was a nice touch. We will definitely consider staying there the next time we visit Pittsburgh.

Walk to downtown, stadiums
This was our third time staying at Keili’s place. We love the charm of the old row house, and it’s so convenient to things we want to do downtown. Keili is always a great host, and very responsive if ever we need help.

Adorable North Side Carriage House
Amazing bang for your buck. Older style home great for two couples (4ppl max). We didn’t have to take a single uber to see everything we wanted to see (strip district, PNC park, Acrisure and casino too!! Cute park and coffee shops near by. Smaller quarters but worked for us !! Would definitely be back! Thank you !

Cozy home in "Little Italy"
Rita's place was just like she described it - clean, great location, amenities and more. She had recommendations for restaurants, shopping in the area, but we are very familiar with her locale. Her home was convenient for us as our son lives nearby - was nice to be so close. Bloomfield neighborhood is friendly, quiet and safe. Easy walk to main street that has many shops and restaurants. Rita was very quick to respond to my inquiries and very helpful with questions we had. Would definitely stay again at Rita's.
Quick stats about holiday rentals that are family-friendly in South Side Flats, Pittsburgh
Total rentals
170 properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
12K reviews
Pet-friendly rentals
80 properties allow pets
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Wi-Fi availability
170 properties include access to Wi-Fi
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- Pet-friendly rentals South Side Flats
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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
- 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
- Children's Museum of Pittsburgh