Family-friendly holiday rentals in Penn Hills Township

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!

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.

Our stay was absolutely terrific! Rick was an incredibly attentive host, reaching out days before our arrival to make sure we were familiar with the entry system and had everything we needed for a smooth, stress-free start. We were welcomed with fresh flowers, a wonderful basket of snacks and a fantastic list of his favorite local spots, which we really appreciated. The home itself was spotless, beautifully maintained, and equipped with every modern amenity we could ask for. Rick checked in with us periodically to ensure we were comfortable and had everything we needed, without ever being intrusive. The location couldn’t have been better—nestled on a charming street in a lovely neighborhood, within easy walking distance to shops, restaurants, and essentials. It was a perfect home base for visiting the University of Pittsburgh and getting downtown quickly and easily. Highly recommend this stay—we would absolutely return!

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.

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

Ryan was very responsive. Instructions were clear. We had a nice stay in Pittsburgh. Thanks Ryan.

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.

Jaclyn was wonderful to communicate with! She responded within seconds! Her place was so cute and extremely clean.

Second time we stayed here. Great home, great host, great communication. Highly recommend!

We stayed here for a few days to attend a memorial service The home was perfect. It was close to the event, a short drive to the city and very close to many shops and restaurants. The host , Karen, was helpful and responsive and also compassionate to The reason for our visit. Our pups loved the fenced back yard.

Great place. Very close to the bars and restaurants. Had a great time

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!

charming old place. Perfect for access to the statium and restaurants. Great host communication. The view is a nice bonus!

We stayed at Avi's listing in July 2024 while attending a 10-day yoga teacher training in Squirrel Hill. From the original booking and all of the way through our final day, Avi was responsive and helpful in our communications. The listing looks exactly as it does in the photos and there is free street parking. Walkable to many restaurants and parks in the surrounding area and a 15-20 minute drive from downtown Pittsburgh. We experienced a few issues during our stay that couldn't be immediately addressed by Avi and he very quickly found someone to help remedy the situation. The issues were not his fault, yet he made the situation right and offered exemplary customer service. I will definitely keep Avi's listing in mind for my future visits to Pittsburgh!

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!

Gail was friendly & responsive and available to answer my questions. I came into town for a Steelers game and Gail’s place is about a 20 minute walk to the stadium. I’m glad I walked because I got to see all the tailgating along the way! There’s a great coffeeshop two minutes away; and my Ubers came quickly. There’s also an Aviary nearby that I wish I had more time to visit. Gail’s neighborhood is safe and the people in Pittsburgh are super friendly! 💛

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!

We had another great stay. Mike and Ann are excellent hosts and the apartment is lovely. We appreciate the breakfast treats and the location is perfect. We stayed for Pitt’s graduation weekend and Ann was kind enough to allow us an early check in so we could change and make it to the ceremony on time.

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.

We've stayed at the farmhouse several times and each visit is better than the last. The home is always cozy and welcoming, and Christy is very responsive and accommodating. Recent upgrades to the property such as a turnaround in the driveway and a firepit make the experience even better. Can't wait to stay again!

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!