Kid-friendly vacation rentals in Squirrel Hill

Meredith’s house was an absolutely perfect spot for our family in our long weekend in Pittsburgh. Perfect location in an amazing location with all the amenities you could possibly imagine. Our 3 year old daughter loved the extra toys and books as needed. We come to Pittsburgh yearly, and we WILL be back.

Beautifully decorated and large interior. Three full baths and a garage were quite nice bonuses. Booked at last minutes due to problem at other place we planned to stay. Host was extremely accommodating and responsive. Great location. Definitely recommend this place!!

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

Excellent location, very clear instructions, spotless, and very communicative host! Having free parking in the garage was really nice and something that you usually don’t get when staying at an Airbnb downtown. I’ll absolutely stay here again and had a fantastic stay. This was definitely in the top 2 of all my stays!

This place is exactly how it’s pictured. Very beautiful and spacious interior with everything you need to be comfortable. The open shower was refreshing. The open concept gave plenty of space and was very well designed. Loved this place and will definitely book again!

I had a great two-night stay in Pittsburgh. The place was comfortable, easy to access, as described, and it was nice to be able to park in back. The bed was very comfy. The neighborhood was cute and quiet, but not far from downtown and things to do. I was not in Pittsburgh for long but would definitely stay here again if I return.

Shirly was a host that was communicating before, during and after our stay. I would book this location or any location that she has because of how easy it was to get in and the house had everything we needed

Great location and our son loved seeing air hockey for the first time! Nicole patiently helped me figure out how to turn it on. kitchen cabinets are well labeled and shower had nice hot water. We walked to blue slide playground. Make sure you are comfortable carrying your luggage up stairs to stay here, not a problem for us.

Very responsive and helpful. I even accidentally left a couple items in the unit and it was easy to work out having a friend pick them up the next day. So grateful for going above and beyond!

Very nice location. Place was clean and perfect for our stay. Thank you

My husband and I loved staying at April's place. It was very roomy and comfortable and had everything we needed to be able to feel at home. The apartment is beautifully decorated and furnished, so it was a charming place to enjoy our down time while on our vacation. We also adore the neighborhood. We would love to stay here again in the future.

The apartment was very comfortable for two people. We were close to Southside Works and there were many restaurants and coffee shops within walking distance. We took a lovely 3-mile walk along the trail that runs along the river. We were in town for a concert at PPG Arena, and it was easy to Uber back and forth.

Mandy’s apartment was beautiful! And comfortable! High quality furniture and kitchen. Easy parking, very quiet, lots of space, and it’s super clean. It’s within walking distance to everything you could need, or it’s easy to use your car if needed. Mandy is very nice. We had no issues, but she checked on us during our stay. I will definitely stay in her home again if I return to Pittsburgh! Highly recommend a stay with her!

My spouse and I stayed at Mariam’s place from May 15-23 and it was exactly what we needed… cozy, cute, and tucked into a quiet residential area. The homey feeling we got just from seeing it on Airbnb remained throughout stay. That vibe, along with her great reviews, is why we chose it. The bathroom was thoughtfully stocked with facial pads, cotton balls, Q-tips, bath bombs, and shower steamers on top of the expected bath linens. The tub was a major draw for us, and it was clear guests are encouraged to enjoy it. The kitchen had a Keurig and pods, basic seasonings, and all the essentials for eating in. A few minor things: the nonstick cookware was a bit worn, there was some pet hair on the couch, and there weren’t any oven mitts. But those details were small in comparison to everything we loved. We were apartment hunting and needed a solid interim home. This was it. Mariam’s attentiveness and care stood out! I’d absolutely stay in one of her places again and definitely recommend it.

Great place to stay, will definitely be back if I need a place to stay in the area.

Jon is rightfully a super host. He has obviously put a lot of effort in making his space comfortable for guests. His place is well-situated, tastefully decorated, and generously stocked. Jon is also a wealth of information about the Pittsburgh area. All of this comes at a very reasonable price. I can’t imagine a better value. Don’t hesitate to book.

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!

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.

My wife and I were in town for the PJ shows. The location was great as were the views. We had no issues with anything. Parking was easily accessible and reasonably priced. It was an easy walk to the Arena. The Speckled Egg was delicious as were many other spots near by. Pittsburgh was a wonderful experience - food, entertainment, walkability, friendliness, and the Lavaugh's spot was a great spot to rest your head at the end of a long day!

Great location for any event or game at PPG! The place was just as described and very well equipped! Would stay again on a future visit!

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.

I needed a place last minute for work and this place worked out great!

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.

This was my first time in Pittsburgh and wanted to see the city. I couldn't have had a better view than the one I saw from the balcony at Milo's Air B&B and it was a convenient location to the events that I had planned. Checking in and out was simple and Milo was a fantastic host. I would totally recommend this place.