Kid-friendly holiday rentals in Squirrel Hill

Nice, comfortable stay. Host was super responsive.

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.

Enjoyed our stay a lot! Andi was very helpful and responsive. The house was just what we needed and was exactly as pictured

Loved Staying at Romeo’s place! It was cozy and peaceful while also being a five minute walk from the subway! The kitchen had a water dispenser and spacious fridge as well as a good amount of silverware and dishes. My personal favorite was the coffee bar. Rooms came with little themed treats and had a tv. There was also a beautiful backyard. Romeo was extremely responsive and quick to answer any questions. He was very helpful and very kind. I would stay again!! Thank you for making my stay in Pittsburg enjoyable and giving me a good base for my concert! :)

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!

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.

Cute house and neighborhood. Enjoyed our stay! A couple things would have been very helpful in the kitchen- napkins and small plastic bags. Maybe I missed them? Overall very happy with our stay!

The layout of the house was so unique and cleverly constructed. I enjoyed having the kitchen on the first floor and the bedroom up the steps. The bathroom was beautifully designed and even included a washer and dryer. I enjoyed my stay. Thank you again.

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.

Great! Its got all your needs. Ample parking. Easy check in

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!

Had a nice stay at Debbie's place. The place had everything in it that we needed, even a bottle of wine and some snacks that were left for us. Thanks for the nice added touch!

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!

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!

I’ve had the wonderful privilege to stay at this residence more than a few times. The unit is always in perfect condition and the host is always responsive. I will absolutely be back to stay here in the future it’s always a pleasure!

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.