
Kid-friendly vacation rentals in Squirrel Hill
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Top-rated kid-friendly rentals in Squirrel Hill
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Popular amenities for Squirrel Hill kid-friendly rentals
Kid-friendly house rentals

Private, family friendly home on a brick street
We had a great stay at Deena's AirBnb. We were in town for a family reunion in the neighborhood, and this location was incredibly convenient and comfortable. The listing and photos are all accurate, and the location provides easy access to both downtown Pittsburgh and the town of Bellevue for restaurants. We will definitely book here again when returning to the area.

Stylish♥Baby Friendly♥15mins to DT PGH♥Great Yard!
Christine was very helpful with providing information about the stay, and went above and beyond in regards to communication. More AirBnB's (and their hosts) should be like this. Very clean. Very comfy. Perfect accommodations.

Large house to relax with friends and family
Jill’s place is one of the best Airbnbs I’ve stayed at — very spacious, very clean, and not far from anything you could want to do in Pittsburgh. Highly recommend.

Grand on Grant
We loved our stay. Amy & Ian were so wonderful and the house is truly gorgeous. The yard was perfect for the kids to run around - they had so much fun. Highly recommend. We will def stay again. Thank you!

Lawrenceville charmer · sleeps 8, 2 full baths!
We were in Pittsburgh for the Pirates baseball games. We had a great time staying at the house. The home was really fantastic. The location was excellent. It was very close to Butler Street and other places to eat and drink. The house was very comfortable. The kitchen was really well laid out and the coffee that was provided was a very nice touch. The bedrooms were all very nice and comfortable. The area was very quiet and we slept very well. There is a grocery store within a short walk of the house. Katherine and the other hosts were very responsive and always provided good guidance and instructions. The check-in process and the checkout process are very easy and straightforward. We really enjoyed our stay and would come back again for another set of baseball games or to visit the city.

Spacious 2 Bedroom in a Convenient Location
Hosts and space were great. Brought three dogs with me, and the place had a fenced in yard with grass, couches already had dog covers, and there's a 5-acre, wooded, off-leash dog park (The Bark Park) less than a ten minute drive away. I had to make a last minute request of the host due to some poor planning on my part, and they were very gracious in accommodating me. Look forward to staying here again.

Your Home Away from Home in Pittsburgh's East End!
We had a lovely long weekend at Mary Beth's home. The house was so welcoming and comfortable. We loved the little TV room which was so cozy, or sinking into the plush sofa in the living room. The kitchen was very well equipped with everything we needed. We didn't cook any meals, but we definitely could have. The largest bedroom had a cute little office adjoining. Fortunately we did not have to work, but it would have been perfect for those moments when working from home needs to mesh with travel. This was one of the favorite places we have ever stayed, and we have stayed in many. It was spotless, the linens and beds were comfortable, even the pillows were good! I drag so much stuff with me when traveling, and I could have left most of it at home! The neighborhood was stunning, the architecture of Pittsburgh homes is so charming. I hope we can stay here again in the warmer weather to truly appreciate the neighborhood.

DE- The Original Game House
This house provided not only a place to stay so we could do things around Pittsburgh, but also plenty of fun inside the house!
Family-friendly apartment rentals

Apt 9 Bloomfield / Lawrenceville small private 1br
Had a great weekend stay at this location in Bloomfield. Very close to a mix of bars, cafes, and restaurants all within walking distance. The space itself was very clean, and had a full fridge, stove, and dishwasher for meal prep. Very clear instructions from the host and I'd stay here again.

Newly remodeled 2 bedroom apartment
This was a great place to stay and I would say the reality was better than the pictures. Very clean and great quality from the furniture to the towels. Nice neighborhood that felt safe and family friendly. So much better experience than a hotel- we hope to be back again and will for sure be the first place we check. David is top notch

Cuddys Place
Shadina was a fascinating host! The place was worth every penny and would definitely recommend it to anyone that would like a relaxing and “right at home” stay!

Cozy Entire Apt 2 *Friendship Park* free parking
We have stayed in the same place three times…it is very bright and cheerful. Love the neighborhood, close to Shadyside, Lawrencville, Oakland. Nice coffee shop eatery close by on the corner. Cannot beat the parking in the back of house!

Shadyside/Pittsburgh, Modern&Accessible 2BD w/Prkg
Alex’s place was great. The location was perfect. It was a very walkable neighborhood but most of all it was a quiet neighborhood.

2BR Apt. /Pittsburgh/East/Regent Square/Frick Park
Jon continues to set the gold standard when it comes to hosting on AirBnB. Questions were always promptly answered with detailed and thoughtful responses. The apartment is very well furnished, with a fully functional kitchen foreseen with just about every utensil and culinary aid imaginable. The location was very convenient, near multiple good stores and restaurants, and right on the beautiful Frick Park. If you need to stay in this part of town, I could not imagine a better AirBnB location and host.

LARGE 2 BEDROOM APARTMENT (H)
I traveled to Pittsburgh for a conference and, after careful consideration, chose Natalia’s place for our stay. From the very beginning, Natalia was a great communicator—she provided all the necessary details and clear check-in instructions well in advance. When we arrived, we noticed the apartment hadn’t been cleaned or prepared for our stay. We immediately reached out to Natalia, and she responded promptly and professionally. She acknowledged the issue, which was due to a last-minute calendar mix-up, and within minutes offered us an alternative apartment in the same building that was clean, ready, and comfortable. The rest of our stay in Pittsburgh was smooth and peaceful. The apartment was in a quiet neighborhood and well-connected by public transport—perfect for getting around the city with ease. Natalia handled the unexpected situation with grace and efficiency. She’s a true Superhost, and I would highly recommend her place to anyone visiting Pittsburgh!

Cozy One-Bedroom East Side Apartment
Our son and his family live in Pittsburgh and when we come to see them, we always try to stay at Anne & Jim's place when it is available. We've just not found another place in Pittsburgh that so well meets our needs. The location is easy to get to from our family's house, no hassles with parking, a surprisingly quiet neighborhood, close to Whole Foods, super clean, nicely furnished, and wonderful hosts. They are so easy to work with! Thanks again Anne & Jim for another outstanding stay! We look forward to being back!
Family-friendly condo rentals

Bright & sunny apt in Shadyside with free parking
My daughter had to be in the Pittsburgh area for two weeks due to a school requirement. Michael met her there at check in, and made sure she had everything she needed. And, he graciously gave her a late check out since her flight didn’t leave until later in the evening. Everything went smoothly, and this mom was happy she was safe, and grateful for Michael and Michelle’s help.

Free Garage Parking | Private Gym | Skyline Views
I visit the 'Burgh a handful of times a year and I intentionally book every visit with Chad, Stephanie, and the rest of the team. They are top of the line hosts. They give their all to their guest 100% of the time and are always there if you need them. From the top on down you can tell that their team is always on the same page and are always the epitome of customer service and what anyone would expect from their host. You guys are the best and I'll see you again soon!

The LUX Downtown Flat
Fantastic place right in downtown Pittsburgh! This was perfect for my work trip. Apartment is in a historic building, extremely clean, has everything you need. The view is also amazing. Great value for the money. My flight to Pittsburgh was delayed by 5 hours and Lavaugh was very responsive about any changes for checking in. Would definitely recommend this place for anyone traveling to Pittsburgh!

Luxury Grandview Ave Cozy Gem (2bed/2bath)
Milo's place was exactly as advertised. Clean house, all the amenities we needed, and fantastic views. Basic toiletries provided. Bring quarters so you can enjoy the binoculars on the sidewalk for the city skyline. (Not part of the rental, just nearby). Just a note for any future stayer - the beds are high but super comfortable.

1 Bedroom Condo in the Strip District!
Okay so let’s be candid here. This place is exactly as described. The furniture is sparse, the walls are bare, there are a plethora of stairs to get up to the unit, and everytime I came back in the evening I had to go into the restaurant and speak to the manger to have him move cars. The place was very clean in the way that an apartment of this type can ever feel clean, which is only partially. This is not a hotel, this is not spa, this is the most affordable AirBnB I could find in the best location for the price. It was perfect for me! Having a secure free spot to park (even if I had to campaign for it every night) was worth the cost. The location is fantastic, the host is incredibly communicative, the bed is comfortable, the water is hot, the bathroom is nice, and the place is cleaned. Otherwise, there are no frills or charm to be found in the unit itself, but that’s not why I booked it. This was the perfect AirBnB for me and my needs.

A Fresh Mid Century 2- bedroom East End Area
My family and I had a lovely stay here over the holidays. Parking is easy, and it was easy to access the unit. Everything was clean and comfortable, and was very little noise from the street. The bathroom having a heated floor was a nice perk as well! Would stay here on another visit :) thank you to our hosts!

Heart of Mt. Lebanon-Walk Anywhere-Easy 2 Downtown
John's place was perfectly as described. Nice quiet neighborhood, and with good public transit access (which can be rare in Pittsburgh). I'd recommend to anyone coming to town for an event, but not necessarily being right downtown. The place was well set up for an extended stay as well, better equipped than most long term rentals I've used.

Coze 1BD, Budget Friendly, Walk to DLCC & PNC Park
Super walkable area! Spacious for a downtown spot and the host was responsive and let us drop our bags early when our flight unexpectedly came in earlier than we planned which was very appreciated since we didn’t have to carry it all around the city!
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- Seven Springs Mountain Resort
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