Child-friendly holiday rentals near Strip District, Pittsburgh

Huge 6 BDRM min to Downtown & Stadiums w/ parking

Gather with friends and family in our renovated Pittsburgh home, designed for comfort and fun! ✅ 6 Large Bedrooms & 3 Full Baths – Includes a soaking tub ✅ Easy Parking – Two-car driveway + plenty of free street parking ✅ Stocked Kitchen – Fully equipped with essentials ✅ Spacious Living Areas – Two living rooms for lounging ✅ Entertainment – Projector & sound system for movie nights ✅ Family & Pet-Friendly – Room for everyone ✅ Cozy Fireplace – Available Nov.–Feb. Everyone will enjoy it!

Kids Centered House

Discover the beauty of Pittsburgh and relax with the whole family, including your little babies, at this peaceful place. You will get the best of both worlds, within walking distance to what the city offers, while enjoying the peace of mind of a suburb. After a day of exploring the city, retreat to the cozy living. We have everything you need for your angels, from silver wares to entertainment. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

Head to Pittsburgh From Mt. Lebanon Cottage

Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

King Bed / Free Parking / Arcade / BBQ / Patio

✓ Willy Wonka Themed ✓ Free Parking ✓ 1 Minute Walk to Children’s Hospital ✓ King Bed – 6 total beds ✓ Arcade / BBQ / Fire Pit / Patio w/ String Lights ✓400 mbps Fast Wi-Fi ✓ 12-inch cooling gel memory foam Rank One Stays presents, Pure Imagination! You’ll explore the world of Wonka complete with oversized gummy bears, lollipops, and a wondrous boat in a completely unique, interactive and immersive Wonka experience just minutes away from Acrisure, PNC Park, PPG Arena, and Downtown.

2 Outdoor Patios ★Parking ★Kid Friendly ★Beautiful

Walk in and say woah! This beautifully restored 1900s farmhouse-styled elegant row home features original wood floors, high ceilings, timeless styling, two amazing outdoor spaces, and more! You'll love the well stocked kitchen, the quality beds, and all of the amenities you'd expect and then some. The third floor features a projector / theater room, while the second floor features three bedrooms, perfect for groups of friends or growing families. We're also kid friendly!

Fire Pit + Family Friendly + Great Location!

Welcome to our family-friendly home in Bloomfield! Tickle the ivories on our baby brand piano while you send the kids upstairs to play with coloring books, toys, and more. Cook a great meal in our well stocked kitchen, or relax on the couch and watch Netflix. At night, spark up the fireplace and enjoy an evening outside with friends! If you're an "out and about" type - you're just a few blocks from the main drag in Bloomfield, full of great bars & restaurants!

Child Friendly, Parking, King Bed, 15 min to DT

Welcome to lovey family friendly Aspinwall retreat. Featuring open style kitchen & living area is a perfect space to hang out, enjoy some food, and watch TV. Private parking on premises. Fully stocked with all basic cooking essentials, equipped with child play areas to keep them busy as you sort through getting ready for the days plans. We have included safety gates for your peace of mind. Traveling for work? High speed wifi, desk and light included.

The Larrybird Inn - Steps from Butler Street!

The Larrybird Inn is situated in the heart of Lawrenceville, in a beautifully restored home over 100 years old. Park your car for the weekend and enjoy the neighborhood and other surrounding areas by foot or bike. Walk to nearby bars, restaurants, see a movie all within hundreds of feet away! There is also Arsenal bowling lanes across the street! We invite you to stay in our home, one of the most charming Airbnbs in Lawrenceville.

Historical charm - 1bedroom spacious apartment

This one bedroom apartment is for anyone looking for a quick getaway in town or for a longer stay. The space is clean & spacious. We offer a queen bed & a sleeper sofa , a full kitchen and a full bathroom. The space works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night.