Kid-friendly vacation rentals in Penn Hills

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!

Rivers Edge

Beautiful, quiet, downtown living with lots of windows. Full kitchen fully stocked for easy cooking and clean up with the dishwasher. All new fully renovated, everything is upscale, quartz countertops and custom easy close cabinets. Bathroom is spotless. Cable and WiFi for guests. A short two block walk to the river access, and 4 blocks to the boat dock access and pavillion. As close as you can get to the Shell Cracker Plant. This is a space that feels like home and is easy to relax.

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.

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.

Heart of Oakland w/parking by CMU, Pitt, Hospitals

The location of this townhouse, steps from CMU and the University of Pittsburgh, can't be beat! This drop dead gorgeous townhouse boasts three large bedrooms with queen sized beds, and two full bathrooms. A short walk to CMU, Pitt and Oakland based Hospitals. And with an off-street parking spot included there's no need to search for parking.

Getaway On the River and Bike Adventure

Clean and comfortable home on the Kiskiminetas River. Walk, bike or drive to restaurants and shops in Leechburg. Bike on the Leechburg Tow Path Trail which connects to downtown Leechburg and hundreds of miles of rails to trails in Armstrong County. Float, kayak and fish on the river all within a 40 minute drive to downtown Pittsburgh.