Family-friendly holiday rentals in North Shore, Pittsburgh

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in North Shore, Pittsburgh

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in South Side Flats

4.97 out of 5 average rating, 332 reviews

Spacious Modern Home • Rooftop Deck

Enjoy a quiet night's rest just steps away from the city’s best shops, restaurants, and nightlife in the historic South Side neighborhood. Walk to Pittsburgh’s major attractions or take advantage of our public transport options and Great Allegheny Passage (GAP) trail to explore the city. Our professionally managed home accommodates groups, has a free parking garage, and is spacious and clean. Weekday special rates available for smaller groups. You will love your comfortable home away from home!

Superhost

Apartment in South Side Flats

4.95 out of 5 average rating, 148 reviews

South Side Cool in the Heart of the Flats

Our home in the heart of the historic South Side Flats neighborhood, is a five minute drive to revitalized downtown Pittsburgh. Our location offers easy access to all Pittsburgh sports stadiums, the Riverfront Trail and great shopping. Only 10 minutes to all major universities and medical institutions in Oakland. Near major parks and museums. Our first floor, 5 room suite sleeps up to 4 guests with kitchen, 1.5 bathrooms, & small garden. Steps away from Pittsburgh's most exciting neighborhood!

Guest favourite

Home in Bloomfield

4.98 out of 5 average rating, 194 reviews

PBR - Pittsburgh Bloomfield Rowhouse

A fully renovated, charming, and comfortable home in the heart of Pittsburgh's Little Italy. Location is just steps away from great dining, shopping, and entertainment. Historic Bloomfield is centrally located in the city and only minutes from local universities, hospitals, and stadiums. This pet friendly 3 bedroom house is perfect for families, friends, and business travelers. Whether you are visiting for work or leisure, this house will make your stay even more delightful. We welcome all!

Guest favourite

Home in Mexican War Streets

4.84 out of 5 average rating, 166 reviews

Walk to downtown, stadiums

Cozy and comfortable row house in the beautiful, historic Mexican War Streets. All the amenities of home—including linens, toiletries, kitchen supplies, tankless hot water heater (unlimited hot water)—and within walking distance to downtown, both stadiums, the Riverwalk, Children's museum, National Aviary, Mattress Factory museum, Andy Warhol Museum, and Rivers Casino. Backyard perfect for entertaining with grill and fire pit. Across the street from Randyland Pittsburgh, a must see for all!

Guest favourite

Home in Squirrel Hill South

4.93 out of 5 average rating, 304 reviews

Upscale Modern 2 BR Apartment

This spacious, newly renovated, fully equipped and private access apartment was built for your enjoyment! The granite counter tops and porcelain tiled shower are a hint of the luxuries throughout. You can park on the property or on the street. Located in the heart of Squirrel Hill, right near Schenley park, the Squirrel Hill business district and bus lines. Easy Access to Bakery Square, Shadyside, Waterfront, Downtown, Museums & Galleries, Universities, hospitals, and all Sports venues.

Guest favourite

Home in South Side Flats

5 out of 5 average rating, 219 reviews

High-End South Side 4 Bedroom House, sleeps 15!

Newly Remodeled, Gorgeous High-End 4 Bedroom, 3 Full Bathroom entire house in the heart of Pittsburgh's historic South Side neighborhood; SLEEPS UP TO 15 PEOPLE; Pets welcome; Private/Enclosed Patio Hardwood floors, raised tin ceilings on first floor; open floor plan living room/kitchen with stainless-steel appliances, marble-counter-tops, Keurig, 70 inch TV, WiFi, Convenient 2nd floor laundry facilities,HD Televisions in every bedroom w/ Cable, Luxurious Memory Foam Beds

Superhost

Home in Mount Washington

4.86 out of 5 average rating, 214 reviews

The best place to stay in Pittsburgh by Downtown!

A 10 minute drive to the David Lawrence Convention Center. Enjoy a memorable & fun filled stay In centrally located Mt Washington. Walk to the lookouts & experience a breathtaking view of the city. Treat your family to a variety of shops & kid friendly restaurants nearby. Travel to Downtown by Uber, or ride the Monongahela incline ($2.50) to Downtown. Please note:The apartment is on the upper 2nd & 3rd floors of a duplex in a quiet neighborhood, with private entrance

Guest favourite

Cabin in Pittsburgh

4.93 out of 5 average rating, 144 reviews

Cabin in Pittsburgh. 20 minutes to Pittsburgh

Please do not request booking until you have contacted the owner for pricing. The cabin is a perfect place to stay while visiting friends and family in Pittsburgh. Private and comfortable, clean and convenient to many locations in Pittsburgh. Only 20minutes to the city, and stadiums. The cost/night is $135.00 for 2 adults. Extra adults (18 and over) are $25.00/adult/day. Children under 18 are $10.00/child/day. Children under 2 are free. Dogs are $10.00/day.

Guest favourite

Home in Pittsburgh

4.98 out of 5 average rating, 171 reviews

Luxe Home★ Amazing Yard★ Firepit★ 2 Rooftop Decks

Pittsburgh's premier, top of the line Airbnb! No expense was spared outfitting our 4 bedroom, 2.5 bath home! Amenities galore both indoors & out with 3 large outdoor spaces, fire pit, and garage parking. Every high end detail has been meticulously selected and designed. Take advantage of all the city of Pittsburgh has to offer in the lap of luxury with your own centrally located private residence on the North Side, complete with a Peloton for the healthy-minded!

Superhost

Apartment in Mount Washington

4.88 out of 5 average rating, 448 reviews

View, Off Grandview Drivewy Parking! Mt Washington

Fantastic large covered porch with view. Only 2 steps. Free driveway parking, fits 2 cars! Huge 1600 SQ FT apt, hardwood floors, lg porch with great view, retro kitchen/ modern stainless appliances. on corner from Grandview Ave with it's breathtaking views, and Incline to downtown PNC Park, Heinz Field, PPG Arena and Universities. 1 block to bakery, liquor store, diners, coffee, restaurants/bars. Two blocks to grocery. Private Entrance.

Guest favourite

Home in Bloomfield

4.9 out of 5 average rating, 248 reviews

Cozy home in "Little Italy"

Weekly 20% disc $924- 7 days Monthly 35% disc $3260 Nice spacious home on quiet street in Pittsburgh's "little Italy".(Bloomfield) Two blocks from Children's Hospital. One two and five minutes from three bus lines to downtown Pittsburgh. 8 minutes to 31st Street Studios. (Same bus lines) Walk to many fine restaurants on Liberty Ave. Off street parking.( 2 vehicles) One block from historic Allegheny cemetery. (2nd biggest cemetery in US)

Guest favourite

Guest suite in Bloomfield

4.98 out of 5 average rating, 250 reviews

Large victorian 3rd flr apt in walkable eastend

An entire third floor apartment of a historic Colonial Revival house in the Friendship neighborhood. Two bedrooms, each with a firm queen memory foam bed, one bathroom with claw foot tub/shower, huge living room with seating area and desk, and a fully equipped kitchen with washer and dryer. Walk up to third floor. A queen air mattress bed or pack n' play can be added to any one of the bedrooms or the living room, just let us know.