
Family-friendly holiday rentals in Wilkinsburg
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wilkinsburg
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

2BR Apt. /Pittsburgh/East/Regent Square/Frick Park
First floor 2-bedroom apartment with classic decor. Modern bath/kitchen with complete utensils. Wi-Fi & wired gigabit network. Two TVs with service. Appropriate for business traveler, families with older children. Living and dining room accommodates 8-10 people. Convenient to downtown, Oakland/universities. Across street parking. Nearby restaurant/stores and park in walking distance. Open bar. No per-person or amenities charges. Virtual tour at https://my.matterport.com/show/?m=BFeAkSV4ekM

Upscale King Bed Suite |ADA w/ Free parking!
Enjoy our spacious king-sized bed suite located in the safe, central Friendship neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Whole Foods and short walk to Yinz Coffee shop! âKing bed (Memory foam mattress) âQueen pull out bed âPack n play âADA Accessible! âIn-unit washer/ dryer âLarge desk w/ speedy wifi & extra monitor âPet friendly â24/7 Guest support âFree off-street parking âClose to CMU/ Pitt! â$0 cleaning fee!

Historic Sunporch Suite
Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

East End Gem | Your Home Away from Home
This bright, stylish, and comfortable space, designed by an HGTV producer! With a fully remodeled kitchen and bathroom, cozy beds, and inviting rooms, this home offers the perfect home away from home. Conveniently located within 20 minutes of everything Pittsburgh has to offer, including sports fields, rivers, bridges, shopping, museums, historical sites, music venues, universities, and more! Whether you're here for business or pleasure, you'll find everything you need for a relaxing stay.

Entire home near Kennywood without extra fees.
Bring everyone along for the trip, including Fido! Our home is a cozy, yet spacious Cape Cod southeast of downtown Pittsburgh. The backyard faces a beautiful and peaceful meadow. The yard is fenced in and has a small garden filled with herbs and tomatoes during the summer. Our home has all of the amenities to make your stay enjoyable and easy. We keep our home clean, organized and stocked with essentials. The beds, pillows and sheets are new and comfortable. Parking is plentiful and easy!

Luxurious 2Bed by Whole Foods
Brand new construction, high end spacious 2 bedroom with designated off street parking! Double King Suites and Full Size pullout bed offer enough room for the whole family Enjoy the convenience of being across the street from WholeFoods & steps to dozens of restaurants & shops, short Walk to UPMC Shadyside, West Penn, & Children's hospitals, close CMU & Pitt! Enjoy dozens of restaurants shops and coffee shops just a walk away! Fully stocked for both long and short term stays!

Comfort Central
Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

A Fresh Mid Century 2- bedroom East End Area
A fresh Mid Century Condo that pays tribute to the 1950's in Pittsburgh. A fully remodeled first floor 2-bedroom unit in a 6 unit Condo. Large windows and shaded back porch overlooking courtyard. Close to many local restaurants, bars, cafes, and the bus line. Near Frick Park! Free parking space. Easy access to local universities (Pitt, CMU, Duquense), East Liberty, Squirrel Hill, Oakland, South Side, downtown and the stadium district. Minutes away from Parkway (376).

private attic loft, and pet friendly
unique one of a kind place. Its a one bedroom attic loft , that has been painstakingly renovated and built with creative little details everywhere. sometimes it's almost like you're in a tree house. It has 20'-vaulted tin ceilings and antique appliances and fixtures. Everything has been updated and works perfectly. There's a Nespresso machine and nice cotton linens on a memory foam king-size bed. It's a great romantic retreat or place to set up shop and stay awhile.

PRIVATE FULL STUDIO IN PITTSBURGH (C2)
This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and 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 (not suitable for kids under 10).

Cozy 2 bedrooms unit - 15 minutes to Downtown
Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 4 people. This cozy unit is in a duplex nestled in a safe and quiet neighborhood, just a stone's throw away from the vibrant regent square, 10 min to downtown. Step into our fully stocked beautiful kitchen where you can whip up your favorite drinks and meals. Enjoy the comfort and convenience of this lovely unit during your visit.đĄâ¨

Newly remodeled 2 bedroom apartment
Newly remodeled 2 bedroom apartment on the first floor of a duplex located in a quiet neighborhood. Fully equipped kitchen. Roku Tv with cable and free wifi. Plenty of on street parking. Walking distance to Frick Park and great neighborhood bars/ restaurants. Under one mile to Regent Square bars and restaurants. Just a few minute car ride to the heart of Squirrel Hill. Under ten minute car ride to downtown Pittsburgh. Self check-in.
Popular amenities for Wilkinsburg family-friendly rentals
Family-friendly home rentals with a hot tub

420 friendly Luxury loft apt w jet tub & balcony

HOT TUB KING bed Luxurious 2 bed in PRIME location

HotTub/Firepit/Parking! Less than 1mi PNC Park

Gorgeous Southside slopes house w/outdoor hot tub

Boxwood House | Sewickley Retreat + Hot Tub

Hot Tub Infrared Sauna Peloton treadmills

Entire private floor (giant Jacuzzi with shower!)

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!
Family- and pet-friendly home rentals

Spacious 3BR Retreat! Fire Pit & Free Parking!

Farmhouse Design + Fire Pit in Heart of Pittsburgh

Urban converted gas station in heart of South Side

Beautiful Strip District Studio w/ Outdoor Loggia

Pet Friendly with King Bed on Butler Street!

Private bungalow minutes from Downtown Pittsburgh

Cabin in Pittsburgh. 20 minutes to Pittsburgh

-Incline suite of PGH- Central to PGH & Airport
Family-friendly home rentals with a pool

1st Fl. Huge Flat on 2 Acres - Pets/Garage Parking

Cima Palazzo - Mansion on the Hill

Luxury 2BR/2BA Loft | Strip District + Riverwalk

Renovated Cozy Duplex w/pool, Close to downtown

Monroeville Bella

Spacious House w/ Pool @Wexford

20 mins to Downtown- pool table & fenced yard

PIT Staycation Retreat with Pool House!
Quick stats about holiday rentals that are family-friendly in Wilkinsburg
Total rentals
30 properties
Nightly prices starting at
$26Â SGD before taxes and fees
Total number of reviews
920 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Destinations to explore
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- PNC Park
- Carnegie Mellon University
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Ohiopyle State Park
- Oakmont Country Club
- Raccoon Creek State Park
- Kennywood
- Yellow Creek State Park
- National Aviary
- Phipps Conservatory and Botanical Gardens
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Point State Park
- Narcisi Winery
- Hidden Valley Resort
- Schenley Park
- Bella Terra Vineyards
- Children's Museum of Pittsburgh
- Senator John Heinz History Center
- Cathedral of Learning