
Family-friendly vacation 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

Walkable Lawrenceville, Designer “Tiny Living”
The Nesting Box is an ideal space to return to and recharge in after “free-ranging” locally. Comfortable, cool, and centrally located to the best of Butler Street. Designers collaborated to maximize the minimal space with creative comforts for experiencing "tiny living". Our shipping container addition led us to have 2 front 🚪. We welcome guests to our on-street private guest suite. Urban family homestead with 1 🐈⬛, 2 🐕, and 3 🐓 that resided with us for 5 years (recently rehomed to farm).

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.

*e Studio Mt. Washington short walk to Grandview!*
Walk to spectacular Grandview Ave views from this quirky old Mt. Washington house offering great space and many nice updates! From this location you can quickly walk to the Mon incline which offers transfers to Pittsburgh's subway system called the "T" at Station Square. You can ride the T to Heinz Field, PNC Park, Rivers Casino, PPG Paints Arena, and all the downtown Pittsburgh cultural districts. You are also very close to the University of Pittsburgh, Duquesne, and CMU. Great location!

Cute Apt Minutes from Downtown and Stadiums!
🏡 Welcome to this charming home just minutes from downtown Pittsburgh & the stadiums! Perfect for couples, friends, or solo travelers. Enjoy a spacious fenced backyard, comfy living areas, and easy access to city highlights. No parties, but great vibes always. 🛋️ Inside, you’ll find a charming, thoughtfully decorated home that’s as functional as it is cute. 🌿 Out back, you’ll love the spacious fenced-in yard — perfect for sipping coffee, or unwinding after a day in the city.

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.

Shadyside/Pittsburgh, Modern & Cozy 1BD w/Prkng
Modern and family oriented 1 Bedroom apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment features 1 Bedroom & Dining area and FREE Parking. Stylishly setup, our home features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families, executives, expats and this is NOT a party place.

Pittsburgh Area 2 Bedroom Apt.
Comfortable, Convenient & Clean 2 bedroom apartment (1 queen bed & 1 twin size day bed). Located on a "Pittsburgh Hill" you'll remember in Forest Hills a quiet residential eastern suburb of city. Free off street parking. Downtown & Stadiums 10 mi. Universities, Medical Center & Carnegie Museums 8 mi. Monroeville Convention Center & Sri Venkateswara Temple 5mi, International A/P 27 mi. PENS Hockey Arena 9 mi. I-76 PA turnpike 8 mi. Kennywood Park 5 mi.

PRIVATE MINI STUDIO (D2)
This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd 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 - 10 minutes to Downtown
Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 5 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.🏡✨

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

"The Spa Room" Renovated Flashlight Factory

420 friendly Luxury loft apt w jet tub & balcony

Secluded Hilltop Hideaway~Hot Tub~Two Living Rooms

Mountain Retreat in the Heart of the City

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

Hot Tub | Light & Bright w/Deck | Walk to Butler!

Gorgeous Southside slopes house w/outdoor hot tub

hot tub fire pit Art & Wellness Retreat
Family- and pet-friendly home rentals

Large house to relax with friends and family

Entire home near Kennywood without extra fees.

Seneca Place: A historic home in Mount Lebanon.

Hilltop Suite, Quiet Street

Cozy Entire APT B Friendship Park & Free Parking

Lovely Strip District loft with free parking

Cozy and Spacious Guest Suite in Greenfield

KING BED • Private Patio&Parking •Luxe City Escape
Family-friendly home rentals with a pool

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

Cima Palazzo - Mansion on the Hill

Convenient townhome

Renovated Cozy Duplex w/pool, Close to downtown

Cheerful 4BR Chalet with Seasonal Pool, Hot Tub

Monroeville Bella

PIT Staycation Retreat with Pool House!

20 mins to Downtown- pool table & fenced yard
When is the best time to visit Wilkinsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ459 | ﺩ.ﺇ466 | ﺩ.ﺇ404 | ﺩ.ﺇ459 | ﺩ.ﺇ613 | ﺩ.ﺇ544 | ﺩ.ﺇ529 | ﺩ.ﺇ459 | ﺩ.ﺇ459 | ﺩ.ﺇ536 | ﺩ.ﺇ466 | ﺩ.ﺇ499 |
| Avg. temp | -2°C | 0°C | 4°C | 11°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
Quick stats about vacation rentals that are family-friendly in Wilkinsburg

Total vacation rentals
Explore 30 vacation rentals in Wilkinsburg

Nightly prices starting at
Wilkinsburg vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 1,040 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Wilkinsburg vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wilkinsburg rentals

4.7 Average rating
Wilkinsburg stays receive an average rating of 4.7 out of 5 from guests
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- PNC Park
- Carnegie Mellon University
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Kennywood
- National Aviary
- Raccoon Creek State Park
- Point State Park
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Carnegie Museum of Art
- Schenley Park
- Children's Museum of Pittsburgh
- Laurel Mountain Ski Resort
- Senator John Heinz History Center
- Randyland
- Cathedral of Learning
- Carnegie Science Center




