
Family-friendly vacation rentals in Wilkinsburg
Find and book unique family-friendly homes on Airbnb
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.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 940 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
Top-rated family-friendly rentals in Wilkinsburg
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Stunning King Suite |Unbeatable Downtown Location!
Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

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

Secret Garden by Frick Park with Garage Parking
Disappear into the secret garden of this unique centrally located apartment a few blocks from Frick Park. Steps from Regent Square, a short walk to Point Breeze, close to universities, hospitals, Oakland, Bakery Square, and Rockwell Park. Easy access to 376 Parkway, and 10 to 15 min to downtown. 15 min from Monroeville. This listing is great for anyone who wants some peace and quiet at the end of the day. Located on a dead end street there is little traffic noise to interrupt your relaxation.

Queen Bed Suite|Heart of Shadyside|Walkable &Quiet
Stylish and freshly renovated 1 BR/ 1 bath apartment perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! Fully equipped for an extended stay, weekend getaway, or just a place to crash for the night. ⭐️Super comfy queen memory foam mattress 🌟24/7 Guest support ⭐️Free off-street parking! 🌟Fully stocked & equipped kitchen ⭐️Queen sized pull out sofa 🌟Pet Friendly (Must provide vaccination records) ⭐️Laundry (Free and in-unit)

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.

Highland Park Heritage Studio
Step into a chic blend of vintage charm and modern comfort! This private studio, set in a stunning Victorian building, is in a quiet yet walkable neighborhood—just minutes from the Zoo/Aquarium, restaurants, and Highland Park. A short drive takes you to Lawrenceville, hospitals, and universities. Enjoy a king-size bed, sunroom with a foldable sofa, full kitchen, new bathroom, and in-unit washer & dryer. Large windows fill the space with natural light. Safe, stylish, and inviting!

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 & Unique 1BD w/Prkng
Unique and family oriented modern 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.

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).

Cheerful 3-bedroom home with on-street parking
Enjoy your stay in this beautifully renovated 3 story 1920s centrally-located home in the Greenfield neighborhood of Pittsburgh (right next to Squirrel Hill). Less than 10 minutes to Downtown, PPG Arena, Bakery Square, CMU, Pitt, Chatham, and Duquesne University. Minutes away from excellent restaurants and bars in Pittsburgh. Fully equipped entire home for an extended or few nights stay. Enjoy outdoor seating on the front porch and back deck with a fenced in backyard.

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, PPG Paints Arena & Carnegie Museums 8 mi. Kennywood Amusement Park, Monroeville Convention Center & Sri Venkateswara Temple 5 mi. I-76 PA Turnpike 8mi. International A/P 27 mi.

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).
Popular amenities for Wilkinsburg family-friendly rentals
Family-friendly home rentals with a hot tub

Serene Secluded Hilltop Hideaway. Hot Tub Fire Pit

NEW! Luxurious 5bdr w/ a hot tub. Walk to stadiums

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

Luxury: Pointe Brise Retreat House

Gorgeous Southside slopes house w/outdoor hot tub

Gather in Style | Walk to CMU | Sleeps 13

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond
Family- and pet-friendly home rentals

Cottage on a hill

Stylish Retreat | 2BR Near Frick Park, Dining

Spacious, warm, private apartment near CMU /Pitt

Allegheny River Aqua Villa

The Lloyd ´Little Housé

Private Mt Lebanon Retreat Near Airport/Downtown

City-Adjacent Wooded Retreat - Peace and Wildlife

Beautiful Strip District Studio w/ Outdoor Loggia
Family-friendly home rentals with a pool

FIDO PLUS TWO 1.5 miles to Acrisure Stadium

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

A beautiful cozy home away from home!

Renovated Cozy Duplex w/pool, Close to downtown

Seasonal Pool Retreat | Fire Pit & Large Deck

Charming Pittsburgh Getaway - Private Home- 2 Beds

Cozy Home in Pgh area Pool OPEN, Sleeps up to 10

Urban Pittsburgh Home w/ Pool
When is the best time to visit Wilkinsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 404 | ﺩ.ﺇ 441 | ﺩ.ﺇ 437 | ﺩ.ﺇ 459 | ﺩ.ﺇ 613 | ﺩ.ﺇ 544 | ﺩ.ﺇ 529 | ﺩ.ﺇ 459 | ﺩ.ﺇ 459 | ﺩ.ﺇ 584 | ﺩ.ﺇ 621 | ﺩ.ﺇ 521 |
| 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 |
Destinations to explore
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- PNC Park
- Acrisure Stadium
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- University Of Pittsburgh
- Pittsburgh Zoo & PPG Aquarium
- David Lawrence Convention Center
- Ohiopyle State Park
- Idlewild & SoakZone
- Sri Venkateswara Temple
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Stage AE
- Petersen Events Center
- Phipps Conservatory and Botanical Gardens
- Kennywood
- Schenley Park
- National Aviary
- Carnegie Science Center
- Children's Museum of Pittsburgh
- PPG Paints Arena
- Senator John Heinz History Center





