
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.

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
Indoor spacesFamilyLocation

Steel City Beds, Breakfast and More
3-story single family home in Pittsburgh's popular eastend. Common areas decorated with eclectic mix of outsider and emerging art, art deco collectibles and antiques. Inviting outdoor spaces including front porch, fenced in backyard and play area good for kids and pets. Short walk to public transit, coffee shops, fine-dining, food coop, Construction Junction architectural artifacts, historic Frick Mansion and more. 5 minute drive or Uber ride to 4 premier shopping and entertainment centers.
FamilyIndoor spacesQuiet

City-Adjacent Wooded Retreat - Peace and Wildlife
1950’s Ranch on secluded road. No other spot has so much access to private forest, this close to the city! Take a stroll, build a fire or enjoy a sunset from the porch. Only :10 from hotspots like Shadyside and L-Ville. :15-:20 from UPMC Oakland. Full & twin beds. Sparse furniture, w/ cooking utensils included. This isn’t a hotel room, it’s a home in transition and we invite you to stay simply, easily & cheap! I live close by for help in town or for anything you might need during your stay.
KitchenFamilyNearby

Allegheny River Aqua Villa
Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!
KitchenIndoor spacesOutdoor spaces

Lavish Squirrel Hill - 3rd Floor
Nestled 2 blocks off of the Squirrel Hill business district this 3rd floor paradise has 3 bedrooms, full kitchen (walnut cabinets and granite counters), timeless black and white bathroom with cast iron tub. This oasis is "THE" place to stay while visiting Pittsburgh. Close to the Universities, and walking distance to 2 of Pittsburgh's parks (Frick and Schenley), you can literally catch a bus into town right outside the door (While still being an extremely quiet street with ample parking).
Indoor spacesKitchenWifi

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.
Indoor spacesKitchenParks

Spacious 2BR Steps to WholeFoods
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!
Indoor spacesKitchenAccuracy

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.
KitchenFamilyHospitality

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).
FamilyKitchenLong stay

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.
FamilyKitchenParking

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.
Indoor spacesKitchenWifi

Willy Wonka Themed | King Bed | Convenient parking
As Seen on CBS News, TribLive, & the Pittsburgh Post-Gazette – The Ultimate Willy Wonka Experience! You’ll explore the world of Wonka complete with oversized gummy bears, lollipops, and a wondrous boat in a completely unique, interactive and immersive Wonka experience just minutes away from Acrisure Stadium, PNC Park, & PPG Paints Arena. Explore vibrant cafes & art galleries in Lawrenceville, one of the coolest neighborhoods in Pittsburgh.
FamilyIndoor spacesCondition
Popular amenities for Wilkinsburg family-friendly rentals
Family-friendly home rentals with a hot tub

hot tub fire pit Art & Wellness Retreat
Indoor spacesFamilySleep quality

Luxury: Maison de Pointe Brise Retraite
KitchenIndoor spacesCheck-in

Serene Secluded Hilltop Hideaway. Hot Tub Fire Pit
Indoor spacesFamilyValue

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

Secluded Cozy 3 Bedroom Fun Bungalow
Indoor spacesKitchenBathroom

Gorgeous Southside slopes house w/outdoor hot tub
Indoor spacesFamilyBathroom

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

Hot tub & renovated house 9 minutes from downtown!
FamilyIndoor spacesComfort
Family- and pet-friendly home rentals

Immaculate Double King Suite| 2 Decks| A+ Location
KitchenFamilyLaundry

Avant-Garde Escape by Walnut
FamilyKitchenLong stay

6BR Group Retreat w/ BBQ, Game Room, and Parking
FamilyKitchenNearby

Private Mt Lebanon Retreat Near Airport/Downtown
KitchenFamilySleep quality

Spacious, warm, private apartment near CMU /Pitt
Indoor spacesFamilyNearby

Cabin in Pittsburgh. 20 minutes to Pittsburgh
KitchenFamilyWifi

Skyline Haven:5BR/3.5BA +2 parking spots + Rooftop
KitchenFamilyPets

Amazingly Homey w/Garage + Outdoor Space! 5B/2B
FamilyKitchenAmenities
Family-friendly home rentals with a pool

Renovated Cozy Duplex w/pool, Close to downtown
FamilyIndoor spacesNearby

Mayberry Escape
FamilyKitchenLong stay

Charming Urban Pittsburgh Retreat!
Indoor spacesFamilySleep quality

A beautiful cozy home away from home!
KitchenFamilyGrill

Heated Pool Oasis • Free Parking • 5 min to PGH
KitchenFamilyAccuracy

Rooftop Deck | Perfect for Entertaining | Upscale!
FamilyIndoor spacesLocation

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

Relax in a 3bd & loft w/Pool in Plum PA
KitchenFamilyGrill
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 701 | ﺩ.ﺇ 621 | ﺩ.ﺇ 643 | 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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- Richmond Vacation rentals
- PNC Park
- Acrisure Stadium
- Fallingwater
- Seven Springs Mountain Resort
- Carnegie Mellon University
- University Of Pittsburgh
- David Lawrence Convention Center
- Ohiopyle State Park
- Sri Venkateswara Temple
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Petersen Events Center
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Kennywood
- Carnegie Science Center
- PPG Paints Arena
- National Aviary
- Laurel Hill State Park
- McConnells Mill State Park
- Children's Museum of Pittsburgh





