
Family-friendly holiday rentals in Wilkinsburg
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Wilkinsburg

Total holiday rentals
Explore 30 holiday rentals in Wilkinsburg

Nightly prices starting at
Wilkinsburg holiday rentals start at $65 SGD 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

Wifi availability
30 of Wilkinsburg holiday rentals include wifi 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

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)

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.

Private Mt Lebanon Retreat Near Airport/Downtown
Welcome to your home away from home! This recently remodeled townhouse offers the perfect blend of comfort and style, situated just 20 minutes from the air port and city’s major stadiums. Ideal for all travelers, our home is nestled in a peaceful suburb with easy access to public transportation, nearby parks, and charming small businesses and shops. • Two bedrooms featuring king-sized beds. • An expansive kitchen, complete with peninsula and breakfast bar. We look forward to hosting you!

Chic Loft Style HighEnd King Suite~ 2Parking Spots
Brand New Loft Style Apartment with 17ft. ceilings, huge windows, and 2 dedicated OffStreet Parking Spaces! Brand new KING Suite! 1 block to West Penn, short walk to UPMC! On site parking makes the short drive to Shadyside, CMU, Pitt and the Strip District/Downtown a breeze! The building was gutted and remodeled, everything is brand new! Fully stocked for long and short term stays! Steps to dozens of restaurants, shops, coffee shops, and grocery stores. Make your reservation today!

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).

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.

Renovated large private studio in Squirrel Hill
Cozy and lovely large studio with garden, separate private entrance, kitchen, and full bathroom. Located in the central and convenient neighborhood of Squirrel Hill, close to CMU, University of Pittsburgh and Chatham University, right next to Schenley Park and walking distance (only 2 blocks) to all the cafes, restaurants, shops, movie theater and local amenities of our amazing neighborhood. Downtown Pittsburgh is only 10-12 minutes drive.

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

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!

Organic Fragrance-Free Oasis, Wifi+Netflix+Garage
Family- and pet-friendly home rentals

Friendship Apt | Free Parking/Near W Penn Hosp&CMU

Cottage on a hill

Spacious 3BR Retreat! Fire Pit & Free Parking!

Spacious, warm, private apartment near CMU /Pitt

Avant-Garde Escape by Walnut

Allegheny River Aqua Villa

Cozy 2BR Apt Stay Near Frick Park and Downtown

Lovely Strip District loft with free parking
Family-friendly home rentals with a pool

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

FIDO PLUS TWO 1.5 miles to Acrisure Stadium

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $142 SGD | $155 SGD | $154 SGD | $161 SGD | $216 SGD | $191 SGD | $186 SGD | $161 SGD | $161 SGD | $205 SGD | $218 SGD | $183 SGD |
| 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
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Ocean City Holiday rentals
- Columbus Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Cincinnati Holiday rentals
- Niagara Falls Holiday rentals
- Detroit Holiday rentals
- Mississauga Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- PNC Park
- Acrisure Stadium
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- University Of Pittsburgh
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Ohiopyle State Park
- Idlewild & SoakZone
- Sri Venkateswara Temple
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Stage AE
- Phipps Conservatory and Botanical Gardens
- Petersen Events Center
- Kennywood
- Schenley Park
- Carnegie Science Center
- National Aviary
- Children's Museum of Pittsburgh
- PPG Paints Arena
- Senator John Heinz History Center





