
Family-friendly holiday rentals in Squirrel Hill
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Squirrel Hill
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Squirrel Hill family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub Infrared Sauna Peloton treadmills

Entire private floor (giant Jacuzzi with shower!)

Luxe Shadyside Spa + Parking + 6 Beds + Zen Garden

Luxe Shadyside Victorian★Central★ Park free★8 beds

Oakmont Home with Hot Tub
Family- and pet-friendly home rentals

House 3bed Free Parking Walk to Bars & Shops

Charming Home • Vibrant Neighborhood

The Pittsburgh Suite *Free Parking, 10mins-DWNTWN

Squirrel Hill Elegant Bright House

5-BR Home (Sleeps 10) Close to Oakmont/Downtown

Beechwood BNB

View, Off Grandview Drivewy Parking! Mt Washington

Comfortable Mt. Washington Home -min from downtown
Family-friendly home rentals with Wi-Fi

Renovated 2BR Great Location - No Cleaning Fee

StudioApt near Oakland,DT,M'ville close to US OPEN

Off St. Parking | No Steps | Walk to Liberty Ave

Urban Eclectic II, Private Room/Entrance/Bath

Glenshaw Guesthouse

Walk to downtown, stadiums

Cozy home in "Little Italy"

Home away from Home in South Side Flats
Destinations to explore
- Pittsburgh Holiday rentals
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- PNC Park
- Carnegie Mellon University
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Oakmont Country Club
- Ohiopyle State Park
- Idlewild & SoakZone
- Kennywood
- Yellow Creek State Park
- Raccoon Creek State Park
- National Aviary
- Point State Park
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Hidden Valley Resort
- Phipps Conservatory and Botanical Gardens
- Narcisi Winery
- Schenley Park
- Carnegie Science Center
- Bella Terra Vineyards
- Cathedral of Learning
- Oglebay Resort