
Family-friendly holiday rentals in Oakmont
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oakmont
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 Oakmont family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub Infrared Sauna Peloton treadmills

Luxe Shadyside Spa + Parking + 6 Beds + Zen Garden

Luxe Shadyside Victorian★Central★ Park free★8 beds

Oakmont Home with Hot Tub

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

House 3bed Free Parking Walk to Bars & Shops

Meadow Rock Farm-6BR/4Bath, Sleeps 20

The Pittsburgh Suite *Free Parking, 10mins-DWNTWN

Squirrel Hill Elegant Bright House

Spacious Modern Home • Rooftop Deck

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

Beechwood BNB

View, Off Grandview Drivewy Parking! Mt Washington
Family-friendly home rentals with Wi-Fi

Bright & sunny apt in Shadyside with free parking

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

Urban Eclectic II, Private Room/Entrance/Bath

Glenshaw Guesthouse

Thoughtful, Furnished, Convenient in Squirrel Hill

Historic Farmhouse north of Pittsburgh

Comfortable Mt. Washington Home -min from downtown

Location-Location-Location in LEBO!
Quick stats about holiday rentals that are family-friendly in Oakmont
Total rentals
60 properties
Nightly prices starting at
$106 AUD before taxes and fees
Total number of reviews
600 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
60 properties include access to Wi-Fi
Destinations to explore
- Pittsburgh Holiday rentals
- Northeast Ohio Holiday rentals
- Laurel Highlands Holiday rentals
- Deep Creek Lake Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- Rentals with a fireplace Oakmont
- Rentals with a washing machine and dryer Oakmont
- House rentals Oakmont
- Rentals with a patio Oakmont
- Fitness-friendly rentals Oakmont
- Rentals with outdoor seating Oakmont
- Pet-friendly rentals Oakmont
- Rentals with a fire pit Oakmont
- Family-friendly rentals Allegheny County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
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- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
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- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
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- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Carnegie Museum of Art
- Fox Chapel Golf Club
- Hidden Valley Resort
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Science Center
- Narcisi Winery
- Cathedral of Learning
- Bella Terra Vineyards
- Children's Museum of Pittsburgh