
House holiday rentals in Shadyside
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Top-rated house rentals in Shadyside
Guests agree: These houses 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 Shadyside house rentals
House rentals with a pool

Billy Boy Retreat - Cohosted by Stacy & Dave

Renovated Cozy Duplex w/pool, Close to downtown

Cheerful 4BR Chalet with Seasonal Pool, Hot Tub

Spacious House w/ Pool @Wexford

PIT Staycation Retreat with Pool House!

3BR retreat w/ Pool,Gameroom. No locals please

Cozy & Beautiful Pittsburgh Home

Playing Hooky
Weekly house rentals

Foxy home, off-street parking, new remodel!

Luxe Shadyside Spa + Parking + 6 Beds + Zen Garden

Cozy Home in Morningside

Historic Luxury in Highland Park

2 beds/1.5 bath Hygge-Hus, Minute to Cafes & Shops

HUGE Brand New Stylish Home ~ Parking~Theatre

Cheerful 3-bedroom home with on-street parking

Lawrenceville Retreat w/ Parking and Yard
Private house rentals

Grand on Grant

Private House with Stone Patio and Sun Room

Lawrenceville Gem:2 Kings & Yard

Netflix+Games+Free Parking+BBQ Near Bakery Square

Quaint City Escape! ⦁ Parking ⦁ Long-term ⦁ Yard

Ranch Home: Cozy & Modern!

Rooftop view! Industrial style, great location

Mid-century, design minded house in Point Breeze
Quick stats about house rentals in Shadyside
Total rentals
100 properties
Nightly prices starting at
$51 NZD before taxes and fees
Total number of reviews
4.4K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
- Rentals with outdoor seating Shadyside
- Pet-friendly rentals Shadyside
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- Family-friendly rentals Shadyside
- Rentals with a washing machine and dryer Shadyside
- Apartment rentals Shadyside
- Fitness-friendly rentals Shadyside
- Rentals with an EV charger Shadyside
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- PNC Park
- Carnegie Mellon University
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Oakmont Country Club
- Ohiopyle State Park
- Kennywood
- Yellow Creek State Park
- Raccoon Creek State Park
- National Aviary
- Point State Park
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Phipps Conservatory and Botanical Gardens
- Narcisi Winery
- Schenley Park
- Hidden Valley Resort
- Carnegie Science Center
- Bella Terra Vineyards
- Children's Museum of Pittsburgh
- Cathedral of Learning