
House holiday rentals in Shadyside, Pittsburgh
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Top-rated house rentals in Shadyside, Pittsburgh
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, Pittsburgh house rentals
House rentals with a pool

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

A Special Retreat! 5 Bedrooms 8 Beds

Billy Boy Retreat - Cohosted by Stacy & Dave

Renovated Cozy Duplex w/pool, Close to downtown

Spacious House w/ Pool @Wexford

PIT Staycation Retreat with Pool House!

Cozy & Beautiful Pittsburgh Home

Eastside Urban Rental
Weekly house rentals

4BD Modern Bauhaus Home | BBQ & Prime Location

Pet-Friendly Home with BBQ Grill and Free Parking

Squirrel Hill Gem! Private Garage! Sleeps 10!

Near Hospitals + Great Food, w/ Off-Street Parking

Cozy/Spacious 1BR whole space

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

BRAND NEW, Private Parking, Stylish 3bedroom house

Cheerful 3-bedroom home with on-street parking
Private house rentals

King Bed, Artist's Flat

King Bed, Pet Friendly, Retro-Inspired!

Carnegie Studio - Priv entrance & parking

Artsy Home in a Great Location!

Panoramic City Views with Roof Deck |Free Parking

Luxury Home With Incredible View

Lawrenceville Retreat w/ Parking and Yard

Off-Street Parking, 3BR incl King Bed, Prime Area!
Quick stats about house rentals in Shadyside, Pittsburgh
Total rentals
90 properties
Nightly prices starting at
$46 AUD before taxes and fees
Total number of reviews
4.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
- Apartment rentals Shadyside
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- Pet-friendly rentals Shadyside
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- PNC Park
- Carnegie Mellon University
- Strip District
- Seven Springs Mountain Resort
- Fallingwater
- Pittsburgh Zoo & PPG Aquarium
- Oakmont Country Club
- Idlewild & SoakZone
- Yellow Creek State Park
- Kennywood
- National Aviary
- Point State Park
- Raccoon Creek State Park
- Fox Chapel Golf Club
- Hidden Valley Resort
- Ohiopyle State Park
- Schenley Park
- Carnegie Museum of Art
- Phipps Conservatory and Botanical Gardens
- Carnegie Science Center
- Narcisi Winery
- Oglebay Resort
- Bella Terra Vineyards
- Children's Museum of Pittsburgh