
House vacation rentals in Shadyside
Find and book unique houses on Airbnb
Top-rated house rentals in Shadyside
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation 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

Eastside Urban Rental

Family Oasis w/ Heated Pool 7 Min to PGH
Weekly house rentals

Foxy home, off-street parking, new remodel!

Luxe Shadyside Spa + Parking + 6 Beds + Zen Garden

Cozy Home in Morningside

Seneca Place: A historic home in Mount Lebanon.

Off Street Parking, Walk to Hospitals + Great Food

Charming 3BR |Shadyside |2 King + 2 Twin |Walkable

Off-Street Parking - Soaker Tub, Block from Butler

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

Grand on Grant

3 King Beds! Garage! Theater! Great Location!

Historic Luxury in Highland Park

Lawrenceville Gem:2 Kings & Yard

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

Lawrenceville Retreat w/ Parking and Yard

King Bed Carriage House in Mexican War Streets

Mid-century, design minded house in Point Breeze
Quick stats about house rentals in Shadyside
Total rentals
100 properties
Nightly prices starting at
G$6,278 GYD 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 a patio Shadyside
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- Rentals with an EV charger Shadyside
- Rentals with outdoor seating Shadyside
- Rentals with a washer and dryer Shadyside
- Fitness-friendly rentals 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
- Yellow Creek State Park
- Kennywood
- Raccoon Creek State Park
- National Aviary
- Point State Park
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Narcisi Winery
- Carnegie Science Center
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Hidden Valley Resort
- Bella Terra Vineyards
- Children's Museum of Pittsburgh
- Senator John Heinz History Center