
House holiday rentals in Squirrel Hill
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Top-rated house rentals in Squirrel Hill
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 Squirrel Hill 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

Cheerful 4BR Chalet with Seasonal Pool, Hot Tub

Spacious House w/ Pool @Wexford

PIT Staycation Retreat with Pool House!

3BR retreat w/ Pool(May 30-Sept1) ,Gameroom
Weekly house rentals

Luxe 5B/2.5B | Off St. Parking | Family-Friendly

Squirrel Hill Elegant Bright House

Avant-Garde Escape by Walnut

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

Little Red Cat/Historic CoffeeCozyParking/PITT/CMU

Steel City of South Side Flats

HUGE Brand New Stylish Home ~ Parking~Theatre

Upscale spacious kid-friendly home, amazing views!
Private house rentals

Private Hot Tub | King Bd | Workspace | Kids Okay!

2600 sq ft | Pet Friendly | Holiday Bookings Open!

King Bed, Artist's Flat

Cozy East End ⢠Convenient Getaway

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

BBQ+Free Parking+Netflix+Games Near Bakery Square

Remodeled 3BR/1.5B, huge yard, off street pk

Luxury Home With Incredible View
Destinations to explore
- Greater Toronto and Hamilton AreaĀ Holiday rentals
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- PittsburghĀ Holiday rentals
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- Fitness-friendly rentalsĀ Squirrel Hill
- Rentals with a fireplaceĀ Squirrel Hill
- Apartment rentalsĀ Squirrel Hill
- Rentals with a washing machine and dryerĀ Squirrel Hill
- Rentals with a patioĀ Squirrel Hill
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- Rentals with breakfastĀ Squirrel Hill
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- House rentalsĀ Pittsburgh
- House rentalsĀ Allegheny County
- House rentalsĀ Pennsylvania
- House rentalsĀ United States
- PNC Park
- Carnegie Mellon University
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Ohiopyle State Park
- Oakmont Country Club
- Raccoon Creek State Park
- Yellow Creek State Park
- Kennywood
- National Aviary
- Point State Park
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Narcisi Winery
- Hidden Valley Resort
- Phipps Conservatory and Botanical Gardens
- Carnegie Science Center
- Schenley Park
- Bella Terra Vineyards
- Children's Museum of Pittsburgh
- Cathedral of Learning