
Vacation rentals in Squirrel Hill
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Top-rated vacation rentals in Squirrel Hill
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Thoughtful, Furnished, Convenient in Squirrel Hill
Thoughtful Renovation/Restoration in a 1920's Duplex; Fully furnished and Meticulously Appointed. Located in Squirrel Hill with great access to Squirrel Hill Business District, Shadyside, East Liberty, Oakland, Schenley Park and Frick Park and Downtown During your stay in Pittsburgh, live in a furnished, residential property in the neighborhood of Squirrel Hill. The property is a completely renovated 2 bedroom, 2 bathroom apartment in a duplex with flexible layout and room for a home office.

Darling basement one-bedroom
This simple basement suite is safe and convenient. Located on a quiet street with walking to restaurants, library, and movie theater with easy bus access to Pitt, CMU. Equidistant to Frick and Schenley Parks with hiking and biking trails, tennis, soccer, playground. Private entrance, off steep-ish driveway . Free street parking. Lower ceiling. No pets, smoking outside only. I have my children every other weekend; they have quiet hours 9pm-8am. Please inquire for dates if that might annoy.

Lavish Squirrel Hill - 3rd Floor
Nestled 2 blocks off of the Squirrel Hill business district this 3rd floor paradise has 3 bedrooms, full kitchen (walnut cabinets and granite counters), timeless black and white bathroom with cast iron tub. This oasis is "THE" place to stay while visiting Pittsburgh. Close to the Universities, and walking distance to 2 of Pittsburgh's parks (Frick and Schenley), you can literally catch a bus into town right outside the door (While still being an extremely quiet street with ample parking).

Huge King Suite Just off Walnut
In the heart of Shadyside! 1 Block to Walnut St w/ FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, CMU & Pitt! HUGE 2 Floor 1BR/1 bath apartment in a prime location, with all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted & entirely remodeled in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances & in-unit laundry is brand new!

Upscale Modern 2 BR Apartment
This spacious, newly renovated, fully equipped and private access apartment was built for your enjoyment! The granite counter tops and porcelain tiled shower are a hint of the luxuries throughout. You can park on the property or on the street. Located in the heart of Squirrel Hill, right near Schenley park, the Squirrel Hill business district and bus lines. Easy Access to Bakery Square, Shadyside, Waterfront, Downtown, Museums & Galleries, Universities, hospitals, and all Sports venues.

Shadyside/Pittsburgh, Modern & Unique 1BD w/Prkng
Unique and family oriented modern 1 Bedroom apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment features 1 bedroom & Dining area and FREE Parking. Stylishly setup, our home features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families, executives, expats and this is NOT a party place.

Cheerful 3-bedroom home with on-street parking
Enjoy your stay in this beautifully renovated 3 story 1920s centrally-located home in the Greenfield neighborhood of Pittsburgh (right next to Squirrel Hill). Less than 10 minutes to Downtown, PPG Arena, Bakery Square, CMU, Pitt, Chatham, and Duquesne University. Minutes away from excellent restaurants and bars in Pittsburgh. Fully equipped entire home for an extended or few nights stay. Enjoy outdoor seating on the front porch and back deck with a fenced in backyard.

StoneHill Retreat
Welcoming and spacious! Our private 1 bedroom apartment has two double beds and a roomy living area with lots of seating, 58” TV with books, toys and games. Expect a full size fridge/freezer, microwave and kettle, perfect for quick bites and morning brews. *no stove* Enjoy an unbeatable Squirrel Hill location! **Upon request, we do have a porta crib for an infant and could arrange for a double airmattress to sleep + 2 guests in the living room.

New & Cozy Apt in Squirrel Hill
Welcome to our newly renovated walk-out basement unit in Squirrel Hill, one of the safest neighborhoods of Pittsburgh. It is central to all of the best attractions. Pittsburgh downtown is only 15 minutes drive. The unit enjoys proximity to Frick Park, Schenley Park, Carnegie Mellon University, University of Pittsburgh, grocery stores, cafes, restaurants, shops, movie theater, and local amenities on Murray, Forbes, and Shady avenues.

Spacious, warm, private apartment near CMU /Pitt
Spacious, warm, private apartment with parking set in a beautiful, quiet, family neighborhood. Just minutes away walking from CMU (10 Min) and Pitt 20 Min). And a 4 minute walk Bus stop (61xx) to all of Pittsburgh. Shadyside, Squirrel Hill and the Carnegie museums are in the immediate neighborhood with great options for dining and entertainment. Also the Phipps Conservatory and Botanical Gardens are only 1.3 Miles from the house.

2BR / 2 Queen Beds • Quiet • Patio • Near Pitt/CMU
This is a quiet residential property designed for a relaxing stay. • No parties or gatherings • Quiet hours are strictly enforced • Local bookings require prior approval Cozy and quiet apartment in Greenfield, just minutes to Pitt, CMU, UPMC, and Squirrel Hill. Convenient location with free parking and easy access to restaurants, shops, and public transit. Perfect for short stays, work trips, or visiting campus.

Lovely, cozy Murray guest suite in Squirrel Hill
This lovely and cozy one-bedroom guest suite is located in a safe and convenient neighborhood in the heart of squirrel hill. The suite is fully renovated with welcome color and modern furniture. The suite has a private entrance. There are shared laundry facilities for our guests. Our high quality bedding ensures you have a nice rest after a busy day. It is only minutes from nearby restaurants. Very close to Pitt and CMU.
Popular amenities for Squirrel Hill vacation rentals
Other great vacation rentals in Squirrel Hill

Private Suite w/ Bedroom, Bathroom, and Office

Modern Apt w/ HULU, Gym & Parking Near Shopping

4 Mi to Downtown Pittsburgh: Family Home w/ Patio

Secluded Room in Squirrel Hill

Spacious Home with Amazing Views in Greenfield

New 3 Bed/1 Bath Apt w/t Parking

Victorian Retreat

1BR open plan | awesome kitchen | East End
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- PNC Park
- Carnegie Mellon University
- Acrisure Stadium
- Fallingwater
- Seven Springs Mountain Resort
- University Of Pittsburgh
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Ohiopyle State Park
- Idlewild & SoakZone
- Raccoon Creek State Park
- Sri Venkateswara Temple
- Point State Park
- Kennywood
- Petersen Events Center
- Stage AE
- Phipps Conservatory and Botanical Gardens
- Moraine State Park
- National Aviary
- Schenley Park
- Carnegie Science Center
- Children's Museum of Pittsburgh
- Carnegie Museum of Art
- Senator John Heinz History Center





