
Apartment holiday rentals in Squirrel Hill
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Squirrel Hill
Guests agree: these apartments are highly rated for location, cleanliness and more.

2BR Apt. /Pittsburgh/East/Regent Square/Frick Park
First floor 2-bedroom apartment with classic decor. Modern bath/kitchen with complete utensils. Wi-Fi & wired gigabit network. Two TVs with service. Appropriate for business traveler, families with older children. Living and dining room accommodates 8-10 people. Convenient to downtown, Oakland/universities. Across street parking. Nearby restaurant/stores and park in walking distance. Open bar. No per-person or amenities charges. Virtual tour at https://my.matterport.com/show/?m=BFeAkSV4ekM

Sunny Spacious Shadyside 1 bedroom
Bright one bedroom apartment can sleep up to three.Centrally located and just steps from Shadyside Hospital.The apartment offers guests easy access to numerous attractions, museums, stadiums, and concert venues.Just a few minutes walk to bars, restaurants, grocery stores, and shopping.This quaint apartment is perfect for a short or long term stay.Designated parking space makes it easy for you to come and go as you please.Fully equipped kitchen.Public transportation and rentable bikes close by.

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.

Squirrel Hill Modern & Cozy 3BR/2BA Retreat
Welcome to your perfect Pittsburgh getaway! This beautifully renovated 3BR/2BA apartment is designed for comfort, convenience, and style. Whether you’re visiting for work, family, or a city escape, you’ll love the effortless elegance and prime location of this home. Immerse yourself in a space that’s been updated with all-new furnishings and appliances. Every detail is curated for a sleek, modern yet inviting ambiance. Book now and experience the best of Pittsburgh in comfort and style!

Shadyside/Central @4 Stylish&Central Studio w/Prkg
Stylish and Central family oriented modern Studio apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment a Studio with bathroom, kitchen 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.

Cozy King suite! $0 cleaning fee
Brand new listing! 1 BR/ 1 bath apartment in a prime location steps away from Walnut street with plenty of restaurants, shops, coffee shops & UPMC Shadyside hospital! Fully equipped for both long and short stays. - King bed (memory foam mattress) - Sleeper sofa - 24/7 Guest communication - Pet friendly - Fully stocked kitchen - Smart Home Technologies - Central AC/ Heat - Free street parking - Speedy wifi & desk - Free washer/ dryer Message today to secure your reservation!

Comfort Central
Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

Grandview Ave - King Bed - Spectacular Views!
One of the few furnished rentals on Grandview Ave, the famous road with million dollar views in Pittsburgh! Completely remodeled to the studs as a short-term rental, our place exudes Pittsburgh charm. Work from home with spectacular views of the city from your vintage desk, relax on the couch and watch the 60" TV, or just hang out on the king size bed! We're just a block from Shiloh St., with 10+ bars & restaurants, but you're always able to cook at our fully stocked kitchen!

Chic Shadyside Apt w/ Balcony-1Block to Walnut St!
In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 1BR/1 bath apartment with private covered balcony w/ TV in a prime location, dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Free laundry included inside the unit. Fully stocked for both long and short term stays!

East End Penthouse in Shadyside w/rooftop deck
Modern and full of art, color, and light. A private spot to be inspired, reflect, write and or daydream.This luxury and unique 2 bedrooms, 3-level apartment is above a family home in the Shadyside/East End area. It is on a quiet residential street w/ ample outdoor space to conference and work from home. It has its own stunning private rooftop space,open floor plan, a true oasis in the city! Walkable to many local coffee/bars, gyms, shops and eateries in East Shadyside.

PRIVATE FULL STUDIO IN PITTSBURGH (C2)
This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night (not suitable for kids under 10).

Newly remodeled 2 bedroom apartment
Newly remodeled 2 bedroom apartment on the first floor of a duplex located in a quiet neighborhood. Fully equipped kitchen. Roku Tv with cable and free wifi. Plenty of on street parking. Walking distance to Frick Park and great neighborhood bars/ restaurants. Under one mile to Regent Square bars and restaurants. Just a few minute car ride to the heart of Squirrel Hill. Under ten minute car ride to downtown Pittsburgh. Self check-in.
Popular amenities for Squirrel Hill apartment rentals
Weekly apartment rentals

Sun-Splashed 3BR | Sq Hill | walk everywhere

Queen bd 500mbps WiFi Free Parking 4

#50 Cozy Home in the heart of Shadyside

Shadyside 2 BR | Walk to Walnut + On site parking

The Walnut Suites - The Emerald Suite

Cozy 1st Floor Apartment Free off-Street Parking

New 3 Bed/1 Bath Apt w/t Parking

Cozy and Spacious Guest Suite in Greenfield
Private apartment rentals

Cozy King Suite Just off Walnut

1BR/1BA with Gym Access Near UPMC & Carnegie Uni.

Cozy 2BR steps from Walnut St!

Huge Open Concept 2BR by Walnut

Beechwood BNB

Cozy Apt in Heart of Shadyside - Private Balcony

Huge King Suite Just off Walnut

High End 3 King 2Bath Apt~Parking~Steps to Walnut!
Apartment rentals with a hot tub

Pittsburgh Getaway

Centrally Located Chic & Stylish Retreat w Hot Tub

420 friendly Luxury loft apt w jet tub & balcony

Hot Tub w/ City View | Mt Washington King Suite

Spacious 4BR Retreat +Hot Tub & Deck

Romantic Jacuzzi suite

Hot Tub | King Bed | Free Parking | Pac-Man

Bear Den in the Heart of the City! (Unit 2)
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- Ocean City Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Rentals with a washing machine and dryer Squirrel Hill
- Rentals with a patio Squirrel Hill
- Fitness-friendly rentals Squirrel Hill
- Rentals with a firepit Squirrel Hill
- Rentals with breakfast Squirrel Hill
- House rentals Squirrel Hill
- Rentals with a fireplace Squirrel Hill
- Pet-friendly rentals Squirrel Hill
- Rentals with outdoor seating Squirrel Hill
- Townhouse rentals Squirrel Hill
- Family-friendly rentals Squirrel Hill
- Flat rentals Pittsburgh
- Flat rentals Allegheny County
- Flat rentals Pennsylvania
- Flat rentals United States
- PNC Park
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- David Lawrence Convention Center
- Acrisure Stadium
- Pittsburgh Zoo & PPG Aquarium
- University Of Pittsburgh
- Idlewild & SoakZone
- Ohiopyle State Park
- Raccoon Creek State Park
- Point State Park
- Kennywood
- National Aviary
- Phipps Conservatory and Botanical Gardens
- Sri Venkateswara Temple
- Schenley Park
- Stage AE
- Petersen Events Center
- Children's Museum of Pittsburgh
- Carnegie Museum of Art
- Senator John Heinz History Center
- Cathedral of Learning
- Randyland





