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

Cozy One-Bedroom East Side Apartment
Spacious and comfortable one-bedroom apartment centrally located in the East End (East Side) of Pittsburgh. Cozy bedroom, full kitchen, bathroom, living room, and dining area. Quiet neighborhood; close to restaurants, supermarkets, coffee shops, bars, East Liberty Transit Center. On bus lines for easy access around town. The apartment is also located on the bus line to Pittsburgh Paints Arena and is about a 20-minute drive to PNC Park and Heinz Field. Great for couples, solo travelers, LGBTQIA.

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.

Queen Bed Suite|Heart of Shadyside|Walkable &Quiet
Stylish and freshly renovated 1 BR/ 1 bath apartment perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! Fully equipped for an extended stay, weekend getaway, or just a place to crash for the night. ⭐️Super comfy queen memory foam mattress 🌟24/7 Guest support ⭐️Free off-street parking! 🌟Fully stocked & equipped kitchen ⭐️Queen sized pull out sofa 🌟Pet Friendly (Must provide vaccination records) ⭐️Laundry (Free and in-unit)

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!

Victorian home 2 bedroom Shadyside
Bright, sunny, spacious 2 bedroom apartment with 1 parking space in the heart of Shadyside. This apartment is in a Victorian home on a quiet street. There is a train that runs below the street I feel it is part of the history and charm of city living. Shopping, restaurants, UPMC hospitals, Universities, museums and cultural activities, within walking distance or public transportation. The unit has been recently updated, beautiful new bathroom and hardwood flooring through out.

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.

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).

Off Street Parking, King Bed, on Butler Street!
Free off-street parking right on Butler Street? Check! Welcome to your home away from home, located on arguably the hippest street in Pittsburgh. 20+ bars & restaurants, 3 breweries, and more within three blocks - an active traveler's dream! If you would rather stay in, we have a great work from home space with two desks in separate rooms (perfect for traveling couples), a well stocked kitchen, two smart 4K TVs, comfy couch, and more!

StudioApt W/Gym+eV+Free Parking+Near Pitt Uni UPMC
Welcome to our stunning cozy 1-bed studio unit. Perfect for both business and leisure travelers, this elegant retreat offers a perfect blend of comfort, style, and convenience, ensuring a memorable stay in the heart of Pittsburgh. Nestled in a prime location, our unit provides easy access to the city’s top attractions, making it the ideal base for exploring everything Pittsburgh has to offer *ID and Background verification needed *

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.

Highland Park Carriage House
This two-room apartment is located in the popular East End of Pittsburgh in the Highland Park neighborhood. Highland Park is mostly residential, with a small business district with several popular restaurants, a coffee shop, a bakery, and a small market. The apartment is one block from the bus line, and less than a mile to Whole Foods and an ever growing choice of restaurants in East Liberty. Downtown Pittsburgh is only 4 miles away.
Popular amenities for Shadyside apartment rentals
Weekly apartment rentals

Friendship Suites | Free Parking + Workspace

Cozy 2BR steps from Walnut St!

Huge Open Concept 2BR by Walnut

Cozy King Suite|Central, Workspace + Free Parking

Artsy Apt in Lawrenceville with deck & parking

Stunning 2 BR King Bed Suite ~ Steps from Walnut

Shadyside/Pittsburgh, Modern & Bright 1BD w/Prkng

Shadyside King Suite w/ Parking!
Private apartment rentals

Shadyside/Pittsburgh, Modern & Quiet 1BD w/Prkng

Off St. Parking | No Stairs | Walk to Liberty Ave

Shadyside/Central @4 Stylish&Central Studio w/Prkg

Shadyside/Central @5 Stylish&Bright Studio w/Prkg

Cozy Apt in Heart of Shadyside - Private Balcony

Cozy King Suite with Parking!

Upscale 2 BR Suite ~ Private deck & Walkable!

Shadyside/Pittsburgh, Modern & Stylish 1BD, w/Prkg
Apartment rentals with a hot tub

Pittsburgh Getaway

Centrally Located Chic & Stylish Retreat w Hot Tub

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)

Hot Tub w/ Stunning City View | Mt Washington Gem
When is the best time to visit Shadyside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £74 | £75 | £77 | £72 | £86 | £89 | £80 | £89 | £81 | £101 | £101 | £77 |
| Avg. temp | -2°C | 0°C | 4°C | 11°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
Quick stats about flat rentals in Shadyside

Total holiday rentals
Explore 200 holiday rentals in Shadyside

Nightly prices starting at
Shadyside holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 23,660 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
200 of Shadyside holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Shadyside rentals

4.9 Average rating
Shadyside stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with an EV charger Shadyside
- Fitness-friendly rentals Shadyside
- Rentals with a fireplace Shadyside
- Family-friendly rentals Shadyside
- Rentals with outdoor seating Shadyside
- House rentals Shadyside
- Pet-friendly rentals Shadyside
- Rentals with a patio Shadyside
- Rentals with a firepit Shadyside
- Rentals with a washing machine and dryer Shadyside
- 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
- Sri Venkateswara Temple
- Kennywood
- National Aviary
- Phipps Conservatory and Botanical Gardens
- Stage AE
- Schenley Park
- Petersen Events Center
- Children's Museum of Pittsburgh
- Carnegie Museum of Art
- Senator John Heinz History Center
- Cathedral of Learning
- Randyland





