
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.

Shadyside/Central @1 Spacious & Modern 1Bdr w/Prkg
Spacious 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, living room & 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.

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. âď¸Super comfy queen memory foam mattress đ24/7 Guest support âď¸Free off-street parking! đFully stocked & equipped kitchen âď¸Queen sized pull out sofa đPet Friendly (Must provide vaccination records) âď¸Laundry (Free and in-unit)

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.

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!

W. shadyside pitt graduation 2026 -3rd floor apt
âA hidden gem. Lovely apartment in a beautiful house on a fantastic street in Pittsburgh with access to many other parts of the city " Two blocks from 5th Ave and Walnut Street. Ten minutes from CMU, (via Devon Road) and their world class computer AI, GS, and INI departments. A perfect location for your Shadyside activities. Safe and secure with off street parking, if necessary. Plus just around the corner from McCookMansion on 5th and their beautiful bar/restaurant.

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.

Sweet Little Suite 1BR Suite Near Hospital & Park
Welcome to the "Sweet Little Suite" on Friendship Ave, just across from West Penn Hospital and Friendship Park. This cozy 1-BR, 1-bath apartment sleeps up to 4 guests and features vibrant decor. With a queen mattress and thoughtful touches, the space is designed to feel spacious and inviting. Whether you're here for a hospital visit, a traveling nurse assignment, or cheering on the Steelers, our suite offers a comfortable retreat for your Pittsburgh stay.

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!

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.
Popular amenities for Shadyside apartment rentals
Weekly apartment rentals

Cozy King Suite Just off Walnut

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

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

Cozy 2BR steps from Walnut St!

Cozy Apt in Heart of Shadyside - Private Balcony

Private Room in Pittsburgh near Carnegie Mellon

Cozy King Suite with Parking!

Huge King Suite Just off Walnut
Private apartment rentals

Cozy condo in Shadyside

Shadyside 2Bed 2Bath w/ Parking!

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

Chic & Cozy 2BR | Walkable Shadyside Location

Upscale King Suite by WholeFoods

Upscale King Bed Suite |ADA w/ Free parking!

Grandview Ave Luxe | City Views | Amenities Galore

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

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 | ÂŁ58 | ÂŁ59 | ÂŁ65 | ÂŁ72 | ÂŁ86 | ÂŁ88 | ÂŁ79 | ÂŁ89 | ÂŁ81 | ÂŁ101 | ÂŁ100 | ÂŁ76 |
| 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 ÂŁ30 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 â averaging 4.9 out of 5!
Destinations to explore
- Rentals with a patio Shadyside
- Rentals with outdoor seating Shadyside
- Rentals with an EV charger Shadyside
- Rentals with a washing machine and dryer Shadyside
- Rentals with a fireplace Shadyside
- Pet-friendly rentals Shadyside
- House rentals Shadyside
- Family-friendly rentals Shadyside
- Fitness-friendly rentals 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
- Idlewild & SoakZone
- University Of Pittsburgh
- Point State Park
- Raccoon Creek State Park
- Ohiopyle State Park
- National Aviary
- Kennywood
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Sri Venkateswara Temple
- Carnegie Museum of Art
- Petersen Events Center
- Stage AE
- Children's Museum of Pittsburgh
- Randyland
- Senator John Heinz History Center
- Cathedral of Learning




