
Apartment holiday rentals in Shadyside
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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.

Shadyside/Central @2 Bright &Stylish Studio w/Prkg
Bright and Stylish family oriented bright ground floor 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 is 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.

King Bed On Butler Street, Middle of Everything!
If you're the type of traveler that wants to be steps from the fun, this is your place! Our second floor apartment features a well stocked kitchen, quality amenities, smart 4K TVs (including bedroom), a king bed, 2 desks (in 2 separate rooms, perfect for a work from home couple) and more! Three breweries and 20+ bars & restaurants are within 3 blocks of your place. It's perfect for when you want a night out - but with our cozy place you'll be tempted to stay in & relax while watching Netflix!

Quaint cozy Shadyside One Bedroom
Cozy apartment located in Shadyside.Just steps away from Shadyside Hospital, this apartment is great for long or short term visitors.Grocery stores, restaurants, bars, and shops are all just a few minute walk from this apartment as well. The apartment is a short drive to Heinz Field, PPG Paints Arena, PNC Park, and all the amazing museums Pittsburgh has to offer! Also near by is CMU, PITT, Chatham Univeristy, and Carlow College.Free parking & WiFi.Towels,bed linens,toilet paper provided.

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
āA 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.

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).

š„Pristine King Bed Suite ā”ļø Hidden Gem š PITT / CMU ⨠Pet Friendly š¶
Pristine 1 bedroom apartment in the heart of Shadyside! Prime location, short walk to plenty of restaurants, shops, coffee shops & UPMC Shadyside hospital! Fully equipped for both long and short stays. š¹King bed (memory foam mattress) šøPet friendly! š¶ š¹Fully stocked & equipped kitchen šøSmart Home Technologies š¹Central AC/ Heat šøLuxurious waterfall shower headšæ š¹Free street parking š„Message today to secure your reservation!š„

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.

Urban Nest PGH | Unit A - 1BR Free Parking Stay
Cozy 1BR apartment on the first floor with cozy living area perfect for relaxing or entertaining. The queen-size bedroom offers a comfortable nightās sleep. High-speed WiFi and a dedicated workspace make it ideal for business travelers or remote work. Access to shared parking (6 spots, first-come, first-served). Located near West Penn Hospital and UPMC Shadyside, perfect for couples, visiting families, or medical stays.
Popular amenities for Shadyside apartment rentals
Weekly apartment rentals

Cozy & Central 2BR ~ Steps from Walnut St!

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

Huge Open Concept 2BR by Walnut

Chic & Cozy 2BR | Walkable Shadyside Location

Upscale King Bed Suite |ADA w/ Free parking!

Shadyside King Suite w/ Parking!

Upscale Double King Suite~Steps to Walnut~Parking!

Cozy King suite! $0 cleaning fee
Private apartment rentals

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

Shadyside 2Bed 2Bath w/ Parking!

King Bed | 2 full bath | Deck! Hip Millvale!

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

Cozy King Suite|Central, Workspace + Free Parking
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)
When is the best time to visit Shadyside?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $111 AUD | $112 AUD | $123 AUD | $136 AUD | $163 AUD | $167 AUD | $150 AUD | $168 AUD | $153 AUD | $191 AUD | $189 AUD | $144 AUD |
| 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 apartment rentals in Shadyside

Total holiday rentals
Explore 200 holiday rentals in Shadyside

Nightly prices starting at
Shadyside holiday rentals start at $56Ā AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
200 of Shadyside holiday rentals include Wi-Fi access

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

4.9 Average rating
Shadyside stays are highly rated by guestsāaveraging 4.9 out of 5!
Destinations to explore
- Rentals with outdoor seatingĀ Shadyside
- House rentalsĀ Shadyside
- Rentals with an EV chargerĀ Shadyside
- Family-friendly rentalsĀ Shadyside
- Pet-friendly rentalsĀ Shadyside
- Rentals with a patioĀ Shadyside
- Rentals with a fireplaceĀ Shadyside
- Rentals with a fire pitĀ Shadyside
- Rentals with a washing machine and dryerĀ Shadyside
- Fitness-friendly rentalsĀ Shadyside
- Apartment rentalsĀ Pittsburgh
- Apartment rentalsĀ Allegheny County
- Apartment rentalsĀ Pennsylvania
- Apartment rentalsĀ 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
- Point State Park
- Ohiopyle State Park
- Raccoon Creek 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
- Senator John Heinz History Center
- Randyland
- Cathedral of Learning





