
Apartment vacation rentals in Shadyside
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Shadyside

Total vacation rentals
Explore 200 vacation rentals in Shadyside

Nightly prices starting at
Shadyside vacation rentals start at G$8,360 GYD per night before taxes and fees

Verified guest reviews
Over 25,700 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
200 of Shadyside vacation 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 guests—averaging 4.9 out of 5!
Top-rated apartment rentals in Shadyside
Guests agree: these apartments are highly rated for location, cleanliness, and more.

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)

Cozy 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, 3 min drive to CMU & Pitt! 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!

Shadyside 2 BR | Walk to Walnut + On site parking
Bright, energizing and charming 2 BDRM Shadyside apartment in Pittsburgh's most walkable neighborhood. Steps from Walnut Street's best restaurants, cafés, and boutique shops. New furniture & furnishings (work/study, too), bed 'n bath, lighting, fully equipped kitchen (even an air fryer), fast Wi-Fi, 65" TV, in-unit washer/dryer & more. Smart self-check-in, with rare off-street reserved parking (for 1 Car; also: buses nearby). Minutes to Downtown, CMU, and Pitt — your perfect in-city stay.

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 & Bright 1BD w/Prkng
Stylish and Bright 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.

Grandview Studio | Skyline Views | Private Parking
Our newly renovated studio features amazing views of the Pittsburgh skyline right from your king size bed! Featuring ~400sq ft of living space right on Grandview Ave, you can't beat this location. Just a block to Shiloh St., park for free in our off-street spot, and don't move your car the whole stay! Every nook was thoughtfully remodeled, from the electric fireplace to the spacious kitchen. Our bathroom also features a rain shower & custom copper sink, great for getting ready!

King Bed | Free Parking | Gym | UPMC, Pitt & CMU
✨ Welcome to our large, stylish studio in the heart of Shadyside! This modern, fully furnished suite features sleek décor, a fully equipped kitchen, a cozy living space, and a luxurious king bed. Enjoy top-tier amenities, including: 🔹 Fitness Center & Yoga Studio 🔹 Free Street Parking 🔹 Complimentary Coffee Station 🔹 Variety of Co-Working Spaces 🔹 Resident Clubroom with TV 🔹 Courtyard with BBQ & Ping Pong Table 🔹 EV Charging Station 🔹 On-Site Retail 🔹 Bike Storage Room

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.

Stylish Apt w/ HULU, Gym & Parking Near Shopping
Welcome to your cozy Shadyside home away from home. Thoughtfully designed and perfectly located, this space invites you to slow down and settle in. Start your mornings with a coffee along Walnut Street, explore the neighborhood’s charming local shops, then come back to a place that feels familiar and relaxing. Whether you’re here for work, hospital visits, or a quick city escape, this is a warm, peaceful spot to recharge and enjoy the best of Pittsburgh.

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).

CITY Apt/Free parking/Near West Penn Hosp/CMU/PITT
Enjoy a stylish first-floor 1BR with a gourmet kitchen featuring high-end appliances and a spacious living area perfect for relaxing or entertaining. The queen-size bedroom offers a comfortable night’s sleep. High-speed WiFi and a dedicated workspace make it ideal for business travelers or remote work. Access to the private parking lot. 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

Spacious apartment 10 min walk to CMU

Marble Bath Penthouse: King Bed, Laundry, Parking

Spacious 1 bd in Shadyside - Walk to CMU and Pitt

Shadyside apartments: 1 Bed-1 full BA Jewel!

Charming Shadyside 5th Ave Apt. + Parking

The Walnut Suites - The Incline Suite

Finished, Lovely, Quiet, 3rd Floor Garrett

Modern 2BR in Historic Home, Steps to East Liberty
Private apartment rentals

Cozy King suite! $0 cleaning fee

Chic Shadyside Apt w/ Balcony-1Block to Walnut St!

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

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

Shadyside/Central @2 Bright &Stylish Studio w/Prkg

Cozy & Central 2BR ~ Steps from Walnut St!

Shadyside King Suite w/ Parking!

Luxurious Double KING~Steps to Walnut St~PARKING
Apartment rentals with a hot tub

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

Hot Tub w/ City View | Mt Washington King Suite

Family- Friendly 3BR Home near Downtown

Romantic Jacuzzi suite

Bear Den in the Heart of the City! (Unit 2)

Quiet Apt w/Hot Tub, Pets OK, Monthly Discount!

Jacuzzi/VideoGame 1BDR Apartment - Mt. Washington

Guesthouse in Pittsburgh
Destinations to explore
- PNC Park
- Acrisure Stadium
- Fallingwater
- Seven Springs Mountain Resort
- Carnegie Mellon University
- University Of Pittsburgh
- David Lawrence Convention Center
- Ohiopyle State Park
- Sri Venkateswara Temple
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Petersen Events Center
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Kennywood
- Carnegie Science Center
- National Aviary
- PPG Paints Arena
- Laurel Hill State Park
- McConnells Mill State Park
- Children's Museum of Pittsburgh





