
Apartment holiday rentals in Shadyside
Find and book unique apartments on Airbnb
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 $56 AUD per night before taxes and fees

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

Family-friendly holiday rentals
70 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 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.

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.
4.97 out of 5 average rating, 154 reviews
Cultural District new King Suite whirlpool tub
Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!
4.9 out of 5 average rating, 334 reviews
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.
4.78 out of 5 average rating, 729 reviews
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.
4.98 out of 5 average rating, 138 reviews
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.
5.0 out of 5 average rating, 17 reviews
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.
4.89 out of 5 average rating, 133 reviews
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!
4.87 out of 5 average rating, 238 reviews
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
5.0 out of 5 average rating, 19 reviews
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!
4.93 out of 5 average rating, 280 reviews
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.
4.99 out of 5 average rating, 169 reviews
MINIMALIST + MODERN 2BR in trendy PGH enclave
Enjoy all that the city has to offer and book our completely renovated 2-bedroom apartment in the ultra-trendy East Liberty neighborhood of Pittsburgh! Light-filled with a designer's touch and modern furnishings throughout, you'll find both privacy and comfort with your own separate entrance. Within walking distance of the East Liberty business district and on two major bus lines/bike lanes, there's no need for a car to explore the City of Champions!
4.93 out of 5 average rating, 254 reviews
PRIVATE MINI STUDIO (C1)
This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 2nd 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).
4.85 out of 5 average rating, 561 reviewsPopular amenities for Shadyside apartment rentals
Weekly apartment rentals

Marble Bath Penthouse: King Bed, Laundry, Parking
4.97 out of 5 average rating, 36 reviews
Spacious 1 bd in Shadyside - Walk to CMU and Pitt
4.94 out of 5 average rating, 32 reviews
Cozy Apt +Gym+ EV+Free onsite Parking+ Near UPMC
4.89 out of 5 average rating, 72 reviews
Modern Apt w/ HULU, Gym & Parking Near Shopping
4.99 out of 5 average rating, 96 reviews
Spacious apartment 10 min walk to CMU
4.94 out of 5 average rating, 16 reviews
Wine cellar 2BR | Free Parking / near CMU & PITT
4.93 out of 5 average rating, 14 reviews
A Home In The Heart of Shadyside
4.76 out of 5 average rating, 21 reviews
Shadyside apartments: 1 Bed-1 full BA Jewel!
4.85 out of 5 average rating, 185 reviewsPrivate apartment rentals

Modern 2BR • 2 King Beds • Free Pkg • Bakery Sq
4.83 out of 5 average rating, 6 reviews
Cozy King Suite Just off Walnut
4.94 out of 5 average rating, 191 reviews
Huge King Suite Just off Walnut
4.96 out of 5 average rating, 133 reviews
Upscale Double King Suite~Steps to Walnut~Parking!
4.97 out of 5 average rating, 184 reviews
Cozy 2BR steps from Walnut St!
4.89 out of 5 average rating, 292 reviews
Chic & Cozy 2BR | Walkable Shadyside Location
4.8 out of 5 average rating, 363 reviews
Luxurious Double KING~Steps to Walnut St~PARKING
4.93 out of 5 average rating, 189 reviews
Queen Bed Suite|Heart of Shadyside|Walkable &Quiet
4.92 out of 5 average rating, 355 reviewsApartment rentals with a hot tub

Hot Tub | King Bed | Free Parking | Pac-Man
4.93 out of 5 average rating, 303 reviews
Romantic Jacuzzi Suite
4.88 out of 5 average rating, 72 reviews
Bear Den in the Heart of the City! (Unit 2)
5.0 out of 5 average rating, 10 reviews
Jacuzzi/VideoGame 1BDR Apartment - Mt. Washington
5.0 out of 5 average rating, 6 reviews
Quiet Apt w/Hot Tub, Pets OK, Monthly Discount!
5.0 out of 5 average rating, 7 reviews
Guesthouse in Pittsburgh

Lower level apartment, perfect for Draft weekend

Pittsburgh Getaway
4.98 out of 5 average rating, 81 reviewsDestinations 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





