Kid-friendly vacation rentals in Shadyside, Pittsburgh

Huge Open Concept 2BR by Walnut

HUGE apartment In the heart of Shadyside w/ room for the whole family! 1 Block to Walnut St & FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, 3 min drive to CMU & Pitt! 2 floor apt in a prime location, w/ all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, & fitness studios close by. The building was gutted & remodeled in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances is brand new!

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.

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

The Bloomfield Nook

This charming, remodeled 1st-floor rental in Bloomfield blends historic character with modern upgrades. It features new floors, fresh paint, an updated kitchen with new appliances, and a renovated bathroom. Furnished with all-new furniture, it also offers a cozy outdoor space and a spacious backyard—perfect for relaxing. Just steps from Liberty Avenue, you'll have easy access to restaurants, cafes, and shops, with nearby transit and neighborhoods like Shadyside and Lawrenceville.

Lux King Bed | Free Parking + Gym | UPMC+CMU+Pitt

✨ 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

Walk to CMU, Pitt, Walnut! Parking! King Suite!

This BRAND NEW apartment is in an ideal location in Shadyside close to CMU, Pitt, Walnut Street and much more! My apartment features a deck, open-concept layout, bedroom with a walk-in closet, central air, and free laundry. One parking spot is available IF IT IS RESERVED IN ADVANCE. The apartment sleeps 4 people. The bedroom has a king-sized mattress. The living room has a sofa that very conveniently folds down to transform into a queen-sized bed. There is a spacious deck.

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

Modern and family oriented 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.

Chic & Cozy 2BR | Walkable Shadyside Location

Fresh 2 BR apartment in the heart of Shadyside! Prime location, steps from UPMC Shadyside & Walnut Street! Fully equipped for either a long or short stay! 🌟King Bed (Memory foam mattress) ⭐️Queen Bed (Memory foam mattress) 🌟Pet friendly! ⭐️Central AC/ Heat 🌟Fully stocked & equipped kitchen ⭐️Luxurious waterfall shower head 🌟Two Smart TVs ⭐️Free Street parking 🌟Laundry (Shared & Free) ⭐️Pull out bed (Full) 🔥Message today to secure your reservation!🔥

NEW * Apt A Bloomfield/Shadyside & free parking

Ground floor Entire apartment with one bedroom, living room, bathroom is located in Bloomfield and trendy Shadyside. The apartment was recently updated and feels fresh, spacious. This first floor space has 1 bedroom with a queen bed, a well equipped kitchen, and a luxurious bathroom & shower. Walking distance from UPMC Shadyside (500 ft), Hillman Cancer Center (3 houses down), West Penn Hospital (10 minutes walk, 0.4 mile), within CMU & Pitt shuttle route.