Holiday houses in Shadyside

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.

Shadyside Charm: Cozy Row Home Near Walnut Street

Beautifully maintained Shadyside row home, one block from Walnut Street, with bright open living spaces, updated appliances, and plenty of natural light. Walk to boutiques, cafes, and restaurants. Minutes to CMU, Pitt, and UPMC, with easy public transit access—ideal for campus visits, hospital stays, or weekend trips. Enjoy two off-street parking spots, a covered front porch, and a private deck. Finished basement features a 90” TV plus flexible space for an office, playroom, or cozy movie room.

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.

The Maverick by Kasa | Steps to Bakery Square

The Maverick by Kasa is your gateway to the best dining, shopping, attractions, and entertainment in Pittsburgh. Located in the historic former YMCA in the East Liberty neighborhood, our storied building seamlessly blends classic charm with modern comfort, featuring a stylish on-site bar lounge that’s perfect for starting or ending your night in the Steel City. Our tech-enabled rooms offer self check-in at 4pm, 24/7 guest support by text and a Virtual Front Desk accessed via mobile device.

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

✨ Welcome to our stylish and modern studio apartment in the heart of Shadyside! This fully furnished suite features sleek décor, a fully equipped kitchen, cozy living space and 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

Highly Walkable | <10 Min to Shadyside Favs!

✨Bold, modern, & unmistakably Pittsburgh!✨ Our 3br/2ba home spans the 2nd & 3rd floors, wrapped in sleek black-and-gold style with plush furnishings, premium finishes, and smart home tech. Perfect for friends or couples, you’ll enjoy a fully stocked kitchen, lightning-fast Wi-Fi, and a coffee bar that rivals your favorite café. Just steps to Shadyside, East Liberty, & Bakery Square bars, restaurants, and coffee shops, too! With Chore-Free Checkout® so you can focus on fun, not chores.

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!

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.

Central Shadyside Spacious 3BR house Fenced yard

Welcome to your perfect Pittsburgh getaway! This beautifully renovated three-bedroom house in the heart of Shadyside. ✔ Prime Location – Steps from grocery,shopping,boutiques, cafes, and restaurants. Close to CMU, Pitt, & hospitals. ✔ Full Amenities – Fully equipped kitchen, high-speed Wi-Fi, smart TV, laundry, and a charming outdoor space. ✔ Easy Access – Just minutes from downtown, Oakland, and major highways. Walk to bus lines for seamless exploring.

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).

Cozy Apt+Gym+Ev+Free onsite Parking+Near UPMC

Welcome to our stunning luxury 1-bed studio unit. Perfect for both business and leisure travellers, this elegant retreat offers a perfect blend of comfort, style, and convenience, ensuring a memorable stay in the heart of Pittsburgh. Nestled in a prime location, our unit provides easy access to the city’s top attractions, making it the ideal base for exploring everything Pittsburgh has to offer ! *ID and Background verification needed *

🔥Pristine King Bed Suite ⚡️ Hidden Gem 💎 PITT / CMU ✨ Pet Friendly 🐶

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. 🔹King bed (memory foam mattress) 🔸Pet friendly! 🐶 🔹Fully stocked & equipped kitchen 🔸Smart Home Technologies 🔹Central AC/ Heat 🔸Luxurious waterfall shower head🚿 🔹Free street parking 🔥Message today to secure your reservation!🔥