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Luxury Mountainside with Spectacular Views

Furnished by West Elm and RH (Restoration Hardware) to deliver a one of a kind luxury experience. Amazing views, two huge patios, one with a concrete propane fire-pit, modern design and furnishings are just the beginning of your amazing stay at our cliffside paradise. This architecturally stunning smart home offers a fully equipped chef's kitchen, and the highest end furnishings to make this the perfect getaway. Have a Tesla? Bring your charger to plug into our 220V outlet at the driveway!

*New* Loft 5 min Shadyside/East Liberty Sleeps 4

History of the Property Pittsburgh's industrial roots are built on the site of Luna Park, an amusement park that operated from 1905 to 1909. Fredrick Ingersoll's first of 44 amusement parks stretched across 16 acres from what is now Baum Blvd to North Craig Street. Boasting the distinction of being the first amusement park in the United States to use electrical lighting, Luna Park also featured magician shows, wild animal exhibits, exotic curiosities, walking trails surrounding a massive water f

Steelview: Hillside Home/Incredible City Views

Welcome to Steelview!! This luxurious and private duplex offers stunning views of downtown Pittsburgh, entertainment rooms and floor to ceiling windows! This two bedroom two bathroom home is nestled in the hills of Southside Slopes, next to Mt Washington and is 2 minutes from downtown and 5-10 minutes from all major event centers and hospitals. Enjoy your time on three private decks and terrace overlooking the city or go for a hike on the Emerald View hiking trails right from your front door.

Yinz City Stay | Walk to Acrisure & PNC | Rooftop

Welcome to Yinz City Stay- the ultimate Pittsburgh getaway! Designed with true Pittsburgh lovers in mind, this spacious 4-bedroom home puts you right in the heart of the action. Where you're here to cheer on the Steelers, Pirates, or Penguins, you'll love being a short walk to Acrisure Studium and PNC park. Stunning rooftop deck with firepit-the perfect spot to relax and have a front row view of PNC park fireworks lighting up the sky. 🎇 Inside, you'll find modern comforts with local charm!

Urban serenity, privacy in charming carriage house

Carriage house apartment all to yourself. Sleeps 3. Uniquely charming. Private, quiet, and self-contained. Keypad check-in, free parking, laundry, many amenities. Responsive hosts on site. Great location in lively East End. Convenient to hospitals, restaurants, shopping, entertainment, public transportation. Ideal weekend getaway for couples. Perfect for traveling workers. Extended stay discounts for bookings of a week or more. Discounts offered for return guests; please inquire.

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

Upstairs Flat in a Historic Craftsman Big Bungalow

Experience a comfortable stay in our charming bungalow, nestled on a peaceful corner lot less than a mile from Oakmont Country Club and about 20 minutes from downtown Pittsburgh. Whether you’re a golf enthusiast or simply exploring the area, this is the perfect home base. The private second-story apartment offers its own entrance and overlooks a beautiful backyard—ideal for solo travelers or small families alike. Free street parking. Please observe street sweeping hours.

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.

Large victorian 3rd flr apt in walkable eastend

An entire third floor apartment of a historic Colonial Revival house in the Friendship neighborhood. Two bedrooms, each with a firm queen memory foam bed, one bathroom with claw foot tub/shower, huge living room with seating area and desk, and a fully equipped kitchen with washer and dryer. Walk up to third floor. A queen air mattress bed or pack n' play can be added to any one of the bedrooms or the living room, just let us know.

Cozy house in the heart of Mt. Lebanon

Take a leisurely stroll through the quaint Mt Lebanon community, walk to the great restaurants Mount Lebanon has to offer, or walk to Hitchhiker and try one of the best local brews Pittsburgh has to offer. If you enjoy music or a movie, our stereo system will delight your ears. Our house is within walking distance to the Mt. Lebanon Library and the “T” which takes you to Station Square, Downtown Pittsburgh and the North Side.

Skyline Splendor w/ Private Balconies & Game Room

- Wake up to breathtaking skyline views from expansive balconies and bedrooms. - Enjoy gatherings in the spacious living area with a massive leather couch. - Fully equipped modern kitchen and a private game room for ultimate relaxation. - Conveniently located near the Incline, shopping, and local dining gem, Papa J's. - Secure your unforgettable city stay by booking this stunning escape today!

UPMC|Shopping+HULU Near Universities|PARKING+GYM

Welcome to your Shadyside getaway—cozy, stylish, and steps from everything that makes this neighborhood special. Grab coffee on Walnut Street, explore local boutiques, and come home to a space that feels comfortable the moment you walk in. Whether you're here for work, hospital visits, or a weekend escape, this is the perfect spot to relax, recharge, and enjoy the city.