Vacation rentals in Shadyside

A well-furnished living space features a light-colored sofa with throw pillows, accompanied by a wooden coffee table. A cozy accent chair sits nearby. The modern kitchen is visible in the background, showcasing granite countertops and stainless steel appliances against a patterned backsplash.

4.93 out of 5 average rating, 195 reviews

Luxurious Double KING~Steps to Walnut St~PARKING

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! 2 KING BR/1 bath apartment in a prime location, w/ 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!

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The spacious living area features a mix of modern and cozy furnishings. A large sectional sofa and additional seating surround a circular coffee table, with a textured area rug underfoot. Exposed brick adds character, while large windows allow natural light to fill the room.

4.93 out of 5 average rating, 196 reviews

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!

ValueFamilyAmenities

4.79 out of 5 average rating, 733 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.

ValueFamilyCheckout

A modern living area features a comfortable gray sectional sofa and an accent chair, set on a light blue area rug. A stylish coffee table sits in front, while a wall-mounted television is positioned above a stone fireplace, with large windows allowing natural light.

4.98 out of 5 average rating, 143 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.

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A modern living room features a comfortable sofa with decorative pillows, complemented by an armchair and a coffee table. The kitchen area showcases a marble countertop, with bar stools provided for dining. Bright wall art enhances the space, illuminated by natural light from the window.

4.92 out of 5 average rating, 368 reviews

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)

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Superhost

Hotel room in East Liberty

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.

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4.86 out of 5 average rating, 129 reviews

A living area features large windows allowing ample natural light, with a gray sofa and two chairs arranged around a dark coffee table. The modern kitchen with stainless steel appliances is visible in the background, complemented by stylish cabinetry and a dining area.

4.95 out of 5 average rating, 142 reviews

Huge 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, CMU & Pitt! HUGE 2 Floor 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!

LocationFamilyView

5.0 out of 5 average rating, 42 reviews

Home in Shadyside

Shadyside Home - Walk to Walnut St - Free Parking

Beautifully maintained Shadyside row home one block from Walnut Street - and no cleaning fee. Bright, open living spaces, updated appliances, lots of natural light, yet quiet inside. Walk to boutiques, cafes, and restaurants; minutes to CMU, Pitt, and UPMC - ideal for campus visits, hospital stays, or weekend trips. Two off-street parking spots, a covered front porch, and a private deck. Finished basement adds a 90" TV plus flexible space for an office, playroom, or cozy movie room.

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The living area features a cozy couch with a decorative throw, providing a warm contrast to the exposed brick wall. A dining area with two stools is situated near the kitchen, while a large smart TV displays various streaming options.

4.92 out of 5 average rating, 284 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 new! Free laundry included inside the unit. Fully stocked for both long and short term stays!

FamilyValueBathroom

A spacious living room is highlighted by a comfortable sofa with decorative pillows and a wooden coffee table. Elegant windows allow natural light to brighten the space, complemented by a flat-screen TV and a decorative fireplace. A cozy armchair enhances the inviting atmosphere.

4.94 out of 5 average rating, 34 reviews

1-BD APT in Shadyside Mansion | Walk to CMU & Pitt

Welcome to Shadyside STAY, your cozy home base in Pittsburgh’s most walkable neighborhood. Just steps from Walnut Street’s coffee shops and boutiques, and minutes from CMU, Pitt, and UPMC Shadyside. CMU’s free shuttle stops right outside, making campus access effortless. Perfect for students, professors, young professionals and visiting parents, this bright, fully furnished studio blends modern comfort with a welcoming vibe, the ideal spot to work, study, and relax.

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5.0 out of 5 average rating, 12 reviews

Home in Shadyside

By Walnut St. Near Pitt/CMU/UPMC/ 3 Parking Spots

Bright 3-bedroom (~2,000 sq ft) in Shadyside with abundant natural light and spacious . Self check-in. 3 bedrooms with queen beds plus 2 queen air mattress. Each bedroom includes a desk, chair, and TV—ideal for remote work or longer stays. All bedrooms are upstairs. 2 full bathrooms. First floor includes living room, dining area, and fully equipped kitchen. Washer/dryer in basement. 3 private parking spaces (rare in Shadyside) and back porch for relaxing.

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