Apartment holiday rentals in Shadyside

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Top-rated apartment rentals in Shadyside

Guests agree: These apartments are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior entrance of the apartment is shown, featuring a short path lined with greenery. A wooden ramp leads up to the door, surrounded by various plants, creating a welcoming and natural entrance. The door is framed with a glass panel, allowing light to enter.
Apartment in East Liberty
4.97 out of 5 average rating, 149 reviews

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.

Guest favourite
A well-lit studio space features a spacious bed dressed in soft linens, complemented by a neutral-toned area rug. A wooden headboard adds warmth, and a bedside lamp provides a cozy glow. A potted plant and a modern closet enhance the inviting atmosphere of the room.
Apartment in Shadyside
4.91 out of 5 average rating, 107 reviews

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.

Top Guest favourite
A bright living area is showcased with a comfortable sofa adorned with pillows and a soft throw blanket. A round coffee table sits in front, and a subtle rug grounds the space. A modern lamp and decorative plant add warmth, while a kitchen can be glimpsed in the background.
Apartment in Lower Lawrenceville
4.92 out of 5 average rating, 140 reviews

King Bed On Butler Street, Middle of Everything!

If you're the type of traveler that wants to be steps from the fun, this is your place! Our second floor apartment features a well stocked kitchen, quality amenities, smart 4K TVs (including bedroom), a king bed, 2 desks (in 2 separate rooms, perfect for a work from home couple) and more! Three breweries and 20+ bars & restaurants are within 3 blocks of your place. It's perfect for when you want a night out - but with our cozy place you'll be tempted to stay in & relax while watching Netflix!

Superhost
The living room features a large sectional couch in a neutral hue, positioned around a low coffee table. A window covered with vertical blinds allows natural light to enter, and an air conditioning unit is situated nearby. The floor has a wood-like finish, adding warmth to the space.
Apartment in Shadyside
4.77 out of 5 average rating, 592 reviews

Quaint cozy Shadyside One Bedroom

Cozy apartment located in Shadyside.Just steps away from Shadyside Hospital, this apartment is great for long or short term visitors.Grocery stores, restaurants, bars, and shops are all just a few minute walk from this apartment as well. The apartment is a short drive to Heinz Field, PPG Paints Arena, PNC Park, and all the amazing museums Pittsburgh has to offer! Also near by is CMU, PITT, Chatham Univeristy, and Carlow College.Free parking & WiFi.Towels,bed linens,toilet paper provided.

Guest favourite
Apartment in Shadyside
4.89 out of 5 average rating, 128 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.

Top Guest favourite
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.
Apartment in Shadyside
4.93 out of 5 average rating, 253 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!

Top Guest favourite
An inviting porch area features a small glass table surrounded by two wrought iron chairs with cushions. Potted plants and a hanging flower basket add greenery to the space. The porch overlooks a tree-lined street, enhancing the peaceful atmosphere.
Apartment in Shadyside
5 out of 5 average rating, 111 reviews

W. shadyside pitt graduation 2026 -3rd floor apt

ā€œA hidden gem. Lovely apartment in a beautiful house on a fantastic street in Pittsburgh with access to many other parts of the city " Two blocks from 5th Ave and Walnut Street. Ten minutes from CMU, (via Devon Road) and their world class computer AI, GS, and INI departments. A perfect location for your Shadyside activities. Safe and secure with off street parking, if necessary. Plus just around the corner from McCookMansion on 5th and their beautiful bar/restaurant.

Top Guest favourite
A modern living area features a light grey sectional sofa draped with a vibrant orange throw. Colorful artwork adorns the wall above a sleek television, while a spiral staircase provides access to the upper levels. A dining area with pink chairs is visible in the background.
Apartment in Shadyside
4.99 out of 5 average rating, 163 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.

Guest favourite
A modern kitchen area features sleek cabinetry alongside a wooden countertop and stainless-steel appliances. A spacious gray sofa with decorative pillows is situated nearby, providing a comfortable seating option. Light streams through a window, illuminating the tiled floor and brick accent wall.
Apartment in Friendship
4.9 out of 5 average rating, 489 reviews

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).

Superhost
The bedroom features a spacious king bed with a memory foam mattress, accompanied by a plush blanket. A large window allows natural light to fill the room, complemented by stylish curtains. An office desk with a chair and a lamp are present, along with a closet and bedside table.
Apartment in Shadyside
4.84 out of 5 average rating, 296 reviews

šŸ”„Pristine King Bed Suite āš”ļø Hidden Gem šŸ’Ž 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. šŸ”¹King bed (memory foam mattress) šŸ”øPet friendly! 🐶 šŸ”¹Fully stocked & equipped kitchen šŸ”øSmart Home Technologies šŸ”¹Central AC/ Heat šŸ”øLuxurious waterfall shower head🚿 šŸ”¹Free street parking šŸ”„Message today to secure your reservation!šŸ”„

Top Guest favourite
A well-equipped kitchen is highlighted by modern appliances, including an oven and a refrigerator. A wooden dining table with four chairs offers a space for meals. Natural light floods the area through large glass doors leading to an outdoor patio.
Apartment in Squirrel Hill North
4.97 out of 5 average rating, 889 reviews

Spacious, warm, private apartment near CMU /Pitt

Spacious, warm, private apartment with parking set in a beautiful, quiet, family neighborhood. Just minutes away walking from CMU (10 Min) and Pitt 20 Min). And a 4 minute walk Bus stop (61xx) to all of Pittsburgh. Shadyside, Squirrel Hill and the Carnegie museums are in the immediate neighborhood with great options for dining and entertainment. Also the Phipps Conservatory and Botanical Gardens are only 1.3 Miles from the house.

Guest favourite
Apartment in Bloomfield
4.92 out of 5 average rating, 329 reviews

Urban Nest PGH | Unit A - 1BR Free Parking Stay

Cozy 1BR apartment on the first floor with cozy living area perfect for relaxing or entertaining. The queen-size bedroom offers a comfortable night’s sleep. High-speed WiFi and a dedicated workspace make it ideal for business travelers or remote work. Access to shared parking (6 spots, first-come, first-served). Located near West Penn Hospital and UPMC Shadyside, perfect for couples, visiting families, or medical stays.

Popular amenities for Shadyside apartment rentals

When is the best time to visit Shadyside?

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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 $56Ā AUD per night before taxes and fees

  • Verified guest reviews

    Over 23,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 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!

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