Apartment holiday rentals in Shadyside

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Top-rated apartment rentals in Shadyside

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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.
Flat in East Liberty
4.97 out of 5 average rating, 148 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.

Superhost
A living space is presented with a neutral color palette. A couch and chair are arranged around a small coffee table. A dining area with a table and four chairs is visible in the background. Natural light filters through vertical blinds on a nearby window, illuminating the space.
Flat in Shadyside
4.78 out of 5 average rating, 699 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.

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.
Flat in Lower Lawrenceville
4.92 out of 5 average rating, 139 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!

Guest favourite
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.
Flat in Shadyside
4.91 out of 5 average rating, 293 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)

Top guest favourite
The bedroom features a luxurious king-size bed adorned with premium linens and vibrant orange decorative pillows. Two framed wall art pieces are displayed above the bed. Soft lighting is provided by wall sconces, and a patterned area rug enhances the room's modern aesthetic.
Flat in Shadyside
4.95 out of 5 average rating, 40 reviews

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

Guest favourite
A bedroom features a wooden bed with a neatly arranged striped comforter. Neutral-toned artwork adorns the wall above the bed. Soft lighting from a bedside lamp provides illumination, and a doorway leads to a bright, airy space beyond.
Flat in Shadyside
4.91 out of 5 average rating, 162 reviews

Shadyside/Pittsburgh, Modern & Stylish 1BD, w/Prkg

Stylish 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 & 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.

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.
Flat in Shadyside
4.99 out of 5 average rating, 160 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
The living area features a brown leather sectional couch and a black coffee table, inviting relaxation. A piano stands against the exposed brick wall, beside a wall-mounted television. Light from a floor lamp enhances the warm and cozy ambiance, while a doorway reveals the adjoining bedroom.
Flat in Friendship
4.88 out of 5 average rating, 170 reviews

Huge 1-Bedroom Apartment In Pittsburgh (B1)

This 1 Bedroom Apartment is ideal if you need a safe, clean, stylish place to stay in the city. It has a huge bedroom with queen bed, large living room with Italian leather sectional, giant fully functional kitchen, separate nook with extra sofa bed and a full bathroom. It works well for couples or friends visiting Pittsburgh, affording you a safe, clean and comfy place to recharge for the night (not suitable for kids under 10).

Guest favourite
Flat in Bloomfield
4.92 out of 5 average rating, 326 reviews

Cozy Entire AptA Friendship Park & free parking

Ground Floor Entire apartment with one bedroom, living room, bathroom is located in Bloomfield, a quiet yet vibrant neighborhood that’s central to all the best attractions. It features off Street parking , a rare find in the central city. 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.

Guest favourite
A modern kitchen and dining area are showcased, featuring sleek cabinetry and stainless steel appliances. A wooden table with four chairs is positioned at the center, while a comfortable gray sofa is situated against the wall. Ample lighting is provided by pendant fixtures and ceiling fans.
Flat in Shadyside
4.97 out of 5 average rating, 33 reviews

Fully renovated 2BD APT in Shadyside

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 pros, and visiting parents, our apartments blend classic Pittsburgh charm with fresh, modern vibes.

Guest favourite
A spacious living area features a large sectional sofa adorned with a textured throw, complemented by a wooden coffee table. A 70-inch smart TV is mounted on the wall, while a small decorative plant and a cozy chair add a touch of warmth to the space.
Flat in Shadyside
4.95 out of 5 average rating, 187 reviews

Shadyside King Suite w/ Parking!

Stylish 1BR/1 bath apartment with off street parking in the heart of Shadyside, steps to Walnut St -- DESIGNATED OFF STREET PARKING! Short Walk to UPMC & West Penn hospitals, close to CMU & Pitt! The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Granite kitchen, Free laundry included inside the unit, 70inch 4K TV!

Top guest favourite
A modern studio apartment features a cozy seating area with a dark sectional sofa and a round coffee table. A dining space is visible with a sleek island and barstools. The kitchen includes stainless steel appliances, and a green plant adds a touch of freshness.
Flat in Shadyside
5 out of 5 average rating, 74 reviews

Gym+Hulu+Parking UPMC| Universities| Shops

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.

Popular amenities for Shadyside apartment rentals

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Quick stats about flat rentals in Shadyside

  • Total holiday rentals

    Explore 190 holiday rentals in Shadyside

  • Nightly prices starting at

    Shadyside holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 22,470 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    190 of Shadyside holiday rentals include wifi 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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