Apartment vacation rentals in Shadyside

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Quick stats about apartment rentals in Shadyside

  • Total vacation rentals

    Explore 200 vacation rentals in Shadyside

  • Nightly prices starting at

    Shadyside vacation rentals start at G$8,360 GYD per night before taxes and fees

  • Verified guest reviews

    Over 25,700 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    200 of Shadyside vacation 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!

Top-rated apartment rentals in Shadyside

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

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Guest favorite
Apartment in Shadyside
4.78 out of 5 average rating, 729 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 favorite
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.
Apartment in Shadyside
4.92 out of 5 average rating, 353 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 favorite
An open living space features a modern kitchen with stainless steel appliances, a dining area with two stools, and a cozy seating arrangement with a brown couch and decorative pillows. A large window allows natural light to fill the area, complemented by sleek laminate flooring.
Apartment in Shadyside
4.94 out of 5 average rating, 190 reviews

Cozy 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, 3 min drive to CMU & Pitt! 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!

Top guest favorite
Apartment in Shadyside
5.0 out of 5 average rating, 17 reviews

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.

Guest favorite
Apartment in Shadyside
4.89 out of 5 average rating, 133 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 favorite
A modern bedroom is defined by a wooden bed frame featuring a cozy mattress, complemented by two nightstands with lamps. Wall art adds a touch of elegance, while a glimpse of the kitchen can be seen through the open door.
Apartment in Shadyside
4.91 out of 5 average rating, 167 reviews

Shadyside/Pittsburgh, Modern & Bright 1BD w/Prkng

Stylish and Bright 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 favorite
A modern studio features a spacious layout with large windows showcasing views of the Pittsburgh skyline. The room includes a comfortable king size bed with plush blankets, a sleek kitchen area, and a cozy seating space with a green couch. Thoughtful design accents are evident throughout.
Apartment in Mount Washington
4.98 out of 5 average rating, 115 reviews

Grandview Studio | Skyline Views | Private Parking

Our newly renovated studio features amazing views of the Pittsburgh skyline right from your king size bed! Featuring ~400sq ft of living space right on Grandview Ave, you can't beat this location. Just a block to Shiloh St., park for free in our off-street spot, and don't move your car the whole stay! Every nook was thoughtfully remodeled, from the electric fireplace to the spacious kitchen. Our bathroom also features a rain shower & custom copper sink, great for getting ready!

Guest favorite
Apartment in Shadyside
5.0 out of 5 average rating, 17 reviews

King Bed | Free Parking | Gym | UPMC, Pitt & CMU

✨ 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

Top guest favorite
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, 168 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 favorite
A modern studio apartment features a cozy seating area with a dark gray sectional sofa adorned with a light throw. A round coffee table sits in front, while the kitchen showcases light wood cabinetry and stainless steel appliances. A dining area with tall stools is positioned beside the kitchen.
Apartment in Shadyside
4.89 out of 5 average rating, 73 reviews

Stylish Apt w/ HULU, Gym & Parking Near Shopping

Welcome to your cozy Shadyside home away from home. Thoughtfully designed and perfectly located, this space invites you to slow down and settle in. Start your mornings with a coffee along Walnut Street, explore the neighborhood’s charming local shops, then come back to a place that feels familiar and relaxing. Whether you’re here for work, hospital visits, or a quick city escape, this is a warm, peaceful spot to recharge and enjoy the best of Pittsburgh.

Superhost
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 Pittsburgh
4.89 out of 5 average rating, 517 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).

Top guest favorite
A bright kitchen space is shown, featuring modern cabinetry and stainless steel appliances. A central island with seating for four is highlighted, complemented by a stylish pendant light above. Natural light streams in through a nearby window, enhancing the clean, inviting atmosphere.
Apartment in Bloomfield
4.96 out of 5 average rating, 389 reviews

CITY Apt/Free parking/Near West Penn Hosp/CMU/PITT

Enjoy a stylish first-floor 1BR with a gourmet kitchen featuring high-end appliances and a spacious 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 the private parking lot. Located near West Penn Hospital and UPMC Shadyside, perfect for couples, visiting families, or medical stays.

Popular amenities for Shadyside apartment rentals