Apartment vacation rentals in Shadyside

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Top-rated apartment rentals in Shadyside

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Top guest favorite
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, 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.

Top guest favorite
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.
Apartment in Shadyside
4.94 out of 5 average rating, 134 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!

Guest favorite
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, 581 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 favorite
A spacious sleeping area is highlighted by a wooden bed with neutral bedding. A cozy fireplace is located beneath a clock, accompanied by a decorative plant and a circular seating area. Natural light enters through the windows, enhancing the room’s bright atmosphere.
Apartment in Shadyside
4.92 out of 5 average rating, 131 reviews

Shadyside/Central @4 Stylish&Central Studio w/Prkg

Stylish and Central family oriented modern 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 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 favorite
The image showcases a three-story home with a light grey exterior and blue accents, featuring a prominent gabled roof. A wooden deck with a railing extends in front, providing an inviting entryway. The neighborhood architecture is visible in the background.
Apartment in Pittsburgh
4.98 out of 5 average rating, 165 reviews

Cute Apt Minutes from Downtown and Stadiums!

🏡 Welcome to this charming home just minutes from downtown Pittsburgh & the stadiums! Perfect for couples, friends, or solo travelers. Enjoy a spacious fenced backyard, comfy living areas, and easy access to city highlights. No parties, but great vibes always. 🛋️ Inside, you’ll find a charming, thoughtfully decorated home that’s as functional as it is cute. 🌿 Out back, you’ll love the spacious fenced-in yard — perfect for sipping coffee, or unwinding after a day in the city.

Top guest favorite
An inviting living space features a comfortable sectional sofa and a television mounted on the wall. Light streams in through large windows adorned with shutters, highlighting a potted plant and decorative wall hanging. A small dining table with a patterned tablecloth is visible nearby.
Apartment in Regent Square
4.98 out of 5 average rating, 132 reviews

"April's Retreat" Regent Square King Bed Frick Prk

Take it easy at this tranquil getaway that is close to everything Pittsburgh. You'll enjoy the one bedroom apartment on the 2nd floor of this historic building in Regent Square. Walk to Frick Park, restaurants, coffee shops and bars on Braddock. Hike or mountain bike on the 22 miles of trails. Small and well-appointed kitchen if you like to prepare your own meals. Tons of natural light. Close to bus routes. Need more space? Traveling with others? Check out my other 2bd listing.

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, 159 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 cozy living area is presented with a comfortable gray sofa and a minimalist black coffee table. A wall-mounted TV is visible opposite the seating, and natural light streams through two large windows. An elegant floor lamp adds warm lighting against a white wall.
Apartment in Friendship
4.85 out of 5 average rating, 525 reviews

PRIVATE MINI STUDIO (C1)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 2nd 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
Apartment in Highland Park
4.99 out of 5 average rating, 116 reviews

Highland Park Carriage House

This two-room apartment is located in the popular East End of Pittsburgh in the Highland Park neighborhood. Highland Park is mostly residential, with a small business district with several popular restaurants, a coffee shop, a bakery, and a small market. The apartment is one block from the bus line, and less than a mile to Whole Foods and an ever growing choice of restaurants in East Liberty. Downtown Pittsburgh is only 4 miles away.

Guest favorite
A cozy living room features a green sofa and a round dining table with two chairs. A patterned area rug lies beneath, adding warmth to the space. Natural light is invited through the front door, adorned with a colorful window design.
Apartment in Beechview
4.94 out of 5 average rating, 214 reviews

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown

Cozy 450 sq ft 1-bedroom with everything you need and nothing you don't. This private access unit has a newly renovated bathroom and kitchen. Located near downtown Pittsburgh but in a suburban-feeling neighborhood. Walking distance from a grocery store, some great local food options, and the public transit right at your door. Free and easy parking readily available. An affordable and comfortable way to experience the Burgh!

Guest favorite
A spacious living area features a comfortable gray sofa adorned with two throw pillows. A wooden coffee table sits in front, complemented by a decorative area rug. Three abstract wall art pieces enhance the ambiance, while a doorway leads to adjacent spaces.
Apartment in Shadyside
4.88 out of 5 average rating, 214 reviews

Cozy 2BR steps from Walnut St!

2 bedroom/ 1 bathroom apartment in the heart of Shadyside, steps from Walnut Street! 🌟2 Memory foam queen beds (Nectar Mattresses!) 🌟Spacious living room with pull out bed 🌟24/7 guest support 🌟Fully stocked & equipped kitchen 🌟Private washer/ dryer 🌟Super comfy furnishings throughout We're here for you before, during and after your stay! Reach out if you have any questions or feel free to book instantly.

Guest favorite
Apartment in Bloomfield
4.92 out of 5 average rating, 317 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.

Popular amenities for Shadyside apartment rentals

When is the best time to visit Shadyside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR1,355 ZARR1,372 ZARR1,509 ZARR1,664 ZARR1,990 ZARR2,041 ZARR1,835 ZARR2,058 ZARR1,870 ZARR1,784 ZARR1,698 ZARR1,492 ZAR
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Quick stats about apartment rentals in Shadyside

  • Total vacation rentals

    Explore 190 vacation rentals in Shadyside

  • Nightly prices starting at

    Shadyside vacation rentals start at R686 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 20,690 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    190 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!