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.
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.

Guest favourite
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, 690 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.

Guest favourite
The living area features a fold-out sofa adorned with a colorful floral cover, accompanied by two upholstered chairs and a wooden writing desk. A rectangular coffee table sits at the center, with light streaming in through large windows that enhance the space's brightness.
Flat in Deutschtown
4.83 out of 5 average rating, 420 reviews

1 Bed, idyllic, stadiums, free parking, & Pets OK

Here's a quiet hideaway. Book the apartment, and reserve a fine meal at a nearby restaurant, and walk to the nearby park. For the price of a hotel room, you get living and sunrooms, a complete kitchen with parking, washing, ironing, and excellent internet access. You are close to concerts, parks, museums, stadiums, AGH, and fine restaurants. This apartment is a great center to explore downtown and the Northside of Pittsburgh. You and your pet will like the large park, only a 1/2 block away.

Top guest favourite
A light-filled living area displays a comfortable sofa paired with an accent chair and a round coffee table. A dining area with bar stools is visible, along with a modern kitchen featuring stainless steel appliances and stylish cabinetry. Warm wooden flooring adds to the inviting ambiance.
Flat in Shadyside
4.91 out of 5 average rating, 191 reviews

Cozy King Suite with 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! 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!

Guest favourite
A cozy living area is presented with a charcoal gray sofa facing a wall-mounted smart TV. Natural light filters through two large windows adorned with blue curtains. A white coffee table sits on a patterned area rug, complemented by an armchair and a green plant nearby.
Flat in Shadyside
4.9 out of 5 average rating, 153 reviews

Cozy King Suite|Central, Workspace + Free Parking

Enjoy our spacious king-sized bed suite located in the friendly Friendship/ Shadyside neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Pittsburgh's Favorite local coffee shop - Yinz Coffee! 💫 King bed (Memory foam mattress) 💫 Sleeper Sofa (Queen) 💫 Free in-unit washer/ dryer 💫 Large L-Shaped desk w/ fast wifi 💫 Pet-friendly 💫 24/7 Guest support 💫 Free off-street parking - 1 vehicle 💫 Close to CMU / Pitt!

Guest favourite
A charming exterior view of a two-story Victorian home is displayed. The blue and green siding is complemented by a green door adorned with a wreath. A pathway leads to the entrance, flanked by wooden fences and natural greenery.
Flat in Shadyside
4.89 out of 5 average rating, 123 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.

Guest favourite
The spacious bedroom features a wooden platform bed with a plush mattress and white linens, complemented by a decorative blanket. A minimalist bedside table holds a lamp, while two framed botanical prints adorn the wall. Natural light filters through the window, enhancing the inviting atmosphere.
Flat in Shadyside
4.95 out of 5 average rating, 139 reviews

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

Modern and family oriented 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.

Top guest favourite
Flat in Pittsburgh
4.99 out of 5 average rating, 125 reviews

Pittsburgh Area 2 Bedroom Apt.

Comfortable, Convenient & Clean 2 bedroom apartment (1 queen bed & 1 twin size day bed). Located on a "Pittsburgh Hill" you'll remember in Forest Hills a quiet residential eastern suburb of city. Free off street parking. Downtown & Stadiums 10 mi. Universities, Medical Center & Carnegie Museums 8 mi. Monroeville Convention Center & Sri Venkateswara Temple 5mi, International A/P 27 mi. PENS Hockey Arena 9 mi. I-76 PA turnpike 8 mi. Kennywood Park 5 mi.

Top guest favourite
The open-concept living area features modern design elements, including a kitchen island with granite countertops, a sofa positioned beside a decorative wall, and natural light entering through nearby windows. Wooden flooring contrasts with gray tiles, and a circular mirror adds a stylish detail.
Flat in Shadyside
4.97 out of 5 average rating, 192 reviews

Walk to CMU, Pitt, Shadyside! King Suite! Parking!

This remodeled apartment is in an ideal location in Shadyside close to CMU, Pitt, Walnut Street and much more! My apartment features a deck, open-concept layout, bedroom with a walk-in closet, central air, and free laundry. One parking spot is available for free if you reserve it in advance. The apartment sleeps 4 people. The bedroom has a king bed. The living room has a sofa couch that very conveniently folds down to transform into a queen-sized bed.

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, 163 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).

Top guest favourite
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.
Flat in Beechview
4.94 out of 5 average rating, 218 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!

Popular amenities for Shadyside apartment rentals

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Avg. price$101 SGD$103 SGD$113 SGD$125 SGD$149 SGD$153 SGD$137 SGD$154 SGD$140 SGD$134 SGD$127 SGD$112 SGD
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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 $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 20,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 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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