Vacation rentals in Shadyside, Pittsburgh

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Top-rated vacation rentals in Shadyside, Pittsburgh

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Guest favorite

A spacious common area is highlighted by contemporary furnishings, including two sleek chairs facing a low wooden table on a patterned area rug. Natural light floods in from large windows, complemented by pendant lighting. Comfortable seating is arranged around a cozy gathering space.

Apartment in Shadyside

4.9 out of 5 average rating, 48 reviews

GYM+HULU+Parking+ Near UPMC|Universities|Shopping

Discover comfort and convenience in our charming city haven. Perfect for professionals and travelers, our apartment is your gateway to nearby dining, boutique stores, shopping outlets, & attractions. Building amenities include: 🏋🏻‍♂️State-Of-The-Art (24/7)Fitness Center 🚗FREE Street Parking for 1 Car(Based on Availability) 💼Private & Co-Working Spaces 🔌Level 2 EV Charging Station Available 🍵Complimentary Tea/Coffee Station 🏓Ping Pong Table, Comfy Seating Area 🍖Outdoor BBQ 🐾Pet Friendly

Top guest favorite

The entrance pathway is lined with vibrant flowers and lush greenery, leading to a decorative door framed by a wooden overhang. A wooden railing provides support alongside a variety of plants, enhancing the inviting approach to the property.

Apartment in East Liberty

4.96 out of 5 average rating, 139 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

The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.

Guest suite in Highland Park

4.98 out of 5 average rating, 245 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Guest favorite

A light-filled bedroom is furnished with a spacious bed and a writing desk. Large windows are adorned with teal curtains, framing a view of the outside. A cozy chair and soft bedding create a serene space for rest and productivity.

Apartment in Shadyside

4.88 out of 5 average rating, 262 reviews

Cozy & Central 2BR ~ Steps from Walnut St!

Cozy and central 2 bed/ 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. ⭐️Memory foam mattresses (1 king/ 1 queen) 🌟Workspace ⭐️Fully stocked & equipped kitchen 🌟Pull out sofa (Queen) ⭐️Pet Friendly 🌟Free washer/ Dryer ⭐️$0 cleaning fee! My team and I are here for you before, during and after your stay 24/7!

Guest favorite

A sleek living area is presented, featuring a dark gray sofa paired with a small black coffee table. Two tall black chairs accompany a round table, with a decorative plant adding a touch of greenery. A light ceiling fan hangs above, enhancing the spacious feel.

Apartment in Shadyside

4.99 out of 5 average rating, 88 reviews

Betwn Ellsworth & Walnut! Sleeps4! Parking&Laundry

This remodeled apartment is in an ideal location in Shadyside just a short walk 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 IF RESERVED IN ADVANCE. The apartment sleeps 4 people. The bedroom has a queen bed. The living room has a sofa couch that very conveniently folds down to transform into a queen-sized bed. The spacious deck is great for relaxing.

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

4.76 out of 5 average rating, 553 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 cozy bedroom space features a green upholstered headboard with a red accent pillow atop a neatly made bed. A minimalist bedside table holds a small plant and a decorative book. Framed artwork adorns the wall above, contributing to a calm atmosphere.

Apartment in Shadyside

5 out of 5 average rating, 10 reviews

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

✨ Welcome to our stylish and modern apartment in the heart of Shadyside! This fully furnished 1 bedroom suite features sleek décor, a fully equipped kitchen, cozy living space and luxurious king bed. Enjoy top-tier amenities, including: 🔹 Free Street Parking 🔹 Fitness Center & Yoga Studio 🔹 Complimentary Coffee Station 🔹 Variety of Co-Working Spaces 🔹 Resident Clubroom with TV 🔹 Courtyard with BBQ & Ping Pong Table 🔹 EV Charging Station 🔹 On-Site Secure Parking Available

Guest favorite

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.

Apartment in Shadyside

4.88 out of 5 average rating, 120 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 favorite

A modern bedroom is characterized by sloped wooden ceilings and exposed beams. A spacious bed with a light gray coverlet is centered against the wall, flanked by two bedside tables with lamps. Natural light enters through a small window, illuminating the wooden floor.

Apartment in Shadyside

4.91 out of 5 average rating, 187 reviews

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

Unique 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.

Guest favorite

A cozy bedroom features a tufted headboard and a comfortable bed adorned with decorative pillows and a gray throw. Natural light filters through a large window with blinds, while a bedside table and stylish lamp complete the elegantly simple decor.

Apartment in Shadyside

4.83 out of 5 average rating, 136 reviews

Shadyside apartments: 1 Bed-1 full BA Jewel!

Shadyside jewel! Spacious, stylish-&- chic! Conveniently located in the prime of Pittsburgh's favorite walkable neighborhood. Extraordinary comfortable interior with in-suite laundry & exclusive covered front porch! Eat-in or dine out. There are many near-by restaurants, quaint shops, unique restaurants & bars, beautiful city parks, culture-rich museums, state-of-the-art sports facilities, Universities, Hospitals. Super easy access to public transportation too!

Superhost

A spacious living area features a comfortable gray sofa set and a small coffee table. A mounted flat-screen TV is visible on one wall, while a kitchenette with modern appliances is positioned adjacent to it, highlighted by natural light from a nearby window.

Guest suite in Bloomfield

4.9 out of 5 average rating, 399 reviews

PRIVATE MINI STUDIO (D1)

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 3rd 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).

Guest favorite

The living room is furnished with a floral-patterned sofa and an accent chair, complemented by a glass coffee table displaying decorative elements. Elegant drapery frames the windows, while a piece of wall art adds a splash of color to the muted walls.

Apartment in Bloomfield

4.92 out of 5 average rating, 296 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.