Vacation rentals in Shadyside, Pittsburgh

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Top-rated vacation rentals in Shadyside, Pittsburgh

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Guest favorite

Apartment in East Liberty

4.96 out of 5 average rating, 124 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.

Nov 6 – 13

$86 per night

Guest favorite

Guest suite in Highland Park

4.97 out of 5 average rating, 140 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.

Oct 8 – 15

$69 per night

Guest favorite

Apartment in Shadyside

4.95 out of 5 average rating, 220 reviews

Bohemian Place Shadyside Style

Designed for longer stays. Sanitized for each guest, 2 bdm apt with private entrance to the 3rd floor apartment. Steps from shops, grocery, restaurants, public transportation. *Private ent., extra twin foam bed. *Kit incl, plates, toaster oven, microwave, stove, H2O kettle, French Press * 1 block RESTAURANTS Walnut St./ Ellsworth Ave / Museums *HV/AC *5 min. walk grocery. *UPMC Shadyside, Pitt, CMU, Chatham Univ. Bike rent - 1/2 blk. bike route *2 min. walk to busway to downtown.

Aug 29 – Sep 5

$81 per night

Guest favorite

Apartment in Point Breeze

4.95 out of 5 average rating, 387 reviews

Charming cozy apartment with deck.

This little jewel of an apartment is charming and cozy, with private entrance, 1 bedroom, small sitting area, fully-equipped kitchen, bath, laundry access, wifi and private deck. We are on a quiet shady street near 644-acre park. 2.5 miles to universities, 1 mile to Bakery Square. NO CLEANING FEE, so a better value than other listings! Comfortable queen-sized bed with memory foam mattress topper. Many nice amenities and original artwork. Small but homey with lots of little luxuries!

Aug 29 – Sep 5

$83 per night

Guest favorite

Apartment in Shadyside

4.89 out of 5 average rating, 102 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.

Apr 8 – 15

$116 per night

Guest favorite

Apartment in Shadyside

5.0 out of 5 average rating, 22 reviews

Shadyside 2Bed 2Bath w/ Parking!

2 OFF STREET PARKING SPACES INCLUDED FOR FREE! In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 2BR/2 bath apartment in a prime location, restaurants, shops, coffee shops, and fitness studios close by. The building was gutted and remodeled, everything down to the soundproofing and top of the line appliances are brand new! Free laundry included inside the unit. Fully stocked for both long and short term stays!

Mar 26 – Apr 2

$110 per night

Superhost

Apartment in Shadyside

5.0 out of 5 average rating, 7 reviews

Studio on 5th Ave Shadyside - Walk to CMU and Pitt

Welcome to Shadyside STAY! This lovely studio apartment is located in the ideal central location of Shadyside, situated right on 5th Ave and Ivy St. It’s only 5 short blocks to grab your favorite coffee or shop at Lululemon or Apple store on Walnut St. In close proximity to CMU, PITT, and UPMC Shadyside making it an ideal place for students, professors, and traveling nurses. CMU’s free shuttle stop is in front of the building, or you can walk to CMU and PITT campus.

Jan 31 – Feb 7

$64 per night

Guest favorite

Apartment in East Liberty

4.94 out of 5 average rating, 191 reviews

MINIMALIST + MODERN 2BR in trendy PGH enclave

Enjoy all that the city has to offer and book our completely renovated 2-bedroom apartment in the ultra-trendy East Liberty neighborhood of Pittsburgh! Light-filled with a designer's touch and modern furnishings throughout, you'll find both privacy and comfort with your own separate entrance. Within walking distance of the East Liberty business district and on two major bus lines/bike lanes, there's no need for a car to explore the City of Champions!

Jan 16 – 23

$83 per night

Guest favorite

Home in Bloomfield

4.88 out of 5 average rating, 421 reviews

PRIVATE MINI STUDIO (D2)

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).

Oct 23 – 30

$80 per night

Superhost

Apartment in Shadyside

4.85 out of 5 average rating, 212 reviews

🔥Pristine King Bed Suite ⚡️ Hidden Gem 💎 PITT / CMU ✨ Pet Friendly 🐶

Pristine 1 bedroom apartment in the heart of Shadyside! Prime location, short walk to plenty of restaurants, shops, coffee shops & UPMC Shadyside hospital! Fully equipped for both long and short stays. 🔹King bed (memory foam mattress) 🔸Pet friendly! 🐶 🔹Fully stocked & equipped kitchen 🔸Smart Home Technologies 🔹Central AC/ Heat 🔸Luxurious waterfall shower head🚿 🔹Free street parking 🔥Message today to secure your reservation!🔥

Dec 10 – 17

$107 per night

Guest favorite

Guest suite in Bloomfield

4.98 out of 5 average rating, 179 reviews

Sunny Friendship "Treehouse" 2 story / 1BD gem

Friendship Treehouse: Walking distance to 3 hospitals, our private, 2 story apartment w/ separate entry is steps away from great restaurants, coffee shops, yoga studios, art galleries & major bus lines. Located on a quiet tree-lined street in the aptly named Friendship area, we are an easy commute to Pitt & CMU. Our apartment is perfect for all of your travel & work needs. Suited for solo travelers, couples, and business travelers.

Nov 17 – 24

$86 per night

Guest favorite

Apartment in Bloomfield

4.91 out of 5 average rating, 232 reviews

Cozy Entire AptA Friendship Park & free parking

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.

Aug 2 – 9

$124 per night