
Apartment vacation rentals in Shadyside
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Top-rated apartment rentals in Shadyside
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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.

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!

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.

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.

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.

"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.

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.

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).

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.

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!

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.

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
Weekly apartment rentals

Cozy King Suite Just off Walnut

Exquisite Super Cozy Smart Home 3 (Alexa control)

1BR/1BA with Gym Access Near UPMC & Carnegie Uni.

PRIVATE FULL STUDIO IN PITTSBURGH (C2)

#50 Cozy Home in the heart of Shadyside

1 Bed Point Breeze N, Bakery Sq.

The Walnut Suites - The Hidden Suite

Shadyside King Suite w/ Parking!
Private apartment rentals

Modern Studio Close to Popular Pittsburgh Sights

Off Street Parking, King Bed, on Butler Street!

Shadyside 2 Bedroom Apartment.

Luxurious 2Bed by Whole Foods

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

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

2 Beds Apt - Bakery Square, Point Breeze North

Cozy Apt in Heart of Shadyside - Private Balcony
Apartment rentals with a hot tub

Pittsburgh Getaway

Centrally Located Chic & Stylish Retreat w Hot Tub

420 friendly Luxury loft apt w jet tub & balcony

sauna suite w outdoor jetted hot tub

Spacious 4BR Retreat +Hot Tub & Deck

Romantic Jacuzzi suite

Quiet Apt w/Hot Tub, Pets OK, Monthly Discount!

Sleek 2BR Downtown Retreat with Gym
When is the best time to visit Shadyside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,355 ZAR | R1,372 ZAR | R1,509 ZAR | R1,664 ZAR | R1,990 ZAR | R2,041 ZAR | R1,835 ZAR | R2,058 ZAR | R1,870 ZAR | R1,784 ZAR | R1,698 ZAR | R1,492 ZAR |
| Avg. temp | -2°C | 0°C | 4°C | 11°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
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!
Destinations to explore
- Rentals with an EV charger Shadyside
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- Rentals with a patio Shadyside
- Rentals with a washer and dryer Shadyside
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- Carnegie Mellon University
- PNC Park
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Oakmont Country Club
- Yellow Creek State Park
- Raccoon Creek State Park
- Kennywood
- National Aviary
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Point State Park
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Narcisi Winery
- Schenley Park
- Senator John Heinz History Center
- Bella Terra Vineyards
- Children's Museum of Pittsburgh
- Cathedral of Learning
- Laurel Mountain Ski Resort




