
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.

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.

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.

King Bed On Butler Street, Middle of Everything!
If you're the type of traveler that wants to be steps from the fun, this is your place! Our second floor apartment features a well stocked kitchen, quality amenities, smart 4K TVs (including bedroom), a king bed, 2 desks (in 2 separate rooms, perfect for a work from home couple) and more! Three breweries and 20+ bars & restaurants are within 3 blocks of your place. It's perfect for when you want a night out - but with our cozy place you'll be tempted to stay in & relax while watching Netflix!

Queen Bed Suite|Heart of Shadyside|Walkable &Quiet
Stylish and freshly renovated 1 BR/ 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. āļøSuper comfy queen memory foam mattress š24/7 Guest support āļøFree off-street parking! šFully stocked & equipped kitchen āļøQueen sized pull out sofa šPet Friendly (Must provide vaccination records) āļøLaundry (Free and in-unit)

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.

Friendship Retreat~B | 1BR w/ Gourmet Kitchen
Enjoy a stylish first-floor 1BR with a gourmet kitchen featuring high-end appliances and a spacious living area perfect for relaxing or entertaining. The queen-size bedroom offers a comfortable nightās sleep. High-speed WiFi and a dedicated workspace make it ideal for business travelers or remote work. Access to shared parking (6 spots, first-come, first-served). Located near West Penn Hospital and UPMC Shadyside, perfect for couples, visiting families, or medical stays.

Chic Shadyside Apt w/ Balcony-1Block to Walnut St!
In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 1BR/1 bath apartment with private covered balcony w/ TV in a prime location, dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted and entirely 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!

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 FULL STUDIO IN PITTSBURGH (C2)
This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd 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).

StudioApt W/Gym+EV+Free Parking+Near Pitt Uni UPMC
Welcome to our stunning cozy 1-bed studio unit. Perfect for both business and leisure travelers, this elegant retreat offers a perfect blend of comfort, style, and convenience, ensuring a memorable stay in the heart of Pittsburgh. Nestled in a prime location, our unit provides easy access to the cityās top attractions, making it the ideal base for exploring everything Pittsburgh has to offer *ID and Background verification needed *

Fully renovated 2BD APT in Shadyside
Welcome to Shadyside STAY, your cozy home base in Pittsburghās most walkable neighborhood. Just steps from Walnut Streetās coffee shops and boutiques, and minutes from CMU, Pitt, and UPMC Shadyside. CMUās free shuttle stops right outside, making campus access effortless. Perfect for students, professors, young pros, and visiting parents, our apartments blend classic Pittsburgh charm with fresh, modern vibes.

Spacious 2BR 1BA: King and Queen Beds
No smoking, no pets and no parties allowed. This is a spacious first floor apartment with a dedicated workspace, two bedrooms and one bath; one bedroom has a King bed and one has a Queen bed. There is a full kitchen and large living room with TV with Roku (no cable). Close to the Zoo, museums, tons of restaurants and coffee shops - you will love it here!
Popular amenities for Shadyside apartment rentals
Weekly apartment rentals

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

Cozy 2BR steps from Walnut St!

Huge Open Concept 2BR by Walnut

Cozy Apt in Heart of Shadyside - Private Balcony

Betwn Walnut & Ellsworth! Sleeps4! Parking&Laundry

Upscale King Suite by WholeFoods

Cozy King Suite with Parking!

Shadyside King Suite w/ Parking!
Private apartment rentals

Peaceful 2BR King Bed Suite | Walk to Walnut St!

Spacious 2BR Steps to WholeFoods

Shadyside 2Bed 2Bath w/ Parking!

Bright & Upscale|King Bed|Free Parking w/Workspace

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

Cozy Flat-A | 1BR Quiet Stay in Friendship Park

Cozy King Suite|Central, Workspace + Free Parking

Stunning 2 BR King Bed Suite ~ Steps from Walnut
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

Hot Tub w/ City View | Mt Washington King Suite

Spacious 4BR Retreat +Hot Tub & Deck

Romantic Jacuzzi suite

Hot Tub | King Bed | Free Parking | Pac-Man

Bear Den in the Heart of the City! (Unit 2)
When is the best time to visit Shadyside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £60 | £61 | £67 | £74 | £88 | £90 | £81 | £91 | £83 | £103 | £102 | £78 |
| 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 flat rentals in Shadyside

Total holiday rentals
Explore 190 holiday rentals in Shadyside

Nightly prices starting at
Shadyside holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 22,470 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
160 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 ā averaging 4.9 out of 5!
Destinations to explore
- Rentals with an EV chargerĀ Shadyside
- Fitness-friendly rentalsĀ Shadyside
- Rentals with a fireplaceĀ Shadyside
- Rentals with a washing machine and dryerĀ Shadyside
- Pet-friendly rentalsĀ Shadyside
- House rentalsĀ Shadyside
- Rentals with outdoor seatingĀ Shadyside
- Family-friendly rentalsĀ Shadyside
- Rentals with a patioĀ Shadyside
- Flat rentalsĀ Pittsburgh
- Flat rentalsĀ Allegheny County
- Flat rentalsĀ Pennsylvania
- Flat rentalsĀ United States
- PNC Park
- Carnegie Mellon University
- Seven Springs Mountain Resort
- Fallingwater
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Acrisure Stadium
- Idlewild & SoakZone
- University Of Pittsburgh
- Point State Park
- Raccoon Creek State Park
- Ohiopyle State Park
- National Aviary
- Kennywood
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Children's Museum of Pittsburgh
- Carnegie Museum of Art
- Senator John Heinz History Center
- Randyland
- Cathedral of Learning
- Sri Venkateswara Temple
- Stage AE
- Petersen Events Center




