
Apartment holiday rentals in Shadyside
Find and book unique apartments on Airbnb
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.

Grandview Ave Luxe | City Views | Amenities Galore
Walk in and say wow! Stay on Grandview Ave., the street with million dollar views of Pittsburgh. Our completely remodeled penthouse features the luxe touches you'd expect - Breville espresso machine, wine fridge, wet bar, smart home features, bidet, rain shower, & more! Specifically designed for a couple that wants the nicest accommodations in the city, but comfortably sleeps 4 in 2 king beds. Park in our private lot, then walk 2 blocks to Shiloh St for bars & restaurants. Prepare to be amazed!

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.

Cozy King Suite Just off Walnut
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!

Amazing views! Free Parking!
After a year-long restoration project, we are thrilled to present our home in Pittsburgh's historic north side. What awaits you is a quiet, downtown gem surrounded by nature with amazing city views. What You'll Love: -Total and complete renovation between 2020-2021 -Gourmet, fully-equipped kitchen including coffee/tea station -Remarkable city views -Close to stadiums, downtown, museums -Relaxing patio -Gigabit internet connection -Peaceful nature surroundings -Comfortable memory foam beds

Upscale Double King Bed Suite ~ Steps from Walnut!
Upscale 2 bedroom/ 1 bathroom APT 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. āļøTwo Memory foam king beds š24/7 Guest Support āļøIn-unt Washer/ Dryer šFully stocked & equipped kitchen āļøSleeper sofa (Full) šPet Friendly (Most provide vaccination records) āļøPrivate entrance & front porch āļøSteps from popular Walnut Street!

Cozy 1BR Minutes from NFL Draft
Welcome to our newly remodeled 1 bedroom apartment, featuring modern furnishings, upscale appliances, and abundant natural light. Just steps from the David L. Lawrence Convention Center (DLCC), it's perfect for business travelers and event-goers. Enjoy nearby attractions like PNC Park, Market Square, and the Cultural Districtāall within walking distance. Whether you're visiting for business or leisure, our space provides a comfortable and convenient base for your Pittsburgh stay!

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.

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 IN BRIGHT NEW BASEMENT (A)
This Bright basement studio is for anyone needing a stylish, clean place to stay while visiting Pittsburgh. It has a new queen bed, sleeper sofa, desk, bar and a very large bathroom. It has a private entrance at the back of a beautiful 1890s Pittsburgh mansion. It works very well for travelers 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).

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.

Cozy Entire Apt 3 *Friendship Park *free parking
Entire apartment with one bedroom, living room, bathroom is located in Bloomfield, a quiet yet vibrant neighborhood thatās 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 and eclectic flair. This 3rd 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

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

The Walnut Suites - The Onyx Suite

#50 Cozy Home in the heart of Shadyside

Art Deco House In Prime Location

1 Bed Point Breeze N, Bakery Sq.

5Star Location 1ST FL Classic Victorian

Entire 1st Floor Apartment in Pittsburgh!

Comfortable Apartment ā Pittsburgh's Little Italy!
Private apartment rentals

Shadyside/Central @4 Stylish&Central Studio w/Prkg

Upscale 2BR suite ~ Free Parking & Walkable!

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

Cozy 2BR steps from Walnut St!

Huge Open Concept 2BR by Walnut

Cozy King Suite|Central, Workspace + Free Parking

Upscale King Suite by WholeFoods

Cozy King Bed Suite ~ Free Parking & Ground Floor!
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

sauna suite w outdoor jetted hot tub

Spacious 4br Retreat+Hot Tub & Deck

Romantic Jacuzzi suite

Hot Tub | Light & Bright w/Deck | Walk to Butler!
When is the best time to visit Shadyside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £59 | £60 | £66 | £72 | £87 | £89 | £80 | £90 | £81 | £102 | £101 | £77 |
| 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
- House rentalsĀ Shadyside
- Family-friendly rentalsĀ Shadyside
- Rentals with a fireplaceĀ Shadyside
- Fitness-friendly rentalsĀ Shadyside
- Pet-friendly rentalsĀ Shadyside
- Rentals with outdoor seatingĀ Shadyside
- Rentals with a washing machine and dryerĀ Shadyside
- Rentals with a patioĀ Shadyside
- Rentals with an EV chargerĀ 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
- Pittsburgh Zoo & PPG Aquarium
- Acrisure Stadium
- Idlewild & SoakZone
- University Of Pittsburgh
- Point State Park
- Kennywood
- Raccoon Creek State Park
- National Aviary
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- David Lawrence Convention Center
- Schenley Park
- Carnegie Museum of Art
- Children's Museum of Pittsburgh
- Randyland
- Senator John Heinz History Center
- Cathedral of Learning
- Stage AE
- Petersen Events Center
- Carnegie Science Center




