
Holiday rentals in Shadyside
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Shadyside
Guests agree: these stays are highly rated for location, cleanliness and more.

GYM+HULU with Parking Near UPMC|Shopping|Pitt Uni
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: 🚗FREE Street Parking for 1 Car(Based on Availability) 🏋🏻♂️State-Of-The-Art (24/7)Fitness Center 💼Private & Co-Working Spaces 🔌Level 2 EV Charging Station Available 🍵Complimentary Tea/Coffee Station 🏓Ping Pong Table, Comfy Seating Area 🍖Outdoor BBQ 🐾Pet Friendly

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.

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.

Private Room in Pittsburgh near Carnegie Mellon
Cozy private room in Squirrel Hill. The apartment is shared with myself and my roomate. We keep to ourselves as we are busy working, researching, and out of the house a lot in the evenings. However, we are here to answer any questions you may have about the house or the city of Pittsburgh! The private room includes: a microwave, mini refrigerator,Keurig and coffee pods, TV, Roku, a wardrobe,blackout curtains, desk, an adjustable bed, towels, & washcloths and an AC (excluding fall/winter).

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

Oakland/University @B Quiet & Stylish Private Bd
Cozy and Stylish private room close to Oakland, Shadyside, Bloomfield and Friendship, steps to Universities. A modern design features a queen bed, shared bathroom, working desk. Free Street Parking is available and instructions to obtain a parking pass will be provided on check in date. Please check full listing description for more details and shared amenities. Walk to grocery store, restaurants, hospitals and universities. Perfect for savvy budget travellers who deserve quality stay.

Shadyside/Pittsburgh @A Modern & Cozy Private BD
Spacious & Cozy private room with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. A modern design features a king bed, shared bathroom, working desk. Free Private Parking is available. Please check full listing description for more details and shared amenities. Walk to grocery store, restaurants, hospitals and universities. Perfect for savvy budget travelers who deserve quality 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.

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).

🔥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!🔥

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 city’s top attractions, making it the ideal base for exploring everything Pittsburgh has to offer *ID and Background verification needed *

Shadyside Private Bed/Bath, Office, Free Parking
Heart of Shadyside - short walk to Walnut Street or Shadyside Hospital. One block to bus stop, grocery store, restaurants. Comfortable spacious bedroom with queen bed in townhome. Private bathroom with shower stall. TV, wifi, microwave, mini-fridge, coffee maker, dresser, large closet. Access to washer/dryer. Small desk and office chair. Additional loft workspace with docking station. Driveway parking.
Popular amenities for Shadyside holiday rentals
Other great holiday rentals in Shadyside

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

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

Cozy 2BR steps from Walnut St!

Huge Open Concept 2BR by Walnut

Chic & Cozy 2BR | Walkable Shadyside Location

PRIVATE MINI STUDIO (C1)

Modern & Upscale King Bed Suite|Private w/Parking!

Upscale 2 BR Suite ~ Private deck & Walkable!
When is the best time to visit Shadyside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹7,104 | ₹7,193 | ₹7,814 | ₹8,702 | ₹10,034 | ₹10,300 | ₹8,880 | ₹9,235 | ₹9,324 | ₹9,235 | ₹8,791 | ₹7,992 |
| 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 holiday rentals in Shadyside

Total holiday rentals
Explore 320 holiday rentals in Shadyside

Nightly prices starting at
Shadyside holiday rentals start at ₹2,664 per night before taxes and fees

Verified guest reviews
Over 27,330 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wifi availability
320 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 – averaging 4.9 out of 5!
Destinations to explore
- Rentals with an EV charger Shadyside
- Rentals with a washing machine and dryer Shadyside
- Fitness-friendly rentals Shadyside
- Rentals with a patio Shadyside
- House rentals Shadyside
- Rentals with a fireplace Shadyside
- Pet-friendly rentals Shadyside
- Family-friendly rentals Shadyside
- Rentals with outdoor seating Shadyside
- Flat rentals Shadyside
- PNC Park
- Carnegie Mellon University
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Oakmont Country Club
- Raccoon Creek State Park
- Kennywood
- Yellow Creek State Park
- National Aviary
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Point State Park
- Narcisi Winery
- Schenley Park
- Senator John Heinz History Center
- Bella Terra Vineyards
- Children's Museum of Pittsburgh
- Cathedral of Learning
- Laurel Mountain Ski Resort