
Vacation rentals with a patio in Shadyside
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Top-rated patio rentals in Shadyside
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Pittsburgh, PA - North Side
Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

Off-Street Parking, Steps to Butler St., Patio!
In the heart of lower Lawrenceville, our place exudes historic Pittsburgh charm while providing an incredibly cozy experience. Our spacious kitchen invites you to cook a great dinner. Our comfortable living room surrounded by historic brickwork + open staircase encourages you to relax and watch Netflix. The patio welcomes you with fresh air. With two full bathrooms, two couples or a family can get ready for the day (or night!) Within walking distance, bars, breweries, and restaurants abound!

City View Sanctuary ~ Hot Tub, Abundant Parking
A unique Pittsburgh experience! This stylish, singular home boasts 6 rare off-street parking spots on Mt Washington. And once you're all parked, you'll discover a welcoming outdoor area, w/ unique views of Pittsburgh's East End, Emeraldview Park, the skyline, and the rolling hills beyond. You'll be staying minutes from popular destinations like PPG arena, downtown, Southside, Station Square, and the Monongahela riverfront. IDEAL FOR: traveling for work, 2 or 3 couples traveling together

King Bed | Amazing Location | Stunning Design
✨Modern Nordic charm in the heart of Lawrenceville!✨ Just two blocks from Butler Street, you’ll be surrounded by Pittsburgh’s best bars, restaurants, coffee shops, & patios. This art-filled 2BR home combines thoughtful design with high-speed internet, two 55” 4K TVs, and a cozy loft office. Cook in the fully stocked kitchen, stream your favorites, or unwind in a space that’s as functional as it is stylish. Recently remodeled with comfort in mind—it’s the perfect home base for work or play!

King Bed | 2 full bath | Deck! Hip Millvale!
Welcome to our spacious home! With 2 full bathrooms & 1 queen bedroom, our place is perfect for the traveling couple that loves privacy, or solo guests that want to spread out. Located in Millvale, our place is within walking distance to great breweries, shops & restaurants. Millvale has a massive amount of charm, with many of the same attributes of Lawrenceville at a lower price point. We're right over the bridge from Lawrenceville & a 5-minute drive to downtown & the North shore stadiums.

Block from Butler St. Exposed Brick Beauty!
Only a block to Butler St., one of the most walkable areas of Pittsburgh! This to-the studs renovated property went live in early 2022, sitting on a quiet alley in Lawrenceville. Featuring a well appointed kitchen, beautiful bathroom, spacious living areas, and exposed brick everywhere, this is a place you want to call home for a few days to a few months! Curl into the couch and watch Netflix, or if duty calls, work from home at the desk with high speed 300mbps internet. Book today!

Stunning 2 BR King Bed Suite ~ Steps from Walnut
Stunning & upscale 2 BR/ 1 bathroom perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! ⭐️2 beds (1 King/ 1 Queen; High end memory foam mattresses) ⭐️Sleeper sofa (Queen) ⭐️Pet Friendly ⭐️Free washer/ dryer (Basement) ⭐️Fully stocked & equipped kitchen ⭐️Private back porch My team & I are here for you 24/7 before, during and after your stay with us! Message us if you have any questions or feel free to instant book!

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!

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.

Cheerful 3-bedroom home with on-street parking
Enjoy your stay in this beautifully renovated 3 story 1920s centrally-located home in the Greenfield neighborhood of Pittsburgh (right next to Squirrel Hill). Less than 10 minutes to Downtown, PPG Arena, Bakery Square, CMU, Pitt, Chatham, and Duquesne University. Minutes away from excellent restaurants and bars in Pittsburgh. Fully equipped entire home for an extended or few nights stay. Enjoy outdoor seating on the front porch and back deck with a fenced in backyard.

Fire Pit + Family Friendly + Great Location!
Welcome to our family-friendly home in Bloomfield! Tickle the ivories on our baby brand piano while you send the kids upstairs to play with coloring books, toys, and more. Cook a great meal in our well stocked kitchen, or relax on the couch and watch Netflix. At night, spark up the fireplace and enjoy an evening outside with friends! If you're an "out and about" type - you're just a few blocks from the main drag in Bloomfield, full of great bars & restaurants!

Comfortable Family Retreat | Crib | Quiet & Safe
Conveniently located just 10 minutes from downtown and within 15 minutes of major city attractions our home is the perfect for small groups looking to explore the vibrant city of Pittsburgh. With ample space for everyone to spread out and relax, our home offers a comfortable and inviting atmosphere. We offer premium amenities, including whole bean coffee, tea selection, soft towels, toiletries, and in-unit laundry (w/d) with laundry supplies provided.
Popular amenities for Shadyside patio rentals
Apartment rentals with a patio

2 Bdrm - East Liberty, Bakery Square, Point Breeze

Stylish 3BR w/ Free Parking Near Shopping & Dining

Pollinator’s Paradise *2BR; sleeps 7; park free!

Convenient 1 BR With City View

Cozy private unit with city view, patio, & parking

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

Cozy 2 bedrooms unit - 10 minutes to Downtown

Amazing views! Free Parking!
House rentals with a patio

Gothic Boho Hideaway |4BR |Parking |Safe &walkable

HotTub/Firepit/Parking! Less than 1mi PNC Park

2 beds/1.5 bath Hygge-Hus, Minute to Cafes & Shops

★2 Car off-street parking★ Outdoor dining ♥view♥

Luxury Stay • Movie Room • Sleeps 6

Hendrix Hospitality Suite

Chic 3 Bedrooms Getaway • Private Parking & Patio

Mid-century, design minded house in Point Breeze
Condo rentals with a patio

4 min from Downtown | Steps to City Overlook

Fun & Quiet Home away from Home!

Cozy & Quiet, Close Downtown/Stadiums

Clean, cozy & walkable condo w/ luxury upgrades

1-bedroom for long-term rentals

The Perfect Home away from Home !

Cozy, Charming & Quiet, close Downtown!

Spacious Modern Loft Condo with Hot tub and Grill
When is the best time to visit Shadyside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ415 | ﺩ.ﺇ430 | ﺩ.ﺇ411 | ﺩ.ﺇ378 | ﺩ.ﺇ492 | ﺩ.ﺇ507 | ﺩ.ﺇ441 | ﺩ.ﺇ510 | ﺩ.ﺇ430 | ﺩ.ﺇ602 | ﺩ.ﺇ599 | ﺩ.ﺇ448 |
| 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 vacation rentals with a patio in Shadyside

Total vacation rentals
Explore 170 vacation rentals in Shadyside

Nightly prices starting at
Shadyside vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 15,340 verified reviews to help you choose

Family-friendly vacation rentals
80 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
170 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 a fireplace Shadyside
- Pet-friendly rentals Shadyside
- House rentals Shadyside
- Rentals with an EV charger Shadyside
- Rentals with a washer and dryer Shadyside
- Rentals with a fire pit Shadyside
- Rentals with outdoor seating Shadyside
- Family-friendly rentals Shadyside
- Apartment rentals Shadyside
- Fitness-friendly rentals Shadyside
- Rentals with a patio Pittsburgh
- Rentals with a patio Allegheny County
- Rentals with a patio Pennsylvania
- Rentals with a patio United States
- PNC Park
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- David Lawrence Convention Center
- Acrisure Stadium
- Pittsburgh Zoo & PPG Aquarium
- University Of Pittsburgh
- Idlewild & SoakZone
- Ohiopyle State Park
- Raccoon Creek State Park
- Point State Park
- Kennywood
- Sri Venkateswara Temple
- National Aviary
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Stage AE
- Petersen Events Center
- Children's Museum of Pittsburgh
- Cathedral of Learning
- Carnegie Museum of Art
- Senator John Heinz History Center
- Randyland





