
Holiday rentals with outdoor seating in Shadyside
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Top-rated rentals with outdoor seating in Shadyside
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Artsy Apt in Lawrenceville with deck & parking
One bedroom, one bathroom 2nd floor apartment located in Lower Lawrenceville with easy access to downtown, the Strip District, Shadyside, and our own very walkable neighborhood. You'll be able to park right behind the property and walk to a ton of coffee shops, yoga, art galleries, shops, and restaurants. There is a washer/dryer in the bathroom. The kitchen has a dishwasher. The second bed is a pullout couch in the living room. Every window has a shade you can pull down to keep out the light.

Park Off-Street | Soaker Tub | Block from Butler
Settle into a beautifully restored 2BR/2BA row house in the heart of Lawrenceville, less than a block from Butler Street's best restaurants, bars, and shops. Enjoy a king bed, soaker tub, awesome shower, off-street parking, a fully stocked kitchen, and a dedicated workspace in each bedroom. Original exposed brick, lofted ceilings, and sliding barn doors give this home serious Pittsburgh character. Fast fiber Wi-Fi, smart TVs, and an easy self check-in round out a stay that works for any trip.

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.

Shadyside/Central @1 Spacious & Modern 1Bdr w/Prkg
Spacious and family oriented & Modern 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, living room & 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.

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!

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. ⭐️Super comfy queen memory foam mattress 🌟24/7 Guest support ⭐️Free off-street parking! 🌟Fully stocked & equipped kitchen ⭐️Queen sized pull out sofa 🌟Pet Friendly (Must provide vaccination records) ⭐️Laundry (Free and in-unit)

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!

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!

Private East Liberty Flat
Private one-bedroom flat in renovated East Liberty row house. Great central location. Walking distance to parks, shops, restaurants. Easy access to public transportation. Queen bed. Dining/desk area. Full kitchen with electric range, dishwasher, refrigerator, coffee maker, kettle, toaster and a microwave. Filtered cold water in fridge. Wireless internet. Radiant floor heating. Window air conditioning. Private entrance with keypad lock. Hosts live n

Off St. Parking | No Stairs | Walk to Liberty Ave
✨ Ground-floor comfort + walkable Bloomfield charm! ✨ This refreshed 1BR retreat offers private off-street parking, a fully stocked kitchen with island seating, in-unit laundry, and a king bed for premium rest. Smart TVs, fast Wi-Fi, and workspaces make it ideal for both getaways and WFH stays. Located just steps from Liberty Ave’s shops and eats, this is your perfect Pittsburgh base for exploring the white hot Bloomfield area dining scene!

Spacious, warm, private apartment near CMU /Pitt
Spacious, warm, private apartment with parking set in a beautiful, quiet, family neighborhood. Just minutes away walking from CMU (10 Min) and Pitt 20 Min). And a 4 minute walk Bus stop (61xx) to all of Pittsburgh. Shadyside, Squirrel Hill and the Carnegie museums are in the immediate neighborhood with great options for dining and entertainment. Also the Phipps Conservatory and Botanical Gardens are only 1.3 Miles from the house.

Betwn Walnut & Ellsworth! Sleeps4! Parking&Laundry
LOCATION! LOCATION! This apartment is approx 200 feet to Ellsworth Avenue and approx 700 feet to Walnut Street! My apartment features a deck, open-concept layout, central air, and free laundry. One parking spot is available for free, if reserved in advance. Please see the parking policy below. The apartment sleeps 4 people. The bedroom has a queen bed. The living room has a sofa that conveniently folds down into a queen-sized bed.
Popular amenities for outdoor seating rentals in Shadyside
House rentals with outdoor seating

NEW! Luxurious 5bdr w/ a hot tub. Walk to stadiums

Lawrenceville charmer · sleeps 8, 2 full baths!

Luxury Mountainside with Spectacular Views

Urban converted gas station in heart of South Side

Pittsburgh, PA - North Side

PBR - Pittsburgh Bloomfield Rowhouse

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

Fire Pit + Family Friendly + Great Location!
Apartment rentals with outdoor seating

A Retreat Above It All

Sweet Little Suite 1BR Suite Near Hospital & Park

The Pittsburgh Suite *Free Parking, 10mins-DWNTWN

Newly remodeled 2 bedroom apartment

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

Apt 8 Bloomfield / Lawrenceville private mini 1 br

Quiet Luxury Apartment!

Amazing views! Free Parking!
Apartment rentals with outdoor seating

Luxury Grandview Ave Cozy Gem (2bed/2bath)

Sleeps up to 10! Large Condo w/ 6 Beds + WIFI!

Luxury Pittsburgh Grandview Ave Apt

Clean, cozy & walkable condo w/ luxury upgrades

Charming 2 bedrooms in the middle of Nature

Short walk to Acrisure stadium

Lovely 3 bedrooms in the middle of nature

1-bedroom for long-term rentals
When is the best time to visit Shadyside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $153 SGD | $152 SGD | $148 SGD | $138 SGD | $177 SGD | $179 SGD | $154 SGD | $183 SGD | $153 SGD | $207 SGD | $202 SGD | $169 SGD |
| 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 with outdoor seating in Shadyside

Total holiday rentals
Explore 110 holiday rentals in Shadyside

Nightly prices starting at
Shadyside holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 10,520 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
110 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
- Flat rentals Shadyside
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- Rentals with a fireplace Shadyside
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- House rentals Shadyside
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- Rentals with outdoor seating Pittsburgh
- Rentals with outdoor seating Allegheny County
- Rentals with outdoor seating Pennsylvania
- Rentals with outdoor seating 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





