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

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.

Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond
This charming historical home is close to everything! You can be downtown within 5 minutes. You'll be minutes from the stadiums, museums, and the casino! Pamper yourself. Relax in the hot tub while listening to the sounds of the waterfall over the pond. Watch the colorful Koi splash and play. The meticulously landscaped grounds have countless surprises and beauty in every season. You will enjoy every comfort in this luxurious three-bedroom and 2.5 baths. There's even a shower for your furbaby!

Huge Open Concept 2BR by Walnut
HUGE apartment In the heart of Shadyside w/ room for the whole family! 1 Block to Walnut St & FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, 3 min drive to CMU & Pitt! 2 floor apt in a prime location, w/ all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, & fitness studios close by. The building was gutted & remodeled in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances is brand new!

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!

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!

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 2 BR Suite ~ Private deck & Walkable!
Stunning & upscale 2 BR/ 2 bathroom apartment 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) ⭐️Pack n Play crib ⭐️Pet Friendly ⭐️Free washer/ dryer (In unit) ⭐️Standing Desk ⭐️Fully stocked & equipped kitchen ⭐️Private back deck (Furnished) ⭐️$0 Cleaning Fee! My team & I are here for you 24/7 before, during and after your stay with us!

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.

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!

Cozy 2 bedrooms unit - 10 minutes to Downtown
Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 5 people. This cozy unit is in a duplex nestled in a safe and quiet neighborhood, just a stone's throw away from the vibrant regent square, 10 min to downtown. Step into our fully stocked beautiful kitchen where you can whip up your favorite drinks and meals. Enjoy the comfort and convenience of this lovely unit during your visit.🏡✨

HotTub/Firepit/Parking! Less than 1mi PNC Park
This hip, urban, north-side property is all about location and fun. Private Parking and so close to everything! Check out the outdoor Space! Sports, Museums, Casinos. From hipster to upscale, there's plenty to explore. Colleges? Premier medical facilities? Tech jobs? Yeah, we got those, too. Book this hip haven & immerse yourself in city life. Live like a local from a home that's as cool as the city itself. Private Parking!

★2 Car off-street parking★ Outdoor dining ♥view♥
Beautifully restored Historical Pittsburgh Rowhouse, centrally located just 6 minutes from Downtown, making your stay in Pittsburgh convienient and comfortable! This spacious home offers Private 2 Car off-street parking in the rear of the buidling! Enjoy the large deck with a fully equipped outdoor dining, bar, and flat top grill. We are pet-friendly!
Popular amenities for rentals with patio in Shadyside
Flat rentals with a patio

Hot Tub w/ City View | Mt Washington King Suite

Amazing Roof Lounge | King | Gym | Steps 2 Strip

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

King Bed | 2 full bath | Deck! Hip Millvale!

2br gem in cute small town.

Convenient 1 BR With City View

City Oasis - 2Bd/1.5Br / Sun Room - Sleeps 4!

Darling basement one-bedroom
House rentals with a patio

NFL Draft Stay |2 BR | South Side Home | Sleeps 6

1 Block from Butler St ★ Patio ★ Dog Friendly!

Garlic World Gem

Modern ✌🏾Bedroom House in the ❤️ of Shadyside

Lawrenceville Gem:2 Kings & Yard

Charming Squirrel Hill Home with Garage, Near CMU

The View*Sleeps 6* City Home

Italy Charm in Southside Slopes
Apartment rentals with a patio

Clean, cozy & walkable condo w/ luxury upgrades

Fun & Quiet Home away from Home!

1-bedroom for long-term rentals

Cozy, Charming & Quiet, close Downtown!

Spacious Modern Loft Condo with Hot tub and Grill

Modern Oasis #Unit 1
When is the best time to visit Shadyside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £63 | £64 | £70 | £77 | £100 | £103 | £90 | £104 | £88 | £123 | £122 | £91 |
| 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 a patio in Shadyside

Total holiday rentals
Explore 160 holiday rentals in Shadyside

Nightly prices starting at
Shadyside holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 14,070 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
160 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
- Fitness-friendly rentals Shadyside
- Rentals with an EV charger Shadyside
- Pet-friendly rentals Shadyside
- Rentals with a fireplace Shadyside
- Rentals with a washing machine and dryer Shadyside
- Flat rentals Shadyside
- Family-friendly rentals Shadyside
- House rentals Shadyside
- Rentals with outdoor seating 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
- Seven Springs Mountain Resort
- Fallingwater
- David Lawrence Convention Center
- 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
- Schenley Park
- Carnegie Museum of Art
- Children's Museum of Pittsburgh
- Randyland
- Senator John Heinz History Center
- Cathedral of Learning
- Petersen Events Center
- Stage AE
- Sri Venkateswara Temple




