
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.

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

Bright Garfield rowhome with fenced-in yard
Walk to anything you need from this cozy, bright rowhome in Pittsburgh's Garfield neighborhood! Best for couples or remote workers, but can accommodate up to four guests. The second bedroom doubles as a workspace. There is a fenced-in backyard for guest use. 5-minute walk to Penn Ave bars, shops, restaurants, grocery stores & more. Convenient access to bus lines & surrounding neighborhoods of East Liberty, Shadyside, Bloomfield, Oakland, Lawrenceville, Highland Park, & the Strip District.

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!

Spacious 3BR Retreat! Fire Pit & Free Parking!
Welcome to our cozy 3-bedroom home in the heart of South Hills! This beautifully furnished and recently renovated house offers an open-style first-floor dining and living area, perfect for relaxing, enjoying meals, or watching TV. Step out onto the newly constructed porch for some fresh air and unwind. With plenty of nearby activities and only a 15-minute drive to downtown Pittsburgh, or easy access via the light rail just across the street, you'll be perfectly situated for your stay.

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!

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.

Cozy 2 bedrooms unit - 15 minutes to Downtown
Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 4 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.🏡✨

Family friendly *Entire home * Private Garage
Nestled in a quiet neighborhood, our home is the perfect haven for families 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.

Upscale King Suite by WholeFoods
Spacious 1 bedroom apartment in a brand new building just a 1 min walk to the new Whole Foods! Short Walk to UPMC, West Penn, & Children's hospitals, close to CMU & Pitt, and Shadyside The building was gutted and entirely remodeled in March 2024, everything down to the soundproofing and top of the line appliances are brand new! Granite kitchen, Free laundry included inside the unit
Popular amenities for rentals with patio in Shadyside
Flat rentals with a patio

1BR Retreat in Peaceful, Convenient Forest Hills

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

Fun Designer space with Patio + Traditional SAUNA!

Convenient 1 BR With City View

Cozy private unit with city view, patio, & parking

Cozy king suite in Friendship | near CMU & PITT

Stunning views, classic charm

Apt in Mt Washington W/Office Space|Pack’N Play
House rentals with a patio

King Bed, Artist's Flat

Garlic World Gem

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

✨Cozy & Stylish 2BR House 🏡 Sleeps 6✨Free Parking

Squirrel Hill Gem! Private Garage! Sleeps 10!

Cozy 2BR House in Pittsburgh

Contemporary and beautiful 1 bedroom unit

Fire Pit + Family Friendly + Great Location!
Apartment rentals with a patio

Stylish Condo: Walk to Restaurants, Coffee & Parks

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 | € 73 | € 74 | € 82 | € 89 | € 116 | € 120 | € 90 | € 98 | € 95 | € 98 | € 91 | € 81 | 
| 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 150 holiday rentals in Shadyside

Nightly prices starting at
Shadyside holiday rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 12,690 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
140 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
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- 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
 - Fox Chapel Golf Club
 - Point State Park
 - Phipps Conservatory and Botanical Gardens
 - Carnegie Museum of Art
 - Narcisi Winery
 - Schenley Park
 - Senator John Heinz History Center
 - Bella Terra Vineyards
 - Children's Museum of Pittsburgh
 - Cathedral of Learning
 - Laurel Mountain Ski Resort