Vacation rentals with a patio in Shadyside

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Top-rated accommodations with an outdoor patio in Shadyside

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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Top guest favourite
A functional kitchen features grey cabinets complemented by wooden countertops. Open shelves display various glassware and kitchen essentials. A large sink with a dish drying rack is visible, alongside modern appliances, including a stainless steel refrigerator and coffee maker. Natural light enters through a window with blinds.
Home in North Side
4.94 out of 5 average rating, 223 reviews

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.

Top guest favourite
A well-furnished living space features a light-colored sofa with throw pillows, accompanied by a wooden coffee table. A cozy accent chair sits nearby. The modern kitchen is visible in the background, showcasing granite countertops and stainless steel appliances against a patterned backsplash.
Apartment in Shadyside
4.94 out of 5 average rating, 137 reviews

Luxurious Double KING~Steps to Walnut St~PARKING

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

Superhost
An open concept kitchen and dining area features light hardwood flooring and white brick walls. A round wooden dining table is set with plates and utensils, surrounded by four light-colored chairs. Two bar stools are positioned at a kitchen counter in the background, alongside modern appliances.
Townhouse in Bloomfield
4.87 out of 5 average rating, 231 reviews

HOT TUB KING bed Luxurious 2 bed in PRIME location

Enjoy a stylish experience at this centrally-located getaway. I believe in maximum comfort. All the comforts and amenities of home and more; including memory foam beds, smart tv, nespresso machine, and more. *5 miles from Heinz Field *20 minute walk to Lawrenceville strip *10 minute walk to Children's Hospital *1 mile from Shadyside *5 minute walk to West Penn Hospital This is the ultimate spot for a couples retreat or extended stay... NO PARTIES ALLOWED:) Please note the open stair case!

Top guest favourite
An inviting living room showcases exposed brick walls and a stylish staircase. Comfortable gray seating is arranged around a round coffee table, with decorative pillows adding a pop of color. Soft lighting and artwork complement the space, creating a cozy atmosphere.
Home in Lower Lawrenceville
4.98 out of 5 average rating, 171 reviews

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!

Top guest favourite
A spacious living area features a large flat-screen TV mounted above an electric fireplace. A coffee table is positioned centrally, while large windows allow natural light to illuminate the room. Potted plants enhance the inviting atmosphere of the space.
Apartment in Central Northside
4.95 out of 5 average rating, 188 reviews

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

Guest favourite
A living room features comfortable seating, including a dark leather couch and a vintage blue chair. Shelves line the walls, displaying decor and plants. A warm rug sits on the wooden floor, complemented by natural light filtering through sheer curtains.
Home in Garfield
4.91 out of 5 average rating, 137 reviews

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.

Top guest favourite
The living area features a spacious gray sofa adorned with a blue throw pillow, accompanied by two round wooden tables. Large windows with blue curtains allow natural light to fill the room, while a floor lamp and wall-mounted fixture provide additional lighting.
Apartment in Shadyside
4.99 out of 5 average rating, 141 reviews

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!

Guest favourite
A modern bedroom features a spacious bed with light grey bedding, accompanied by neatly arranged towels and a book on a side table. A decorative plant and a stylized wall art piece add character, while warm lighting enhances the ambiance.
Home in Deutschtown
4.93 out of 5 average rating, 125 reviews

Chic 3 Bedrooms Getaway • Private Patio & Parking

Welcome to our brand-new renovated home that combines style and modernity. Every detail of this space inspires and creates a special atmosphere for your daily comfort. The private patio will be the perfect place for pleasant evenings. The house includes three bedrooms (two KING size and one Queen size). Our location is within walking distance of excellent restaurants and many popular places. We are happy to offer early check-in or late check-out upon request and private parking for you.

Guest favourite
A cozy bedroom features a spacious bed draped in a soft, natural-toned coverlet. A vintage mirror and wooden dresser are positioned against a brick wall. Natural light filters through a stained glass window, illuminating plants nearby. A glimpse of the bathroom is visible in the background.
Apartment in Shadyside
4.9 out of 5 average rating, 10 reviews

A Home In The Heart of Shadyside

Cozy 1 bedroom home steps from Walnut St. It's a little bit rough and a little bit refined (it's our latest work in progress). Its our home and we travel a lot, so we love to share our space with others. Walker's paradise; and very bike-able, with city bikes a block away. AC and heating. * Quiet, safe, and beautiful tree-lined streets * Carnegie Mellon University and East liberty- 6 min by bicycle * University of Pittsburgh - 9 min by bicycle * Shared courtyard and front porch

Top guest favourite
A bright bedroom features a spacious bed adorned with a patterned throw and decorative pillows. Soft lighting from two bedside lamps enhances the atmosphere. A large window with sheer curtains provides natural light, and a wall displays a friendly animal portrait complemented by hanging greenery.
Home in Troy Hill
4.96 out of 5 average rating, 139 reviews

The View*Sleeps 6* City Home

Kick back and relax in this calm, stylish space where you can take in the river views on the deck - or hang out in the tv lounge. A designated work area, conveniently on the main floor, doubles as extra sleeping space. With an easy drive to the stadiums, arena, downtown, the Theater district, the Strip district, the Childrens museum, the Science center, nature or city hikes, and just across the bridge from the Childrens hospital and Lawrenceville - you will feel right at home!

Guest favourite
A bedroom features a wooden bed with a neatly arranged striped comforter. Neutral-toned artwork adorns the wall above the bed. Soft lighting from a bedside lamp provides illumination, and a doorway leads to a bright, airy space beyond.
Apartment in Shadyside
4.92 out of 5 average rating, 140 reviews

Shadyside/Pittsburgh, Modern & Stylish 1BD, w/Prkg

Stylish 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 & 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.

Guest favourite
The exterior of a charming three-story house is presented, featuring a white facade with gray trim. Large windows allow natural light to fill the space. A covered porch with white railings is visible at the entrance, providing access to the front door.
Home in Mount Washington
4.92 out of 5 average rating, 112 reviews

Contemporary and beautiful 1 bedroom unit

This lovely place has a style of its own. Contemporary living at its best! It is Conveniently located in Mt Washington on the bus line, walking distance to the trolly, and close to all major highways; you won’t have any issues getting around. Comes with both on and off street parking, brand new stainless steel appliances in the kitchen including a dishwasher. New furniture. Large new smart flat screen TVs in the bedroom and living room. This place is definitely a must!

Popular amenities for Shadyside accommodations with an outdoor patio

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Quick stats about vacation rentals with a patio in Shadyside

  • Total vacation rentals

    Explore 150 vacation rentals in Shadyside

  • Nightly prices starting at

    Shadyside vacation rentals start at $41 CAD per night before taxes and fees

  • Verified guest reviews

    Over 12,690 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    140 of Shadyside vacation 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!