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Vacation rentals with outdoor seating in Shadyside

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Shadyside

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.

Guest suite in Highland Park

4.98 out of 5 average rating, 265 reviews

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.

A modern kitchen features white cabinetry and a striking black and white granite countertop. Stainless steel appliances, including a refrigerator and microwave, are complemented by a stylish faucet. The exposed brick wall adds character, while decorative plants offer a touch of greenery.

Apartment in Shadyside

4.91 out of 5 average rating, 264 reviews

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)

Top guest favorite

A well-lit corner showcases a small wooden table with two chairs next to a window. A geometric mirror is mounted on the wall above potted plants. A sleek microwave is visible, and a wall-mounted television adds functionality to the cozy space.

Guest suite in Pittsburgh

4.98 out of 5 average rating, 485 reviews

Lawrenceville Designer “Tiny Living”, Walkable

The Nesting Box is an ideal space to return to and recharge in after “free-ranging” locally. Comfortable, cool, and centrally located to the best of Butler Street. Designers collaborated to maximize the minimal space with creative comforts while experiencing "tiny living". Our shipping container addition led us to have 2 front doors. We welcome guests to our on-street guest suite. Urban family homestead with 2 cats, 2 dogs, and for 5 years 3 chickens that resided with us (recently rehomed).

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 Pittsburgh

4.96 out of 5 average rating, 159 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

Top guest favorite

A cozy sleeping area features a spacious bed adorned with a blue and yellow patterned duvet. Natural light enters through the windows, complemented by light curtains. A decorative area rug adds warmth, and a small seating area with a chair is visible next to a wooden dresser.

Apartment in Pittsburgh

4.99 out of 5 average rating, 227 reviews

The Bellevue Suite *Free parking 10mins to dwntwn

*PLENTY OF FREE STREET PARKING* 1 BDRM apt in the up and coming town of Bellevue, just a 10 min drive to downtown and the stadiums. This is a 3rd floor unit in my 100+ year old four-square home. It has a private entrance with a Keypad for Airbnb guests, there are 2 other units in the building. Its in walking distance to public transit, shops, restaurants, places of worship, banks, and a grocery store. Pet friendly ($50 fee) just add your pet under pets in the guest section when booking.

Top guest favorite

The open living area features a modern kitchen with white cabinetry and stainless steel appliances. A wooden dining table with bar stools is positioned next to the kitchen, while a cozy sofa is adorned with decorative pillows. Exposed brick walls add character to the space.

Apartment in North Oakland

4.99 out of 5 average rating, 143 reviews

Luxury King Suite Near Shadyside Hospital

The Pitt Shuttle is just a block away, and the apartment is 0.8 miles from Pitt and CMU campuses. This newly remodeled 2BR/1BA first-floor apartment is fully stocked and pristine, perfect for a Steeler game, family getaway, or hospital visit. Close to UPMC Shadyside, UPMC Presby, West Penn, and the VA, with restaurants, bars, and shops within walking distance. Whether you're visiting for work or play, this stylish apartment offers the comfort and convenience you need to feel at home.

A spacious sleeping area is highlighted by a wooden bed with neutral bedding. A cozy fireplace is located beneath a clock, accompanied by a decorative plant and a circular seating area. Natural light enters through the windows, enhancing the room’s bright atmosphere.

Apartment in Shadyside

4.96 out of 5 average rating, 111 reviews

Shadyside/Central @4 Stylish&Central Studio w/Prkg

Stylish and Central family oriented modern Studio apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment a Studio with bathroom, kitchen 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.

Top guest favorite

The bedroom features a spacious bed with white bedding and multiple patterned throw pillows. Natural light filters through the large windows, enhancing the warm wooden floors. A decorative wall separates the bedroom from the living area, while shelves provide additional storage.

Home in Bloomfield

4.92 out of 5 average rating, 205 reviews

Urban serenity, privacy in charming carriage house

Carriage house apartment all to yourself. Sleeps 3. Uniquely charming. Private, quiet, and self-contained. Keypad check-in, free parking, laundry, many amenities. Responsive hosts on site. Great location in lively East End. Convenient to hospitals, restaurants, shopping, entertainment, public transportation. Ideal weekend getaway for couples. Perfect for traveling workers. Extended stay discounts for bookings of a week or more. Discounts offered for return guests; please inquire.

Top guest favorite

The living area features a cozy couch with a decorative throw, providing a warm contrast to the exposed brick wall. A dining area with two stools is situated near the kitchen, while a large smart TV displays various streaming options.

Apartment in Shadyside

4.93 out of 5 average rating, 214 reviews

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!

Top guest favorite

An inviting porch area features a small glass table surrounded by two wrought iron chairs with cushions. Potted plants and a hanging flower basket add greenery to the space. The porch overlooks a tree-lined street, enhancing the peaceful atmosphere.

Apartment in Shadyside

5 out of 5 average rating, 108 reviews

W. Shadyside CMU/Pitt 2025-3rd floor apt

“A hidden gem. Lovely apartment in a beautiful house on a fantastic street in Pittsburgh with access to many other parts of the city " Two blocks from 5th Ave and Walnut Street. Ten minutes from CMU, (via Devon Road) and their world class computer AI, GS, and INI departments. A perfect location for your Shadyside activities. Safe and secure with off street parking, if necessary. Plus just around the corner from McCookMansion on 5th and their beautiful bar/restaurant.

Top guest favorite

The bedroom features a queen bed adorned with a colorful quilt, flanked by bedside tables. A window with sheer curtains allows natural light, and a ceiling fan provides airflow. A cozy seating area includes an armchair, and artwork decorates the green walls.

Apartment in East Liberty

4.93 out of 5 average rating, 203 reviews

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

Top guest favorite

The living room features a spacious grey sofa adorned with a navy throw blanket. A blue and cream patterned rug covers the hardwood floor, while natural light streams through sheer white curtains. A light fixture and a small side table complete the serene ambiance.

Apartment in Pittsburgh

4.95 out of 5 average rating, 139 reviews

Newly remodeled 2 bedroom apartment

Newly remodeled 2 bedroom apartment on the first floor of a duplex located in a quiet neighborhood. Fully equipped kitchen. Roku Tv with cable and free wifi. Plenty of on street parking. Walking distance to Frick Park and great neighborhood bars/ restaurants. Under one mile to Regent Square bars and restaurants. Just a few minute car ride to the heart of Squirrel Hill. Under ten minute car ride to downtown Pittsburgh. Self check-in.

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Popular amenities for Shadyside outdoor seating rentals

Free parking on premises

Air conditioning

House rentals with outdoor seating

A nighttime view of Pittsburgh showcases a vibrant cityscape, with twinkling lights illuminating the skyline. The sloped foreground provides a natural boundary, creating a contrast against the urban setting. The scene captures the essence of life in a historically rich neighborhood.

Home in South Side Slopes

4.91 out of 5 average rating, 126 reviews

*z 2231 1BR Southside *Sloped* Home Close to Pgh

Top guest favorite

The living area features a green velvet sofa and a neutral-colored couch, arranged around a rectangular white coffee table. A minimalist rug lies on the floor, while a flat-screen TV is mounted on the wall. Natural light filters through the curtains, illuminating the space.

Home in Pittsburgh

4.94 out of 5 average rating, 364 reviews

Large house to relax with friends and family

The family room features a modern L-shaped sleeper sofa offering comfortable seating. A large wall-mounted television is positioned above a minimalist media console. A counter-height table with two adjustable stools provides an eating area, complemented by light streaming through a nearby window.

Home in South Side Slopes

4.84 out of 5 average rating, 120 reviews

*2100r Southside Slopes affordability!*

A comfortable living area is presented, featuring a sectional sofa with yellow accent pillows and a decorative wall art piece. A round wooden coffee table sits at the center, accompanied by a small indoor plant. Natural light filters through the partially opened window.

Home in Bloomfield

4.94 out of 5 average rating, 164 reviews

Charming Lawrenceville Rowhome

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 Pittsburgh

4.97 out of 5 average rating, 155 reviews

Off-Street Parking, Steps to Butler St., Patio!

An outdoor patio features a wooden pergola overhead with dining chairs and a table. Surrounding greenery includes colorful trees in autumn hues and blooming daffodils. The stone pathway guides the view towards a cozy seating area with Adirondack chairs, creating an inviting space for relaxation.

Home in Squirrel Hill North

4.93 out of 5 average rating, 180 reviews

hot tub fire pit Art & Wellness Retreat

An outdoor seating area features a comfortable sofa set near a propane fire pit, illuminated by string lights above. The view showcases the city skyline at night, with buildings and reflections glittering in the water, creating a serene urban backdrop.

Home in Mount Washington

5 out of 5 average rating, 114 reviews

Luxury Mountainside with Spectacular Views

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 Pittsburgh

4.93 out of 5 average rating, 188 reviews

Pittsburgh, PA - North Side

Apartment rentals with outdoor seating

A living area is displayed, featuring a red sofa and a small black coffee table centered on a patterned rug. A wall-mounted television is visible, and a doorway leads into a room in the background. Soft lighting enhances the cozy ambiance.

Apartment in Pittsburgh

4.86 out of 5 average rating, 254 reviews

Cuddys Place

Top guest favorite

A panoramic view of Pittsburgh's skyline is captured, showcasing a blend of modern skyscrapers alongside green hills. The Monongahela River is visible, with tree-covered slopes in the foreground and rooftops of nearby homes positioned on a hillside.

Apartment in Mount Washington

4.99 out of 5 average rating, 130 reviews

Mt Washington Best View! Pittsburgh Luxe Apartment

A dining area features a large table surrounded by six chairs, positioned beside expansive windows offering views of the urban skyline. A cozy couch sits nearby, with a piece of wall art displayed next to the door that leads to a balcony.

Apartment in Mount Washington

4.91 out of 5 average rating, 497 reviews

Skyline Luxury - Stylish 1BR with Panoramic Views

Top guest favorite

The exterior of a historic Queen Anne Victorian home is captured, featuring a multicolored façade with green and red accents. A spacious covered porch is visible, furnished with chairs and a table. Colorful flowerbeds with blooming daffodils line the front yard, framed by a large grassy area.

Apartment in Pittsburgh

4.93 out of 5 average rating, 449 reviews

Historic Charmer | Spacious | Off Street Parking

A clean and modern kitchen is visible, featuring dark cabinetry, a granite countertop, and stainless steel appliances including a refrigerator. A small dining table with two chairs is positioned beside the kitchenette. A doorway at the back leads to the bedroom area.

Apartment in Bloomfield

4.74 out of 5 average rating, 305 reviews

Apt 8 Bloomfield / Lawrenceville private mini 1 br

The living room features a light-toned sofa and a blue couch, complemented by a dark coffee table. Two lamps provide soft lighting, while a ceiling fan adds comfort. A window allows natural light to fill the space, framed by white blinds.

Apartment in East McKeesport

4.93 out of 5 average rating, 367 reviews

Quiet Luxury Apartment!

A living area features a brown vegan leather sectional sofa, complemented by a patterned area rug. Large windows allow natural light to fill the space, revealing views of the surroundings. Framed artwork adorns the green wall, adding character to the room.

Apartment in Mount Washington

4.97 out of 5 average rating, 133 reviews

King Beds | Off-Street Parking | New Reno

Top guest favorite

A welcoming outdoor seating area is showcased with two individuals comfortably seated on a wooden swing. A guitar is hung on the brick wall behind them, adding a personal touch to this serene space.

Apartment in Pittsburgh

4.97 out of 5 average rating, 348 reviews

Apartment: Home Sweet Home

Condo rentals with outdoor seating

A dining area is positioned by large windows, allowing natural light to fill the space. A round table is surrounded by four chairs, and a potted plant is at the center. A modern kitchen with stainless steel appliances is visible in the background, enhancing functionality.

Condo in Mount Washington

4.87 out of 5 average rating, 190 reviews

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

A well-appointed guest room features a spacious bed with a light quilt and plush accent pillows. Natural light enters through a nearby window, illuminating the polished wooden floor. A full-length mirror on the closet door reflects the minimalist decor, including a bicycle-themed wall art piece.

Private room in Pittsburgh

4.9 out of 5 average rating, 82 reviews

Private Room-Shared Bathroom. Close PITT/CMU/UPMC

Top guest favorite

A sectional sofa with throw pillows is positioned around a white coffee table, which holds a decorative item. A lamp provides soft lighting, and framed wall art enhances the space. The room is painted in a muted green tone, contributing to a comfortable ambiance.

Condo in Pittsburgh

4.95 out of 5 average rating, 42 reviews

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

Outdoor seating is provided on a deck, featuring two wicker chairs with deep blue cushions and a glass-top coffee table. Panoramic views of the Pittsburgh skyline and river are visible in the background.

Condo in Mount Washington

4.94 out of 5 average rating, 509 reviews

Luxury Pittsburgh Grandview Ave Apt

A spacious living area features a mix of contemporary and rustic decor. A ceiling fan is positioned above the seating area, which includes a dark leather couch and a light-colored coffee table. Exposed brick walls are complemented by various plants and a wall-mounted television.

Condo in Mexican War Streets

4.97 out of 5 average rating, 30 reviews

Pittsburgh Getaway: Chic, Airy & Relaxing Condo

The shower area features hexagonal tile in soft gray tones, with a built-in niche displaying toiletries. A sleek showerhead is mounted on the wall, against a backdrop that creates a clean and modern feel.

Condo in Pittsburgh

4.75 out of 5 average rating, 16 reviews

Short walk to Acrisure stadium

A modern living area is illuminated by elegant chandeliers, featuring a stylish grey couch with two accent pillows. Framed artwork adorns the light-colored walls, adding a touch of sophistication. Soft carpeting covers the floor, providing a cozy ambiance.

Condo in Beechview

4.61 out of 5 average rating, 57 reviews

Lovely 3 bedrooms in the middle of nature

The exterior of a two-story brick building features a textured yellow facade and gray trim. A black awning spans the entryway, and a large window allows natural light into the space. Nearby, additional buildings can be seen, creating a sense of a neighborhood environment.

Private room in Bloomfield

1-bedroom for long-term rentals

Quick stats about vacation rentals with outdoor seating in Shadyside

Total rentals
90 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
7.8K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace

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