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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

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

4.93 out of 5 average rating, 199 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.

An open-concept dining and kitchen area is highlighted by a striking airplane mural, offering a modern yet eclectic ambiance. A round dining table is surrounded by green upholstered chairs, while a large island with marble countertops complements the contemporary kitchen design.

Apartment in Mount Washington

4.95 out of 5 average rating, 135 reviews

Grandview Ave Luxe - Sweeping City Views & More!

Walk in and say wow! Stay on Grandview Ave., the street with million dollar views of Pittsburgh. Our completely remodeled penthouse features the luxe touches you'd expect - Breville espresso machine, wine fridge, wet bar, smart home features, bidet, rain shower, & more! Specifically designed for a couple that wants the nicest accommodations in the city, but comfortably sleeps 4 in 2 king beds. Park in our private lot, then walk 2 blocks to Shiloh St for bars & restaurants. Prepare to be amazed!

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, 221 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 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, 272 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.

The primary bedroom features a spacious queen bed with a plush blanket and decorative pillows. A modern staircase leads to the loft office area above. Natural light fills the room, complemented by artwork on the walls and a soft rug underfoot.

Townhouse in Lower Lawrenceville

4.98 out of 5 average rating, 188 reviews

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!

Top guest favorite

A spacious bedroom features a wooden queen bed, adorned with white linens and a blue quilt. Rich burgundy walls complement warm wood accents. A cozy seating area is situated near the window, and a large area rug enhances the inviting atmosphere of the room.

Apartment in Pittsburgh

4.93 out of 5 average rating, 135 reviews

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

Welcome to our spacious home! With 2 full bathrooms & 1 queen bedroom, our place is perfect for the traveling couple that loves privacy, or solo guests that want to spread out. Located in Millvale, our place is within walking distance to great breweries, shops & restaurants. Millvale has a massive amount of charm, with many of the same attributes of Lawrenceville at a lower price point. We're right over the bridge from Lawrenceville & a 5-minute drive to downtown & the North shore stadiums.

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, 144 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.

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, 208 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.

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, 222 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!

The spacious bedroom features a wooden platform bed with a plush mattress and white linens, complemented by a decorative blanket. A minimalist bedside table holds a lamp, while two framed botanical prints adorn the wall. Natural light filters through the window, enhancing the inviting atmosphere.

Apartment in Shadyside

4.97 out of 5 average rating, 115 reviews

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.

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, 207 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

The bedroom features a spacious king bed with a memory foam mattress, accompanied by a plush blanket. A large window allows natural light to fill the room, complemented by stylish curtains. An office desk with a chair and a lamp are present, along with a closet and bedside table.

Apartment in Shadyside

4.84 out of 5 average rating, 275 reviews

🔥Pristine King Bed Suite ⚡️ Hidden Gem 💎 PITT / CMU ✨ Pet Friendly 🐶

Pristine 1 bedroom apartment in the heart of Shadyside! Prime location, short walk to plenty of restaurants, shops, coffee shops & UPMC Shadyside hospital! Fully equipped for both long and short stays. 🔹King bed (memory foam mattress) 🔸Pet friendly! 🐶 🔹Fully stocked & equipped kitchen 🔸Smart Home Technologies 🔹Central AC/ Heat 🔸Luxurious waterfall shower head🚿 🔹Free street parking 🔥Message today to secure your reservation!🔥

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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

4.92 out of 5 average rating, 130 reviews

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

A cozy living area is highlighted by a sleek beige leather sofa, accompanied by decorative pillows. A glass coffee table sits on an ornate area rug, while natural light illuminates the space. The staircase and a softly lit hallway can be seen in the background.

Home in Duquesne

4.92 out of 5 average rating, 249 reviews

Entire home near Kennywood without extra fees.

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 Carrick

4.94 out of 5 average rating, 371 reviews

Large house to relax with friends and family

Top guest favorite

Home in Mexican War Streets

4.96 out of 5 average rating, 114 reviews

Garage | Patio | Restored Victorian | War Streets

A modern kitchen features white cabinetry and wooden countertops, along with stainless steel appliances. Natural light illuminates the space from large windows. Open shelving displays dishware and decorative items, while a coffee maker and kettle are arranged on the countertop.

Home in East Allegheny

4.83 out of 5 average rating, 314 reviews

Farmhouse Design + Fire Pit in Heart of Pittsburgh

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, 117 reviews

Luxury Mountainside with Spectacular Views

A modern living area is highlighted by large windows allowing natural light to fill the space. A comfortable sofa is adorned with decorative pillows, facing a wooden coffee table. A tall lamp stands nearby, and shelves display various books and decor.

Home in East Carson Street

4.91 out of 5 average rating, 408 reviews

Urban converted gas station in heart of South Side

A cozy living room features deep blue walls with natural light coming through the window. Two gray sofas are arranged around a low coffee table atop a patterned area rug. A brick fireplace serves as a focal point, adorned with decorative items and artwork.

Home in Troy Hill

4.92 out of 5 average rating, 357 reviews

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

Apartment rentals with outdoor seating

A cozy living room features a green sofa and a round dining table with two chairs. A patterned area rug lies beneath, adding warmth to the space. Natural light is invited through the front door, adorned with a colorful window design.

Apartment in Beechview

4.94 out of 5 average rating, 206 reviews

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown

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, 142 reviews

Newly remodeled 2 bedroom apartment

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, 256 reviews

Cuddys Place

The grand exterior of the historic Friendship Home features a distinctive façade with large columns supporting a wide porch. Decorative elements and intricate details are visible throughout the brick structure, surrounded by well-maintained landscaping and tall trees.

Apartment in Friendship

4.91 out of 5 average rating, 101 reviews

Friendship House

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, 306 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, 371 reviews

Quiet Luxury Apartment!

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, 167 reviews

Amazing views! Free Parking!

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, 232 reviews

The Bellevue Suite *Free parking 10mins to dwntwn

Condo rentals with outdoor seating

Top guest favorite

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, 193 reviews

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

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 Knoxville

4.95 out of 5 average rating, 42 reviews

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

Top guest favorite

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

Top guest favorite

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, 35 reviews

Stylish Condo: Walk to Restaurants, Coffee & Parks

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 Manchester

4.76 out of 5 average rating, 17 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

4.62 out of 5 average rating, 58 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

A charming living room features a neutral color palette, with a soft couch and a decorative throw. A modern light fixture hangs above a coffee table adorned with greenery. A large mirror and framed artwork enhance the welcoming ambiance, while natural light filters in through window coverings.

Condo in East Allegheny

4.3 out of 5 average rating, 53 reviews

Cozy, Charming & Quiet, close Downtown!

Quick stats about vacation rentals with outdoor seating in Shadyside

Total rentals
90 properties
Nightly prices starting at
R858 ZAR 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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