Holiday rentals with a patio in Shadyside

4.94 out of 5 average rating, 229 reviews

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

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.

Townhouse in Lower Lawrenceville

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.

4.97 out of 5 average rating, 208 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!

Flat in Central Northside

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.

4.95 out of 5 average rating, 204 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

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.

4.99 out of 5 average rating, 150 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!

4.83 out of 5 average rating, 18 reviews

Lux King Bed • Free Parking • Gym

✨ Welcome to our stylish and modern studio apartment in the heart of Shadyside! This fully furnished suite features sleek décor, a fully equipped kitchen, cozy living space and luxurious king bed. Enjoy top-tier amenities, including: 🔹 Fitness Center & Yoga Studio 🔹 Free Street Parking 🔹 Complimentary Coffee Station 🔹 Variety of Co-Working Spaces 🔹 Resident Clubroom with TV 🔹 Courtyard with BBQ & Ping Pong Table 🔹 EV Charging Station 🔹 On-Site Retail 🔹 Bike Storage

4.97 out of 5 average rating, 146 reviews

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

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!

A modern bedroom is characterized by sloped wooden ceilings and exposed beams. A spacious bed with a light gray coverlet is centered against the wall, flanked by two bedside tables with lamps. Natural light enters through a small window, illuminating the wooden floor.

4.87 out of 5 average rating, 239 reviews

Shadyside/Pittsburgh, Modern & Unique 1BD w/Prkng

Unique 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.

A modern living space is equipped with a comfortable sectional sofa and a glass coffee table. The room features tasteful decor, including wall art and a circular mirror. A ceiling fan provides airflow, and an open doorway leads to the kitchen, highlighting the space's layout.

4.97 out of 5 average rating, 175 reviews

Shadyside 2Bed 2Bath w/ Parking!

2 OFF STREET PARKING SPACES INCLUDED FOR FREE! In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 2BR/2 bath apartment in a prime location, restaurants, shops, coffee shops, and fitness studios close by. The building was gutted and 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!

4.98 out of 5 average rating, 200 reviews

A living room area features a large area rug with a geometric pattern, a coffee table, and a comfortable couch. Bright yellow curtains frame the windows, allowing natural light to illuminate the brick fireplace and Pittsburgh-themed wall art.

Flat in Mount Washington

Grandview Ave - Great Views - Classy Retro Vibes!

One of the only furnished rentals on Grandview Ave, the famous road with million dollar views in Pittsburgh! Completely remodeled in August 2022, our place exudes Pittsburgh charm. Sit on the patio and enjoy a cocktail, work from home with views of the city from your desk, or relax on the couch and watch Netflix on the 65" TV. We're just a block from Shiloh St., with 10+ bars & restaurants, but you're always able to cook at our fully stocked kitchen!

A spacious living area is presented with a light-colored sectional sofa and a black coffee table atop a striped rug. A mounted television is visible above an elegant fireplace. Adjacent, a dining area features a round table with four chairs, illuminated by a stylish light fixture.

4.96 out of 5 average rating, 130 reviews

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.🏡✨

Flat in East Carson Street

A cozy living space is highlighted by a ceiling fan and a wall clock. A television is positioned on a media console across from a comfortable couch. A round coffee table sits on a light area rug, with decorative items placed on top.

4.93 out of 5 average rating, 209 reviews

Convenient 1 BR With City View

Enjoy easy access to everything Pittsburgh has to offer from this cozy space with a city view! This is the third floor apartment (3 on door) Conveniently located close to downtown, public transportation, and plenty of amenities including shopping & dining. Within a 5 mile radius of all local sports arenas and concert venues. Includes 1 queen sized bed + a pull out couch for additional sleeping space. We look forward to hosting yinz!

4.94 out of 5 average rating, 156 reviews

Home in Deutschtown

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!

Popular amenities for rentals with patio in Shadyside

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

An open living area showcases rich, original woodwork and flooring. Comfortable seating, including a leather sofa and armchair, is arranged around a wooden coffee table. A flat-screen TV is mounted above a fireplace, and the kitchen area is visible in the background.

4.92 out of 5 average rating, 51 reviews

Rustic Rockwell Park with Free Off-street Parking

4.89 out of 5 average rating, 106 reviews

A welcoming hallway showcases light-toned walls paired with wooden flooring. On one side, a distinctive wall hanger features a collection of leaves and cords. Decorative woven wall art is displayed in the distance, adding a touch of charm to the space.

Flat in Brookline

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

4.93 out of 5 average rating, 146 reviews

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

Flat in Upper Lawrenceville

A private hot tub filled with bubbling water is set against a backdrop of wooden fencing. Nearby, a cozy seating area is arranged with blue cushions and a low table, providing a space for relaxation and enjoyment.

4.95 out of 5 average rating, 282 reviews

Hot Tub | Light & Bright w/Deck | Walk to Butler!

4.75 out of 5 average rating, 16 reviews

M&T Grandview Cradle

Flat in South Side Slopes

A spacious rooftop deck showcases a comfortable seating area with plush cushions and a coffee table, overlooking a vibrant cityscape. A large umbrella provides shade, while the surrounding rooftops are illuminated by soft evening light.

4.83 out of 5 average rating, 87 reviews

Stunning Apt w/ Rooftop & Game Room - Sleeps 10!

Flat in Squirrel Hill South

A mid-sized living room features a gray futon and several chairs arranged around a light-colored coffee table. An area rug with a floral pattern covers the floor, and a cozy ambiance is provided by overhead lights and lamps. Exposed wooden panels bring warmth to the space.

4.82 out of 5 average rating, 134 reviews

Darling basement one-bedroom

4.86 out of 5 average rating, 105 reviews

A modern kitchen space features a compact design with a stainless-steel refrigerator and a dark countertop. Open shelves display various glassware and kitchen accessories. Natural light streams in through a window, with a sunflower placed on the countertop adding a touch of color.

Flat in Greenfield

Cozy and Spacious Guest Suite in Greenfield

House rentals with a patio

4.95 out of 5 average rating, 114 reviews

An outdoor space is illuminated by soft string lights, featuring a hot tub surrounded by wooden decking. A gazebo with seating is nearby, and a fire pit is visible in the background, complemented by lush greenery and trees that create a private setting.

Home in Pittsburgh

Secluded Hilltop Hideaway~Hot Tub~Two Living Rooms

Home in Lower Lawrenceville

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.

4.98 out of 5 average rating, 176 reviews

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

4.97 out of 5 average rating, 33 reviews

The dining area features a wooden table surrounded by plush, upholstered chairs. A striking chandelier hangs above, illuminating the space. A large mirror reflects the room’s stylish decor, including abstract artwork and blue accents, enhancing the modern atmosphere.

Home in North Side

New York Nights

4.92 out of 5 average rating, 374 reviews

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

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

5 out of 5 average rating, 98 reviews

A wooden staircase leads to the upper level, framed by polished handrails and original woodwork. A woven runner rug adds texture to the hardwood floor. A small console table stands against the wall, paired with a green potted plant. Light filters in through a nearby doorway.

Home in Greenfield

Cheerful 3-bedroom home with on-street parking

4.91 out of 5 average rating, 114 reviews

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

Contemporary and beautiful 1 bedroom unit

4.91 out of 5 average rating, 139 reviews

An inviting outdoor patio features a circular fire pit surrounded by cozy seating arrangements. Bamboo plants add a touch of greenery, while a white wooden fence provides privacy. The space is designed for relaxation and social gatherings.

Home in Bloomfield

Fire Pit + Family Friendly + Great Location!

4.91 out of 5 average rating, 181 reviews

A three-story blue house stands on a gravel driveway, featuring a covered entryway and large windows. Surrounding greenery adds to the home’s setting, while the facade showcases contemporary design elements. The spacious exterior is easily accessible from the street.

Home in Pittsburgh

Completely Renovated 4-Bedroom with Parking

Apartment rentals with a patio

Apartment in Mexican War Streets

4.98 out of 5 average rating, 57 reviews

Clean, cozy & walkable condo w/ luxury upgrades

Apartment in Pittsburgh

Fun & Quiet Home away from Home!

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.

Apartment in Deutschtown

4.32 out of 5 average rating, 59 reviews

Cozy, Charming & Quiet, close Downtown!

Apartment in Allegheny West

The modern kitchen features sleek black cabinets and open shelving showcasing tableware. A large white island with seating is complemented by quartz countertops. Natural light fills the space through a window, and exposed brick walls add character to the design.

4.9 out of 5 average rating, 10 reviews

Spacious Modern Loft Condo with Hot tub and Grill