Vacation rentals with outdoor seating in Downtown Pittsburgh

Luxury Mountainside with Spectacular Views

Furnished by West Elm and RH (Restoration Hardware) to deliver a one of a kind luxury experience. Amazing views, two huge patios, one with a concrete propane fire-pit, modern design and furnishings are just the beginning of your amazing stay at our cliffside paradise. This architecturally stunning smart home offers a fully equipped chef's kitchen, and the highest end furnishings to make this the perfect getaway. Have a Tesla? Bring your charger to plug into our 220V outlet at the driveway!

Luxury Pittsburgh Grandview Ave Apt

Best Location in the City of Pittsburgh! Center of Grandview Ave - Panoramic City views from the living room and the master bedroom. 2 bed/2 bath,Includes: TV, internet, full kitchen, fully furnished. Charming Victorian house - modern inside. Gorgeous deck overlooking the City:) Visitors parking is available free of charge (on the street) for 1 vehicle (there are 6-8 spots directly in front of the building) I need make, color, year and license plate including the state for the car registration

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

Cozy King Bed Suite ~ Free Parking & Ground Floor!

Enjoy our cozy king bed suite located in the safe, central Friendship neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Whole Foods and short walk to Yinz Coffee shop! ⭐King bed (Memory foam mattress) ⭐Queen pull out bed ⭐Pack n play ⭐First floor w/ no steps ⭐In-unit washer/ dryer ⭐Large desk w/ speedy wifi & extra monitor ⭐Pet friendly ⭐24/7 Guest support ⭐Free off-street parking ⭐Close to CMU/ Pitt!

Bloomfield/Shadyside KING Suite! OffStreet Parking

OFF STREET PARKING SPOT! Brand new KING Suite on a quiet tree lined street in Bloomfield! 1 block to West Penn hospital, and a short walk to UPMC! On site parking makes the short drive to Shadyside, CMU & Pitt a breeze! The building was gutted and remodeled, everything is brand new! Free laundry in the unit! Private patio! Fully stocked for long and short term stays! Dozens of restaurants, shops, coffee shops, and fitness studios close by. Make your reservation today!

"The Spa Room" Renovated Flashlight Factory

Beautiful 1700 sq ft loft apartment. Located in historic north side. Minutes from both the stadiums, night life, casino, and museums! Best suited for 2 but can accommodate 4. Hard wood floors. Exposed brick. Huge state of the art kitchen. Beautifully executed bathroom with a walk in shower and massive soaking tub. If the bathtub isn't enough for you there is a hot tub located in the light well 1 floor down from the loft. Our other AirB&B is a Plus.

Cool, Vintage Design | Walk to AGH | Park Free

You’ll walk in and say wow! This bright 3-story row home combines soaring ceilings, an open floor plan, and a stunning spiral staircase for that Insta-worthy moment. Unwind in two comfy bedrooms, refresh in a large, uniquely styled bathroom, and enjoy a nicely stocked kitchen. Tucked on a quiet street near Allegheny General, it’s an easy walk to the North Shore’s bars, restaurants, and stadiums—perfect for work or play in Pittsburgh!

Breathtaking View of Pittsburgh! 3bd, king suite!

Wow! Enjoy Pittsburgh’s charm at this upscale home with spectacular views of downtown, nestled on a quiet hill in an ideal location a short drive from nearby attractions. A wonderful combination of professional design and modern amenities makes this the perfect place to stay whether you're traveling for work or pleasure. 6 Min Drive to Mount Washington 9 Min Drive to Phipps Conservatory & Botanical Gardens 9 Min Drive to PNC Park

Historic Home w/ Patio & Garage, Near War Streets

- Bask in historic elegance with updated kitchens and charming 1800s features. - Refresh on the spacious patio or savor a beverage from our premium coffee bar. - Benefit from dedicated workspaces, ergonomic chairs, and rapid WiFi for comfort. - Discover local treasures on foot, including museums and vibrant dining spots. - Secure your stay now for a seamless blend of history and contemporary living!

Business Suite | Walkable Entertainment

Location, Spacious Workplace, and Walkability! Welcome to our first Business Suite. This beautiful apartment has prime-location, workspace luxury full bathroom with a double sink, and spacious living. We at GroupStay continue to provide an excellent experience for our guests providing all amenities and excellent customer service. We take pride in our communication and your comfort is our mission!

2BR Near the NFL Draft – Great Location

Located in the heart of the lively Cultural District, our spacious and stylish loft offers both elegance and convenience. ✅ Stunning city-wide views from the rooftop (Public/Shared) ✅ Steps away from sports venues, restaurants, and nightlife Enjoy ultra-fast Wi-Fi, family-friendly amenities, and a secure, peaceful environment. Book now for an unforgettable Pittsburgh experience.

Off-Street Parking ★Patio ★Prime Walkable Location

The ideal Pittsburgh location! Convenient to downtown, the Strip District, the North Shore (both stadiums) and so much more! Our recently renovated house features private off-street parking and a spacious, private back patio. Cook from home in the fully stocked kitchen, work from home with high speed internet (2oombps), or relax in front of the Apple TV.