Holiday rentals with a patio in Shadyside, Pittsburgh

City View Sanctuary w/ Hot Tub ~ Abundant Parking!

This stylish and singular home boasts 6 rare off-street parking spots on Mt Washington! And once you're all parked, you'll discover a welcoming outdoor area, w/ unique views of Pittsburgh's East End, Emeraldview Park, parts of downtown, and the rolling hills beyond. You'll be staying minutes from popular destinations like PPG arena, downtown, Southside, Station Square, and the Monongahela riverfront. IDEAL FOR: traveling for work, events in Station Square, 2 or 3 couples traveling together

Wow! Skyline Sunset Escape On Hackstown

Ahoj and welcome to your elegant 2-bed, 1.5-bath home with breathtaking downtown views! Newly renovated with a thoughtfully designed interior, this home offers a distinctive experience. Enjoy parking in a 2-car garage plus an outdoor space, and easy access to downtown and Oakland. Featured on the South Side Historic Homes Tour, it’s a true Pittsburgh gem. Pets are allowed! Relax on the deck with a fire pit, or unwind by the custom mosaic fireplace with a 55” TV or in the luxurious soaking tub.

Stunning Central Modern Home w/Free Parking!

Central to everything, with parking! Upscale comfy & chic home features 4BR, 2.5 BA, and sleeps up to 8. Furnished & curated by a professional designer, this open large modern home with high-end finishes offers fireplaces, a huge kitchen, and a walkout to a patio & pergola. Coffee, tea, fresh linens, towels, toiletries, hairdryer, iron. Super fast WiFi & Netflix. Bring the family and enjoy an amazing experience. Walk to the stadiums, many restaurants, and AGH Hospital. OFF-STREET PARKING!

City Living sleeps 12 15 mins to Downtown

Entire home sleeps 10-12 (includes a pull out couch). Centrally located in the heart of Brookline, a charming town in Pittsburgh. 15-20 mins from some of the best attractions in Pittsburgh— Acrisure Stadium, PNC Park, Mount Washington, Rivers Casino and Downtown! You and easily Uber to and from all of these locations. 3 bedrooms, living room, dining room and a full kitchen, a perfect space to stay with friends or family. Outdoor space, includes a fenced in yard and grill for cooking!

Great Balcony + Patio, Pet Friendly House

Our to-the-studs renovation is the perfect place to have as your Pittsburgh home base. The balcony & patio invite you out for fresh air, while our living room encourages you to put your feet up & relax! Enjoy our full coffee set up while you're creating memories over your favorite vacation meal in our spacious, well stocked kitchen. Our home is located in a quiet up & coming area of Pittsburgh, just a minutes to the North Shore, or <10 minute walk to the bars & restaurants of East Ohio!

Mountain Retreat in the Heart of the City

Brand new home in one of the city's most desirable neighborhoods overlooking Pittsburgh's iconic skyline. This host proudly boasts a number of unique amenities such as 3 deluxe full bathrooms with custom showers, professional cook series kitchen with wine bar, stamped concrete patio with hot tub for 6, outdoor natural gas fire pit and indoor electric fireplace, Wi Fi, bluetooth technology, over 4000 channels including pay per view, all sports and new release movies and tv series.

PIT Staycation Retreat with Pool House!

This property was designed for guests to make unforgettable memories with loved ones. Unwind with a memorable Staycation at this newly renovated oasis that comfortably entertains up to 6 adults + children under 12. Prime location just off I-79 is a close to PIT airport, PIT stadiums, RMU, Riverhounds' facility, hospitals, downtown & tons of shopping/dining. To maintain a quiet neighborhood, we respect “no party” and “quiet hours” rules with zero tolerance.

Huge 4br, rooftop deck, theater, garage, more!

Walk in & say wow! This amazing property features outdoor space galore, containing 4 bedrooms with private balconies, 3 full bathrooms & 2 half bathrooms, a chef's Samsung kitchen, rooftop deck, fire pit on the patio, and more! At over 4,000sq ft, your friends & family can spread out with lots of privacy, or gather and socialize together! Take in the rooftop views, watch a movie on the 75" screen, play the arcade or full size games...book it while you can!

Beautiful Strip District Studio w/ Outdoor Loggia

Enjoy city nights outdoors in our spacious Loggia (outdoor room). Relax with a book on the lounge chair in the serene study, surrounded by live plants and natural light. Refresh yourself in the enormous open shower. Our convenient location, at the intersection of Lawrenceville and the Strip District, allows you to experience everything Pittsburgh's two most happening neighborhoods have to offer.