Holiday rentals in Downtown Pittsburgh

Stunning King Suite |Unbeatable Downtown Location!

Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

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

Cozy 1BR Pittsburgh – Festival Hub

Step into our newly updated 1‑bedroom apartment, showcasing sleek modern décor, and bright natural light. Situated just a short walk from the David L. Lawrence Convention Center (DLCC), it’s an excellent choice for business travelers and event attendees. You’ll also be close to top attractions like PNC Park, Market Square, and the Cultural District, all easily accessible on foot. Whether your trip is for work or leisure, our apartment offers a stylish and convenient home base for your visit.

Chic Loft Style HighEnd King Suite~ 2Parking Spots

Brand New Loft Style Apartment with 17ft. ceilings, huge windows, and 2 dedicated OffStreet Parking Spaces! Brand new KING Suite! 1 block to West Penn, short walk to UPMC! On site parking makes the short drive to Shadyside, CMU, Pitt and the Strip District/Downtown a breeze! The building was gutted and remodeled, everything is brand new! Fully stocked for long and short term stays! Steps to dozens of restaurants, shops, coffee shops, and grocery stores. Make your reservation today!

Stylish 1 Bed Downtown apartment with Sofa bed

Welcome to our newly remodeled 1 bedroom apartment, featuring modern furnishings, upscale appliances, and abundant natural light. Just steps from the David L. Lawrence Convention Center (DLCC), it's perfect for business travelers and event-goers. Enjoy nearby attractions like PNC Park, Market Square, and the Cultural District—all within walking distance. Whether you're visiting for business or leisure, our space provides a comfortable and convenient base for your Pittsburgh stay!

City Retreat Near Stadiums Dining & Culture

Welcome to your stylish retreat in the heart of downtown Pittsburgh! This beautifully remodeled 1-bedroom apartment has everything you need for a relaxing and memorable stay. Enjoy a spacious living area perfect for unwinding, a fully equipped kitchen with modern appliances, and a cozy bedroom designed for restful nights. Just steps from Pittsburgh’s top attractions and cultural landmarks, this apartment offers the perfect mix of comfort and convenience.

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

City View • Free Parking • 2 Beds • Prime Spot

Welcome to our stunning, fully renovated Place! This modern gem features a spacious open-concept layout, thoughtfully designed with a stylish wood slats that elegantly divides the living areas and the bedroom while maintaining an airy, seamless flow. Every detail has been meticulously updated, offering a fresh, contemporary vibe with top-notch amenities. Perfect for those seeking a chic, open living experience in a beautifully reimagined space!

Newly Renovated, Beautifully Decorated in ❤️ of PGH

Doctors, nurses, lawyers, techies, business execs...you’ve found your stay in Pittsburgh! This quaint new renovation boasts a queen bed, sofa bed, and all the cookware you need. Relax on the couch as you enjoy your latest Netflix binge on the new, 40” smart TV. Wanna catch a game? Go for a short stroll to the stadiums and bars in North Shore. Conveniently located to everything Pittsburgh has to offer!

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!

Modern Victorian Apartment - Quiet but walkable!

This 3rd floor apartment is located in the heart of the Northside in Mexican War streets. It’s freshly renovated with a massive kitchen and living room/dining room. A block away from Commonplace Coffee and under 15 minute walk to just about everything, including Pirates, Steelers, Aviary, children’s museum, Federal Street, Western Ave and more! We love this neighborhood and you’ll love it too!

Skyline Retreat: 5BR/3.5BA+ 2 Car Parking+ Rooftop

Step into elevated city living in this expansive 5BR, 3.5BA home perfectly located in central Pittsburgh. Two rooftop decks offer stunning skyline views, while the indoor-outdoor gas fireplace creates a warm, inviting atmosphere year-round. Complete with a private garage space and an additional parking pad, this stylish retreat delivers comfort, convenience, and unforgettable city vibes.