Holiday houses in Downtown Pittsburgh

Rooftop Deck House, Skyline Views, Sleeps 8

Best Skyline Views in the City Nestled between Mt. Washington and South Side Slopes, this modern retreat sleeps 8 across 3 bedrooms with a private rooftop deck overlooking the skyline. Unwind in the open-concept living space or entertain on the back patio — ideal for families, groups, and business travelers who want comfort, design, and a view you won’t stop talking about. 4 Queen Beds, 3 Full Baths Fast WiFi & Dedicated Workspace Rooftop Deck & Back Patio Fully Stocked Coffee Bar Free Parking

Cultural District new King Suite whirlpool tub

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!

NEW! Abode|The Pennsylvanian| Walkers Paradise+Gym

Discover an unforgettable stay at the historic Pennsylvanian in the heart of Pittsburgh. Originally constructed in 1900 as Pittsburgh's Union Station, immerse yourself in its rich history, surrounded by its stunning Beaux-Arts architecture. Enjoy easy access to PNC Park, Acrisure Stadium, Andy Warhol Museum, The Convention Center, and more! Please note: The Pennsylvanian also serves as a beautiful wedding venue. Therefore, some noise can be expected, primarily on weekends, ending by midnight.

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!

Stunning PH Double King Suite w/ Rooftop Terrace

Enjoy our stunning 2 BR Penthouse suite on Butler Street, right in the heart of Lawrenceville. This is a brand new construction building in 2025. Just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐2 King Beds (memory foam mattresses) ⭐1 Queen Sleeper sofa + 1 Queen Murphy Bed + Pack N Play ⭐3 private decks (+ Rooftop Deck) ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support

Grandview Studio | Skyline Views | Private Parking

Our newly renovated studio features amazing views of the Pittsburgh skyline right from your king size bed! Featuring ~400sq ft of living space right on Grandview Ave, you can't beat this location. Just a block to Shiloh St., park for free in our off-street spot, and don't move your car the whole stay! Every nook was thoughtfully remodeled, from the electric fireplace to the spacious kitchen. Our bathroom also features a rain shower & custom copper sink, great for getting ready!

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.

Downtown Pittsburgh Central Retreat

⚠️ Please read before booking. This apartment currently does not have air conditioning. If A/C is essential for your comfort, we recommend booking another property. The building management is actively working to restore the A/C system and hopes to have it fixed as soon as possible, but we cannot guarantee a completion date. By booking, you acknowledge there is NO A/C available, and NO refunds will be issued due to the lack of air conditioning.

KING Bed • Modern City View Escape • Free Parking

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!

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!

Private Roof Deck with Cliff-Side Skyline Views

Escape to this architect-designed, 2-bedroom cliff-side apartment with breathtaking panoramic views of the Pittsburgh skyline and three rivers. This private, two-floor retreat comfortably fits 4 guests and features a stunning roof deck and dedicated workspace. Enjoy a peaceful hillside setting just minutes from the city's vibrant culture and dining. Free on-street parking is hassle-free!

Skyline Views 3 Parking Spots Minutes to Downtown

🌆✨ Wake up to breathtaking skyline views and experience Pittsburgh like never before. Welcome to M&T Cola Cradle, a one-of-a-kind luxury retreat designed to make your stay unforgettable. From floor-to-ceiling windows and stunning city views to thoughtfully curated spaces built for comfort and connection, every detail has been designed with your experience in mind.