Holiday houses 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!

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!

Stay Downtown Pittsburgh • Stadiums & Riverwalk

Welcome to your stylish and comfortable haven in the heart of downtown Pittsburgh! This beautifully remodeled 1-bedroom apartment offers everything you need for a relaxing and memorable stay. With spacious living areas perfect for unwinding, a fully equipped kitchen with modern appliances, and a cozy bedroom designed for restful nights, you’ll feel right at home. Located just steps from Pittsburgh’s top attractions, including cultural landmarks, you’ll enjoy the perfect convenience and comfort.

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!

KING BED • Private Patio&Parking •Luxe City Escape

Welcome to the modern cozy atmosphere! This stylish place impresses with its brand new complete renovations. The new kitchen is equipped with the latest appliances, providing the perfect conditions for preparing your favorite meals. The private parking ensures convenience for guests, offering confidence in the safety of their vehicle. We are happy to provide an additional sleeping space upon request. We have a comfortable inflatable mattress that can accommodate two more guests.

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!

Clean, cozy & walkable condo w/ luxury upgrades

Experience the best of city living in this centrally-located condo! Immerse yourself in the charm & history of the iconic Mexican War Streets right outside your front door. With just a 10-minute walk, you’ll find yourself at North Shore’s attractions like PNC Park & Acrisure Stadium, perfect for game days or concerts. Want to explore downtown? It’s a scenic 15-min walk away! Plus, you're just steps from vibrant bars, restaurants & museums, all within a 1-minute walk.

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

Central Cultural District 1BR apartment stay. One-bedroom, one-bath, 1 bed for 2 guests; full kitchen, washer/dryer, AC, heating, hot water, hair dryer, iron, TV, laptop-friendly workspace and WiFi, smoke detector. Walk steps from Heinz Hall, Benedum and Byham theaters; cafes, galleries and nightlife nearby. Very walkable; PRT light rail and buses serve downtown; parking limited during events. Ideal for couples, theatergoers, business stays.

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!