Holiday rentals 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!

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.

Breathtaking views of PGH! Rooftop Deck + Parking

This immaculate 2 bedroom home with a large rooftop deck has great views overlooking Pittsburgh, Heinz Field, PNC park and the point! Plenty of space for a family, but also ideal for a couples or friends weekend! A short walk to the restaurants and bars of Shiloh Street and the fancy restaurants of Grandview! The overlook is right across the street. Also, walk across the street and ride the incline down to station square, where you will have access to shops, restaurants and many activities.

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

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!

South Side Gem | Elevator | Sleeps 4 | Fast Wifi

Welcome to your perfect stay in the heart of Pittsburgh’s vibrant South Side—located right on iconic Carson Street, where nightlife, restaurants, and city energy are just steps away. Whether you’re visiting for a Steelers game, a weekend getaway, or a longer stay, this stylish 1-bedroom apartment is designed for comfort, convenience, and experience. Stay in one of Pittsburgh’s most lively neighborhoods—walk to bars, restaurants, coffee shops, and entertainment right outside your door.

Immaculate Double King Suite w/ Rooftop Terrace

Enjoy our immaculate 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 ⭐Rooftop Deck w/ City view ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support

Grandview Ave - King Bed - Spectacular Views!

One of the few furnished rentals on Grandview Ave, the famous road with million dollar views in Pittsburgh! Completely remodeled to the studs as a short-term rental, our place exudes Pittsburgh charm. Work from home with spectacular views of the city from your vintage desk, relax on the couch and watch the 60" TV, or just hang out on the king size bed! We're just a block from Shiloh St., with 10+ bars & restaurants, but you're always able to cook at our fully stocked kitchen!

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.

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!