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!

Location · Value · Wi-Fi

King Suite with a Skyline View + Parking

Modern 1BR Skyline Retreat | Deck • Free Off Street Parking Discover this stylish 1 bed suite in Troy Hill with skyline views—ideal for couples, solo adventurers, and business travelers. ✔️ King bed w/ premium bedding ✔️ Private deck overlooking Pittsburgh skyline ✔️ Full kitchen + stocked coffee & espresso bar ✔️ Fast Wi-Fi w/ dedicated work space ✔️ In-unit washer & dryer ✔️ Free off-street parking ✔️ Quick drive to stadiums, Downtown Pittsburgh, Strip District, Pitt/CMU, & Lawrenceville

Location · Value · Getting around

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!

Family · Value · Bathroom

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.

Location · Value · TV

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!

Location · Value · Condition

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

Location · Value · View

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!

Value · Location · Hospitality

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.

Family · Location · Cleanliness

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.

Location · Cleanliness · Indoor spaces

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!

Location · Value · View

Luxury Skyline-Experience Walk to Overlooks

Experience Luxury in this rare find. This apartment has the most iconic, breathtaking Skyline Views of Downtown Pittsburgh, overlooking the Golden Triangle and River convergence area below Mt. Washington. Where elevated dining and downtown access come together along Grandview Avenue. Designed for guests seeking a more refined city stay, this modern retreat blends contemporary interiors with one of Pittsburgh’s most recognizable settings.

Location · View · Check-in

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!

Family · Location · Hospitality