Holiday houses in Downtown Pittsburgh

4.93 out of 5 average rating, 55 reviews

An outdoor deck area is furnished with a comfortable seating arrangement, including a sectional sofa with blue and white cushions. A view of the Pittsburgh skyline and greenery is visible in the background, complemented by string lights overhead, creating a serene atmosphere.

Home in North Side

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

4.9 out of 5 average rating, 286 reviews

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!

A brightly lit studio features large windows allowing natural light to flood in. A spacious bed is complemented by a minimalist bench. An orange accent chair adds a pop of color, while two framed art pieces adorn the wall, enhancing the modern decor.

4.81 out of 5 average rating, 113 reviews

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.

4.98 out of 5 average rating, 119 reviews

Apartment in Bloomfield

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!

4.98 out of 5 average rating, 122 reviews

A spacious living area features a comfortable sofa and armchair, with a large wall-mounted TV positioned nearby. Floor-to-ceiling glass doors open to a private deck, revealing lush greenery and inviting outdoor seating, creating a serene connection to nature.

Apartment in Pittsburgh

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

5 out of 5 average rating, 15 reviews

Apartment in Shadyside

King Bed | Free Parking | Gym | UPMC, Pitt & CMU

✨ Welcome to our large, stylish studio in the heart of Shadyside! This modern, fully furnished suite features sleek décor, a fully equipped kitchen, a cozy living space, and a luxurious king bed. Enjoy top-tier amenities, including: 🔹 Fitness Center & Yoga Studio 🔹 Free Street Parking 🔹 Complimentary Coffee Station 🔹 Variety of Co-Working Spaces 🔹 Resident Clubroom with TV 🔹 Courtyard with BBQ & Ping Pong Table 🔹 EV Charging Station 🔹 On-Site Retail 🔹 Bike Storage Room

Apartment in Mount Washington

A modern studio features a spacious layout with large windows showcasing views of the Pittsburgh skyline. The room includes a comfortable king size bed with plush blankets, a sleek kitchen area, and a cozy seating space with a green couch. Thoughtful design accents are evident throughout.

4.98 out of 5 average rating, 113 reviews

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!

4.81 out of 5 average rating, 78 reviews

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.

Superhost

5 out of 5 average rating, 3 reviews

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.

Superhost

An open-concept area showcases a stylish wooden slat divider that separates the living space from the bedroom. The brick wall adds texture, while colorful artwork is displayed on the left. A plush sofa and a large plant enhance the inviting atmosphere of the room.

Apartment in North Side

4.84 out of 5 average rating, 100 reviews

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!

Apartment in Mount Washington

5 out of 5 average rating, 7 reviews

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.