Holiday houses in Herrs Island

Pittsburgh, PA - North Side

Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

Off-Street Parking, Brooklyn-Inspired Brownstone

Step into a bold, Brooklyn-inspired brownstone — in the heart of Pittsburgh. This isn't just a place to stay; it's a statement. Think industrial grit meets high-end glam, with pops of color, exposed brick, and a vibe that screams effortlessly cool. Whether you're sipping coffee on the patio or channeling your inner artist in one of our design-forward bedrooms, every corner is a moment. NYC energy, Pittsburgh soul—why choose when you can have both? Book one of the Burgh's most unique stays today!

Walk River Path to ‘26 NFL Draft *FREE Parking*

🏈 THE 2026 NFL DRAFT 🏈 Step out your front door onto Three Rivers Heritage Trail & walk to Acrisure Stadium!! Luxury 2200 sq ft 2-bed, 2.5-bath townhouse on the Allegheny River island of Washington's Landing. Water views. Parklike, modern, spacious, well-equipped, and close to downtown Pittsburgh. Walk or bike to the Strip District and beyond. Two outdoor decks. 10 new pickleball courts on the island. Stroll past the boat docks to Redfin Blues (in spring & summer) for happy hour or a boat rid

Artsy studio in Lawrenceville: easy & free parking

We converted this Lawrenceville storefront into a studio apartment, located near the Strip District, downtown Pittsburgh, and many other neighborhoods in the city. Lawrenceville is a walkable neighborhood with great amenities (see our guidebook for recommendations). Enjoy the 14’ ceilings, herringbone floor, handpainted mural, and exposed brick in this unique space. • Full kitchenette • Easy free parking • Privacy curtains • Pullout sofa bed • Dimmers on all lights More details listed below!

The Downtown Steelers Loft | Short Walk To Arena

Experience comfort and style in our freshly renovated apartment. Outfitted with sleek modern décor, complete appliances, and plenty of natural light, it's designed for both relaxation and productivity. Located just minutes from Station Square, it’s an ideal for business travelers or anyone attending local events. Walk to top destinations like Market Square, Acrisure Stadium, and PNC Park. Whether you're here for work or play, our space offers the perfect home base for your stay in Pittsburgh.

1 Bed, idyllic, stadiums, free parking, & Pets OK

Here's a quiet hideaway. Book the apartment, and reserve a fine meal at a nearby restaurant, and walk to the nearby park. For the price of a hotel room, you get living and sunrooms, a complete kitchen with parking, washing, ironing, and excellent internet access. You are close to concerts, parks, museums, stadiums, AGH, and fine restaurants. This apartment is a great center to explore downtown and the Northside of Pittsburgh. You and your pet will like the large park, only a 1/2 block away.

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Fenced Yard 3 Bd KING BED Home

Cozy and Central! Minutes to the Strip, Downtown & Stadiums. PET FRIENDLY 3-bd, 1-ba home is the perfect blend of modern amenities, welcoming vibes, and pet-friendly accommodations. Inside, you’ll find three bedrooms, a sophisticated bathroom, and an open-concept living area that’s ideal for lounging. The fully-equipped eat in kitchen features sleek appliances. Step outside to discover the real highlight—a fully fenced in double (city) lot that offers a space for your pets to roam.

Private Hot Tub | King Bd | Workspace | Kids Okay!

Soak, work, and relax at this vibrant Lawrenceville retreat! Enjoy your private hot tub on the patio, unwind in our colorful, fun interior, and make use of the flexible layout (1BR plus separate office / kid's room / treadmill desk workspace). It’s ideal for weekend escapes as well as extended stays, given the king bed! Enjoy the highly walkable location near top restaurants, bars, & coffee spots, unwind in the fenced patio, or kick back with smart TVs and a well stocked kitchen.

Walk to Attractions. Downtown View. Stay in Style.

Walk to stadiums, downtown, strip-district, and cultural district! This recently-renovated historic hill-side duplex offers views of downtown and the Allegheny riverfront from almost every room. Stylish modern-industrial design with a wide open kitchen/living/dining room layout. Huge bathroom includes soaker tub with a view. Back deck sits above the roof and has panoramic downtown views that are second to none in the city. This unit is a 3rd floor walkup with steep steps.

The View*Sleeps 6* City Home

Kick back and relax in this calm, stylish space where you can take in the river views on the deck - or hang out in the tv lounge. A designated work area, conveniently on the main floor, doubles as extra sleeping space. With an easy drive to the stadiums, arena, downtown, the Theater district, the Strip district, the Childrens museum, the Science center, nature or city hikes, and just across the bridge from the Childrens hospital and Lawrenceville - you will feel right at home!

One Wild Place - Fun 4BR 2Bath/Firepit

Welcome to our stylish and unique Airbnb, inspired by the vibrant spirit of the Pittsburgh Zoo! Located in the heart of Troy Hill, this roomy vintage space combines playful animal décor with traditional row-house design, creating an unforgettable stay. Whether you're here to explore the city or just enjoy a comfortable, one-of-a-kind retreat, our zoo-inspired theme offers a fun and welcoming atmosphere for all. Experience the wild side of Pittsburgh, right from your doorstep!