Condo holiday rentals in Pittsburgh

Clean, cozy & walkable condo w/ luxury upgrades

Refreshed for the New Year! 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.

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

King Bed! Free Street Parking! Walkable Location

Welcome to your home away from home in our brand new, January 2024 apartment. Styled in Pittsburgh's own Andy Warhol, our place exudes Pittsburgh charm. Walkable to everything the North Side has to offer, but designed to stay in, our place features a well equipped kitchen, a work from home desk, a 65" TV + 42" TV in the bedroom, dining space, a Joybird couch, and lots more! Register your vehicle for free street parking, or leave your vehicle at home and walk or Uber to everywhere from here!

A Fresh Mid Century 2- bedroom East End Area

A fresh Mid Century Condo that pays tribute to the 1950's in Pittsburgh. A fully remodeled first floor 2-bedroom unit in a 6 unit Condo. Large windows and shaded back porch overlooking courtyard. Close to many local restaurants, bars, cafes, and the bus line. Near Frick Park! Free parking space. Easy access to local universities (Pitt, CMU, Duquense), East Liberty, Squirrel Hill, Oakland, South Side, downtown and the stadium district. Minutes away from Parkway (376).

Cozy Studio by Stadiums, Food & Downtown

Prime location in Northside! 🚗 5 mins to Downtown Pittsburgh & 10 min to PPG Arena 🏟️ Walk/ride to Acrisure, PNC Park, Stage AE & Rivers Casino 🎨 Near museums, North Shore & riverfront 🍽️ many dining locations within walkable distance or short drive! 🚇 Easy access to highways, transit & light rail (5 min walk to the “T” Allegheny station) 🛏️ Bright, clean space with queen bed, and pull out full bed ✨ Perfect for game days, getaways & business trips

Heart of Mt. Lebanon-Walk Anywhere-Easy 2 Downtown

Clean 2 Bedroom 1 Bathroom in the Heart of Mt. Lebanon. On the T line and minutes from Downtown Pittsburgh. 30 seconds walking to a microbrewery and a minute to all the Bars & Restaurants. This is a duplex that is Airbnb’d on the other side. Completely private entrance and unit. Amazing location and more intimate than the hotel up the street (Plus parking is free). Kitchen renovated. Well stocked with supplies. Has DirecTv and WiFi

Calm Couples Retreat | Designer Condo | No Stairs

Slow down and reconnect in this calm, designer-inspired couples retreat in Lawrenceville. This newly remodeled, one-level condo offers a peaceful escape with no stairs, elevator access, and private off-street parking for a truly hassle-free stay. Sip espresso, unwind in serene surroundings, or settle in for focused remote work. Walk to nearby dining and cafés, then return to a quiet, romantic haven made for recharging together.

Lovely 3 bedrooms in the middle of nature

Welcome to our Relaxing and serene apartment, located in the middle of the woods, minutes only to Downtown and Pittsburgh main attractions. Our property has just been fully remodeled and tastefully decorated and furnished. You will without a doubt enjoy the coziness and quietness of the place! It is the perfect place for families or group of friends. We wish you a warm welcome to Steel City and can’t wait to hosting you!

Spacious Modern Loft Condo with Hot tub and Grill

This modern condo is located steps away from breweries, restaurants, and other North Shore attractions. Free off-street parking, large oversized shower, king bed, work desk with monitor and open concept living. Private patio with 2 person hot tub and Traeger grill. Peloton bike and workout equipment. Perfect for Steelers games. Free parking in parking lot with tailgating capacity within 5 minute walk to stadium.

Modern 2BR Condo Near Downtown | Skyline Views

A bright and comfortable top-floor condo just minutes from Downtown Pittsburgh, the Strip District, and the North Shore. With two bedrooms, inviting living spaces, and a convenient location near stadiums and nightlife, this third-floor stay makes an ideal home base for game days, concerts, and city weekends. Dog-friendly and thoughtfully set up for a relaxed, easy stay.

Charming South Hills Apartment located near parks

The conveniently located bedroom apartment w/patio features a queen bed, full pull out couch, and a twin pull out couch. It’s located on a charming brick street within walking distance of Twin Hills and Dormont Parks, a swimming pool with mega slide, the Red-line Light Rail (The T), shops such as Rite Aid, Coffee Tree, Dollar General, Starbucks, and Kuhn’s Grocery.

Cozy Artist Apartment, Queen Bed Stylish + WIFI!

Welcome! This listing is managed by Crew Housing, the region's premier provider of value accommodations for traveling work crews and groups. All units are rented as mid-term accommodations for workers and groups, typically from out of state. This unit is ideal for up to 2 adults, with a maximum capacity of 4.