Holiday rentals in North Side

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.

Grandview Ave Luxe | City Views | Amenities Galore

Walk in and say wow! Stay on Grandview Ave., the street with million dollar views of Pittsburgh. Our completely remodeled penthouse features the luxe touches you'd expect - Breville espresso machine, wine fridge, wet bar, smart home features, bidet, rain shower, & more! Specifically designed for a couple that wants the nicest accommodations in the city, but comfortably sleeps 4 in 2 king beds. Park in our private lot, then walk 2 blocks to Shiloh St for bars & restaurants. Prepare to be amazed!

Perfect Locale for Game! Walk to Stadium in 5 min

✨Book your stay today!✨ This stunning Victorian on historic Western Avenue is just a 5-MIN WALK to Acrisure Stadium, making it the ultimate spot for sports fans. Featuring 2 elegant bedrooms, a queen pullout sofa, and a library with a gas fireplace, this home combines soaring ceilings, historic charm, and modern comforts. Relax with an 85” TV, enjoy 2.5 bathrooms, and the convenience of off street parking. Step outside to find restaurants, pubs, and museums right at your doorstep. A TRUE GEM!

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.

Walk to Stadiums! Free Off-Street Parking!

Watch the sun shine through two story stained glass windows in our recently restored 1800’s church turned luxury apartment! Featuring an open, two story floor plan with two large bedrooms, two full bathrooms, a fully stocked kitchen and organic coffee bar plus more located on a quiet, residential street in one of Pittsburgh’s most up and coming neighborhoods. Walk a few blocks to Allegheny General hospital as well as neighborhood bars plus all major stadiums. This spacious condo has it all!

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!

Amazing views! Free Parking!

After a year-long restoration project, we are thrilled to present our home in Pittsburgh's historic north side. What awaits you is a quiet, downtown gem surrounded by nature with amazing city views. What You'll Love: -Total and complete renovation between 2020-2021 -Gourmet, fully-equipped kitchen including coffee/tea station -Remarkable city views -Close to stadiums, downtown, museums -Relaxing patio -Gigabit internet connection -Peaceful nature surroundings -Comfortable memory foam beds

"The Spa Room" Renovated Flashlight Factory

Beautiful 1700 sq ft loft apartment. Located in historic north side. Minutes from both the stadiums, night life, casino, and museums! Best suited for 2 but can accommodate 4. Hard wood floors. Exposed brick. Huge state of the art kitchen. Beautifully executed bathroom with a walk in shower and massive soaking tub. If the bathtub isn't enough for you there is a hot tub located in the light well 1 floor down from the loft. Our other AirB&B is a Plus.

Exposed Beams, Modern Vintage War Streets Charmer!

✨ Discover the charm of Pittsburgh’s historic Mexican War Streets! This stylish 2BD/1BA home combines exposed brick, rich wood tones, and modern comforts for a warm, inviting stay. ☕ Enjoy locally roasted coffee, lounge on the cozy sectional, or catch up on work before heading out. With PNC Park, Acrisure Stadium, the Warhol Museum, and top dining just minutes away, you’ll love exploring this highly walkable neighborhood! 🚶‍♂️🏙️

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown

Cozy 450 sq ft 1-bedroom with everything you need and nothing you don't. This private access unit has a newly renovated bathroom and kitchen. Located near downtown Pittsburgh but in a suburban-feeling neighborhood. Walking distance from a grocery store, some great local food options, and the public transit right at your door. Free and easy parking readily available. An affordable and comfortable way to experience the Burgh!

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!

Fire Pit | Great for Kids | Perfect Location!

Step into a bold, art-inspired retreat in the heart of Pittsburgh’s North Side! This 3BR/1.5BA home features a private backyard game lounge, vibrant decor, a fully stocked kitchen, a small garage, and dedicated workspaces. Enjoy Smart TVs, keyless entry, and HostWise’s signature Chore-Free Checkout®. Walk to PNC Park, Randyland, and more. Perfect for families, friend groups, or work trips!