Vacation rentals 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

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!

*Sleeps 9! Dogs are fine! Huge historic charmer!*

If you love a "REAL HOME" this historic beauty is full of CHARM! You can literally feel the history as you walk across the occasional creaky floor board. Stunning brick, open beams in family room. Located in one of the coolest areas in Pittsburgh, most attractions are walking distance. Museums, restaurants, sport venues. The Aviary, Allegheny Commons Park & Lake Elizabeth are just one block away! Perfect for families, friends, groups & Fido, so don't be surprised if you find a dog hair or two.

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

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!

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!

3BR Walk to Draft | 2 Free Private Parking Spots

Stay in the heart of it all! Our 3-bedroom home sleeps 8 and offers cozy comfort with easy access to Pittsburgh’s top spots — all within walking distance. Catch a game at Acrisure Stadium or PNC Park, explore museums, or enjoy North Shore's nightlife. Enjoy 2 private parking spaces; rare in Pittsburgh! Walk to Acrisure Stadium (1.0 mi), PNC Park (0.8 mi), Downtown (1.1 mi), Carnegie Science Center (1.3 mi), Children’s Museum (0.4 mi), Andy Warhol Museum (0.6 mi), Strip District (1.8 mi)

Off-Street Parking, King Bed, Amazing War Streets!

Welcome home! Designed specifically for longer-term stays (but great for short stays as well) our cozy 1 bedroom, 1 1/2 bath, 1 dedicated office home is located in The Mexican War Streets on Pittsburgh's Northside. Featuring a spacious living area, dedicated dining room, well-stocked kitchen, and a dedicated office / kids room / yoga room, you'll feel like home! The War Streets is Pittsburgh's premier neighborhood, with easy access to the North Side plus quick access to downtown and more!

King Bed Carriage House in Mexican War Streets

Welcome to your bright & colorful carriage house, located right in the heart of the Mexican War Streets! With lots of space for a couple or solo traveler, it has everything you need for a short or long stay. Featuring a lovely king bed, well-stocked kitchen, work-from-home desk, spacious dining area, colorful & comfortable living room, and loads more! Parking is free with our permit, but if you don't have a car, you're perfectly situated to walk to some of the best of the burgh nearby!

Stylish War Streets Retreat | Stadiums & Dining

✨ Experience the charm of Pittsburgh’s historic Mexican War Streets! This beautifully designed 2BD/1BA home blends exposed brick, original hardwood floors, and warm wood tones with modern comforts. ☕ Start your morning with locally roasted coffee, unwind on the cozy couch, or get some work done before exploring. Just minutes from PNC Park, Acrisure Stadium, the Warhol Museum, and top restaurants—this highly walkable neighborhood is perfect for your next Pittsburgh visit! 🚶‍♂️

Deutschtown Carriage House

Newly renovated carriage house in the heart of the historic Deutschtown district. This special place is close to everything: PNC Park, Acrisure Stadium, Allegheny General Hospital (AGH), National Aviary, Children’s Museum, the Warhol, Mattress Factory, Allegheny Commons Park, Stage AE, Downtown, and many restaurants. Whether you're a sports fan, a traveling nurse, a concert-goer, or just coming to Pittsburgh for a little of everything, this is the place for you.

Two King Beds★ Beautiful Custom Space ★ Walkable!

Stay at our North Side row home, with an incredible open floor plan, large deck, spacious bathroom, two large bedrooms with king beds, and stocked kitchen on a quiet street! It's a short walk to Allegheny General and a few minutes to the bars & restaurants and stadiums on the North Shore. With way more amenities than a hotel, whip up a cocktail or meal in the full kitchen and relax on the lounge couch and watch TV or work from home with high speed internet.