Vacation rentals in North Side

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.

4.92 out of 5 average rating, 53 reviews

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

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Apartment in Downtown Pittsburgh

4.9 out of 5 average rating, 271 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!

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4.97 out of 5 average rating, 158 reviews

A dining area showcases a wooden table set with plates and glassware, accompanied by rustic chairs. A vase with greenery stands at the center. Through an archway, a cozy sitting area is visible, featuring a blue sofa and large windows allowing natural light.

Townhouse in North Side

*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.

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A spacious living area features a large flat-screen TV mounted above an electric fireplace. A coffee table is positioned centrally, while large windows allow natural light to illuminate the room. Potted plants enhance the inviting atmosphere of the space.

4.94 out of 5 average rating, 242 reviews

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

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A spacious bedroom features a king-sized bed topped with neutral linens and decorative pillows. Natural light fills the room through two windows, accented by dark curtains. A bench rests at the foot of the bed, and a small table with a lamp and mirror adds functionality.

4.83 out of 5 average rating, 71 reviews

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!

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The living room features a vibrant yellow couch positioned on an area rug with geometric patterns. A sleek, dark fireplace serves as a focal point, complemented by a bookshelves filled with decorative items. Richly colored walls and contrasting curtains enhance the cozy ambiance.

4.97 out of 5 average rating, 115 reviews

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!

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4.85 out of 5 average rating, 46 reviews

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! 🚶‍♂️

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4.97 out of 5 average rating, 89 reviews

Condo in North Side

Clean, cozy & walkable condo w/ luxury upgrades

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.

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The open kitchen area is illuminated by pendant lighting above the countertop, featuring a spacious sink and a wooden surface. Large windows dressed with light curtains invite natural light, while a small potted plant adds a touch of greenery. The entrance door is positioned to the right.

4.97 out of 5 average rating, 184 reviews

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.

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Superhost

4.81 out of 5 average rating, 511 reviews

Old Millionaire's Row - Prime Location - Acrisure

There is no real way to describe the detail and architecture of this place. It was carriage home by millionaire’s row in the 1900s and is still a historic building in PGH. The architecture is truly amazing, not to mention the convenience today! You can walk to all the stadiums, casino, and countless bars, restaurants, and breweries! The T takes your right downtown for FREE and is less than a half mile walk. This unit is Dog-friendly for an additional charge.

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A spacious bedroom features a king bed adorned with a striped blanket, accompanied by two bedside lamps. Light-colored wood flooring contrasts with the dark curtains framing two windows, allowing natural light to fill the room. Wall decor, including plants, enhances the inviting ambiance.

4.93 out of 5 average rating, 251 reviews

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.

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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.