
Vacation rentals in North Side
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Top-rated vacation rentals in North Side
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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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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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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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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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Stunning PH Double King Suite w/ Rooftop Terrace
Enjoy our stunning 2 BR Penthouse suite on Butler Street, right in the heart of Lawrenceville. This is a brand new construction building in 2025. Just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐2 King Beds (memory foam mattresses) ⭐1 Queen Sleeper sofa + 1 Queen Murphy Bed + Pack N Play ⭐3 private decks (+ Rooftop Deck) ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support
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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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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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Stylish Penn Ave Loft Cozy 1BR
Discover elevated living in the heart of downtown Pittsburgh. This beautifully remodeled 1‑bedroom residence combines modern design with everyday comfort, featuring a chic living area, a fully equipped kitchen, and a tranquil bedroom for restful nights. With brand‑new appliances and stylish furnishings throughout, this sophisticated retreat is perfectly situated near the city’s best dining, entertainment, and cultural attractions — ideal for both business and leisure stays.
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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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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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Free Parking ★2 Bathrooms! ★Walk Everywhere!
Our place is the perfect location for exploring Pittsburgh. Walking distance to the North Shore stadiums, 1 block away from Allegheny City Brewery, 2 blocks from two of the best restaurants in Pittsburgh, and easy access to the highways. Featuring a huge upstairs bathroom, spacious bedrooms, high speed WiFi, desk space, and more. Whip up a meal in the fully equipped kitchen, lounge on the couch and watch a movie, or browse the web (400mbps). Book today!
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Hot Tub, King Bed, Cabin Vibes in Lawrenceville!
With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!
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Popular amenities for North Side vacation rentals
Other great vacation rentals in North Side

Luxury Skyline-Experience Walk to Overlooks
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1 Bed, idyllic, stadiums, free parking, & Pets OK
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New York Nights
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Quick Access to Downtown, Stadiums + North Shore
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Elegant North Side Victorian | Free Parking
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3BR/2.5BA Duplex | Close to Stadium and Downtown
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Skyline Luxury - Stylish 1BR with Panoramic Views
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Hot Tub & Playroom with Parking for Families
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Destinations to explore
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Columbus Vacation rentals
- Pittsburgh Vacation rentals
- Cleveland Vacation rentals
- Cincinnati Vacation rentals
- Niagara Falls Vacation rentals
- Detroit Vacation rentals
- Mississauga Vacation rentals
- Baltimore Vacation rentals
- Richmond Vacation rentals
- Buffalo Vacation rentals
- PNC Park
- Acrisure Stadium
- Fallingwater
- Carnegie Mellon University
- Seven Springs Mountain Resort
- University Of Pittsburgh
- David Lawrence Convention Center
- Ohiopyle State Park
- Pittsburgh Zoo & PPG Aquarium
- Sri Venkateswara Temple
- Idlewild & SoakZone
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Phipps Conservatory and Botanical Gardens
- Petersen Events Center
- Schenley Park
- Carnegie Science Center
- National Aviary
- PPG Paints Arena
- Children's Museum of Pittsburgh
- McConnells Mill State Park
- Randyland
- Senator John Heinz History Center





