Vacation rentals in North Side

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Top-rated vacation rentals in North Side

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious living area features a rustic wooden coffee table atop a decorative rug, with comfortable seating arranged nearby. A traditional fireplace is set against a light wall, while a staircase leads to the upper level, enhancing the open layout.
Home in Pittsburgh
4.95 out of 5 average rating, 178 reviews

2 Outdoor Patios ★Parking ★Kid Friendly ★Beautiful

✨ Walk in and say “woah!” ✨ A restored 1900s farmhouse-style row home with original wood floors, high ceilings, & design that pops. Enjoy two outdoor spaces, including a private deck with outdoor dining + grill, then unwind in the open living room/kitchen with a well-stocked setup, quality beds, and thoughtful amenities. Fast Wi-Fi and workspaces make longer stays easy. Three bedrooms on the 2nd floor, plus a 3rd-floor projector-style theater room. Kid-friendly and great for families or friends.

Top guest favorite
Apartment in Pittsburgh
4.89 out of 5 average rating, 217 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!

Guest favorite
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.
Apartment in Pittsburgh
4.94 out of 5 average rating, 237 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

Top guest favorite
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.
Home in Pittsburgh
4.83 out of 5 average rating, 70 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!

Top guest favorite
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.
Home in Pittsburgh
4.98 out of 5 average rating, 111 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!

Top guest favorite
A rooftop deck offers a view of the downtown skyline at dusk, with hues of pink and blue in the sky. Comfortable seating is arranged around a fire pit, creating a serene atmosphere for relaxation.
Home in Pittsburgh
5 out of 5 average rating, 113 reviews

Steel City Getaway w/City View

Historic row house located on a quiet street in Deutschtown, this home is close to everything! A short walk to Starbucks, boutique shops, restaurants, parks, & more! 7 min drive to PPG arena. 5 min drive to PNC Park, Convention Center, & Acrisure Stadium! Enjoy a view of the downtown skyline from a rooftop deck & balcony off the master (infrared heater for cold nights). Savor your stay w/our well stocked coffee bars, high quality beds/linens, & option for no check-out instructions.

Guest favorite
Apartment in Pittsburgh
4.85 out of 5 average rating, 41 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! 🚶‍♂️

Top guest favorite
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.
Home in Pittsburgh
4.97 out of 5 average rating, 181 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.

Guest favorite
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.
Home in Pittsburgh
4.93 out of 5 average rating, 247 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.

Guest favorite
Home in Pittsburgh
4.94 out of 5 average rating, 186 reviews

HotTub/Firepit/Parking! Less than 1mi PNC Park

This hip, urban, north-side property is all about location and fun. Private Parking and so close to everything! Check out the outdoor Space! Sports, Museums, Casinos. From hipster to upscale, there's plenty to explore. Colleges? Premier medical facilities? Tech jobs? Yeah, we got those, too. Book this hip haven & immerse yourself in city life. Live like a local from a home that's as cool as the city itself. Private Parking!

Superhost
An inviting living area features a spacious gray couch accented by orange elements, positioned against a textured brick wall. A modern coffee table sits in front, complemented by artistic decor on the walls, while natural light filters in through a nearby mirror.
Loft in Pittsburgh
4.84 out of 5 average rating, 463 reviews

Historic Charm•2BR • Free Parking • Prime Location

This beautiful 1880 Deutschtown-style home has been exquisitely renovated and restored and is the perfect place for a family or two couples traveling together.Free parking in front of the house Located in the center of historical District on Avery St, you'll be within walking distance of some of Pittsburgh's best restaurants and bars,PNC Park ,Acrisure Stadium,Warhol Museum and Allegheny Hospital.

Top guest favorite
A spacious living area features large arched windows that allow natural light to fill the room. Comfortable seating options include a green sofa and two tan armchairs. A wooden coffee table sits on a decorative area rug, with a vintage cabinet subtly displayed in the corner.
Apartment in Pittsburgh
4.98 out of 5 average rating, 185 reviews

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!

Popular amenities for North Side vacation rentals

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. Allegheny County
  5. Pittsburgh
  6. North Side