Holiday houses in North Side

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Top-rated holiday rentals in North Side

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

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Top Guest favourite
Apartment in Pittsburgh
4.88 out of 5 average rating, 130 reviews

Stunning King Suite |Unbeatable Downtown Location!

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!

Top Guest favourite
The city skyline is presented against a twilight sky, with illuminated buildings creating a vibrant display of lights. A bare tree is positioned in the foreground, adding depth to the view of downtown. The scene captures the essence of urban life as evening descends.
Apartment in Pittsburgh
4.96 out of 5 average rating, 85 reviews

Million dollar backyard view!

Perfect location, one of the best views of the city from the back yard. PNC ball park , Accrisure Stadium,Stage AE , PPG arena, coffee shops, museums, restaurants, Rivers Casino , Watch fireworks from the back yard, the north shore has so much to offer and you’re right in the perfect spot to enjoy them all. Grab an uber and ride to the strip district 10 mins away, hienz history center, the national aviary, the Duquesne incline, breweries, so much to do here. Don’t hesitate to book . Thank you

Superhost
The living area features a fold-out sofa adorned with a colorful floral cover, accompanied by two upholstered chairs and a wooden writing desk. A rectangular coffee table sits at the center, with light streaming in through large windows that enhance the space's brightness.
Apartment in Pittsburgh
4.82 out of 5 average rating, 456 reviews

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.

Guest favourite
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
4.93 out of 5 average rating, 230 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

Guest favourite
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
4.82 out of 5 average rating, 66 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!

Guest favourite
An open living space features a modern kitchen with stainless steel appliances and a dining area with seating for four. A sectional couch sits on a light rug, accompanied by a glass coffee table adorned with flowers. Natural light fills the room through multiple windows.
Townhouse in Pittsburgh
4.94 out of 5 average rating, 16 reviews

1st Floor, No Stairs, Mxn War Streets, Park Free!

Step into historic charm in the heart of the Mexican War Streets! This beautifully restored 1890 1BD/1BA home blends exposed brick, original floors, warm wood tones, and modern comforts for a stylish, cozy stay. Sip locally roasted coffee, relax on the sectional, or work from your cozy desk before exploring—PNC Park, Acrisure, the Warhol Museum, and top restaurants are just minutes away. The entire area is highly walkable and highly sought after; this is your perfect Pittsburgh retreat.

Top Guest favourite
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, 107 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!

Guest favourite
The bedroom features a spacious bed adorned with a decorative comforter, complemented by bedside lamps and a stylish mirror above a small dresser. Light-colored walls and wood flooring enhance the room's bright, inviting ambiance.
Townhouse in Pittsburgh
4.93 out of 5 average rating, 197 reviews

King Bed★ Off Street Parking!★ Pet Friendly

Book confidently with a SuperHost! Free off-street parking in a private driveway is included! Modern style and great amenities abound in this one bedroom second floor duplex property on the North Side. The space is set apart from others by a host of amenities - well-stocked kitchen, cozy linens, 400mpbs internet, 55" HDTV, whole bean coffee, a stocked kitchen, and more! It's close to stadiums, bars, restaurants, and breweries of the North Shore, and AGH is across the street.

Superhost
Apartment in Pittsburgh
4.88 out of 5 average rating, 104 reviews

City View • Free Parking • 2 Beds • Prime Spot

Welcome to our stunning, fully renovated Place! This modern gem features a spacious open-concept layout, thoughtfully designed with a stylish wood slats that elegantly divides the living areas and the bedroom while maintaining an airy, seamless flow. Every detail has been meticulously updated, offering a fresh, contemporary vibe with top-notch amenities. Perfect for those seeking a chic, open living experience in a beautifully reimagined space!

Superhost
A living area is presented with a warm leather sofa adorned with cushions. Natural light fills the space through well-placed windows. A small wooden coffee table features a plant and a remote, complementing the contemporary design of the adjacent kitchenette.
Apartment in Pittsburgh
4.78 out of 5 average rating, 125 reviews

Dazzling Northside Stunner

This completely renovated 1-Bedroom property is located on a great street in one of Pittsburgh's hottest neighborhoods. Within walking distance to PNC Stadium, Heinz Field (I'll never forget), and all the trendy bars and restaurants on the Northshore.(20 Minute walk!!!) Andy Warhol, Mattress Factory, and Randyland are all within blocks if you have the artistic itch! You will love staying in this trendy neighborhood!

Top Guest favourite
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, 179 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!

Guest favourite
The rooftop terrace features modern seating arrangements positioned around a sleek fire pit. Soft green lighting accentuates the space, while expansive views of the city skyline are visible against the evening sky.
Townhouse in Pittsburgh
4.96 out of 5 average rating, 80 reviews

Rooftop w/ Fire Pit & Skyline Views|Prime Location

Rooftop fire pit with city skyline view, private 2-car garage, and a premium coffee bar with Commonplace Roasters whole bean set this Central Northside townhome apart. Walk to Mexican War Streets, PNC Park, Acrisure Stadium, and the Andy Warhol Museum. Four-story layout includes a dedicated office with 500 Mbps fiber. Built for families and groups visiting Pittsburgh's North Shore.

Popular amenities for North Side holiday rentals

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