Vacation rentals in North Side

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Top-rated vacation rentals in North Side

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Guest favorite
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.
Home in North Side
4.91 out of 5 average rating, 57 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

Top guest favorite
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 North Side
4.97 out of 5 average rating, 95 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

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 North Side
4.94 out of 5 average rating, 245 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 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 North Side
4.83 out of 5 average rating, 72 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 North Side
4.97 out of 5 average rating, 116 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
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 North Side
4.97 out of 5 average rating, 185 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.

Superhost
Apartment in North Side
4.81 out of 5 average rating, 514 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.

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.
Apartment in North Side
4.85 out of 5 average rating, 104 reviews

KING Bed • Modern City View Escape • Free Parking

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!

Top guest favorite
An open-concept living area features a central kitchen island with a dark countertop and a modern faucet. Two distinct seating areas are visible, with a fireplace positioned against a brick wall, and soft lighting enhances the spaciousness of the room.
Home in North Side
4.97 out of 5 average rating, 200 reviews

3bd/3b Home Rich in History+Design+comfort

An architecturally unusual pair of post civil war row houses have been artistically combined to highlight their past and provide all the modern conveniences one needs . The combination of the beam and brick infill construction is juxtaposed with white walls and vintage 20th century design classics. Located directly across from the widows home built after the civil war, this area is one of Pittsburgh's most significant historical neighborhoods.

Guest favorite
The living space showcases a cozy lounge area with a spacious couch and textured throw pillows. A wooden coffee table sits atop a patterned rug. The kitchen features dark cabinetry and modern appliances, while exposed brick adds character to the wall.
Home in North Side
4.94 out of 5 average rating, 328 reviews

Cool, Vintage Design | Walk to AGH | Park Free

You’ll walk in and say wow! This bright 3-story row home combines soaring ceilings, an open floor plan, and a stunning spiral staircase for that Insta-worthy moment. Unwind in two comfy bedrooms, refresh in a large, uniquely styled bathroom, and enjoy a nicely stocked kitchen. Tucked on a quiet street near Allegheny General, it’s an easy walk to the North Shore’s bars, restaurants, and stadiums—perfect for work or play in Pittsburgh!

Guest favorite
The bright and airy living room features mid-century modern furniture, including a sectional couch, armchairs, and a coffee table. Large windows allow natural light to fill the space, while a mounted TV adds to the entertainment options. A patterned area rug complements the wooden flooring.
Apartment in North Side
4.96 out of 5 average rating, 79 reviews

Exposed Beams, Modern Vintage War Streets Charmer!

✨ Discover the charm of Pittsburgh’s historic Mexican War Streets! This stylish 2BD/1BA home combines exposed brick, rich wood tones, and modern comforts for a warm, inviting stay. ☕ Enjoy locally roasted coffee, lounge on the cozy sectional, or catch up on work before heading out. With PNC Park, Acrisure Stadium, the Warhol Museum, and top dining just minutes away, you’ll love exploring this highly walkable neighborhood! 🚶‍♂️🏙️

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 North Side
4.98 out of 5 average rating, 189 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