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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Top guest favorite
Apartment in Downtown Pittsburgh
4.9 out of 5 average rating, 318 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!

Top guest favorite
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
4.97 out of 5 average rating, 158 reviews

*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.

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, 117 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.

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 North Side
4.93 out of 5 average rating, 254 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.

Top guest favorite
Apartment in North Side
4.98 out of 5 average rating, 132 reviews

Last-Minute Pittsburgh Getaway – Book Today!

Stay close to everything in Pittsburgh’s North Side—steps from AGH and minutes to stadiums, museums, restaurants, and local favorites. Whether you're in town for a game, concert, hospital visit, or quick getaway, you’ll have a comfortable, convenient place to come home to. 🚶 Nearby favorites: • AGH – 0.1 mi • Children’s Museum – 0.5 mi • Warhol Museum – 0.7 mi • PNC Park – 0.8 mi • Downtown – 1.2 mi • Acrisure Stadium – 1.3 mi • Stage AE – 1.3 mi

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!

Superhost
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! 🚶‍♂️🏙️

Superhost
Home in North Side
4.89 out of 5 average rating, 55 reviews

Stadium Walk Projector Game Room| Hot Tub & Garage

This 4-bedroom Pittsburgh North Side home delivers a 6-person hot tub, fire pit, projector game room with foosball, poker table, skeeball, and basketball game. Walk 15–20 minutes to PNC Park and Acrisure Stadium, or explore East Ohio Street's restaurants and breweries. Private garage parking plus 2 on-site spaces. Built for sports groups, multi-family trips, and game-day gatherings who want entertainment at home.

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
4.97 out of 5 average rating, 190 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 favorite
A rooftop deck features two woven chairs and a circular table, offering a clear view of the illuminated city skyline. The scene captures a blend of city lights and night sky, creating an inviting space for evening relaxation.
Apartment in North Side
4.89 out of 5 average rating, 106 reviews

Private Roof Deck with Cliff-Side Skyline Views

Escape to this architect-designed, 2-bedroom cliff-side apartment with breathtaking panoramic views of the Pittsburgh skyline and three rivers. This private, two-floor retreat comfortably fits 4 guests and features a stunning roof deck and dedicated workspace. Enjoy a peaceful hillside setting just minutes from the city's vibrant culture and dining. Free on-street parking is hassle-free!

Top guest favorite
A cozy living area features a sectional sofa, a coffee table with greenery, and a large screen for viewing. Bright red curtains frame a window that allows natural light to fill the space, creating a welcoming and stylish environment.
Home in North Side
4.97 out of 5 average rating, 118 reviews

120" Movie Theater Home with Garage Parking

This 3-bedroom Pittsburgh North Side home with 120-inch movie theater, 2-garage-space parking, and a children's playroom with Pack 'n Play and high chair. Walk to Randyland, Mattress Factory Museum, National Aviary, and Children's Museum. Fast WiFi, smart lock entry, and dedicated workspaces throughout. Built for families exploring Pittsburgh's museums and attractions.

Popular amenities for North Side vacation rentals