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
4.93 out of 5 average rating, 55 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
Apartment in Downtown Pittsburgh
4.9 out of 5 average rating, 298 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
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, 94 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, 244 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
Condo in North Side
4.97 out of 5 average rating, 91 reviews

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.

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, 184 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
An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.
Townhouse in Pittsburgh
4.93 out of 5 average rating, 423 reviews

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!

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
4.84 out of 5 average rating, 102 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
Home in North Side
4.94 out of 5 average rating, 192 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!

Popular amenities for North Side vacation rentals