Holiday houses in North Side

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in North Side

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

1 of 1 pages1 / 1
Top Guest favourite
Apartment in Downtown Pittsburgh
4.89 out of 5 average rating, 240 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 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 North Side
4.94 out of 5 average rating, 238 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 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 North Side
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 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 North Side
4.97 out of 5 average rating, 112 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!

Superhost
Apartment in Downtown Pittsburgh
5.0 out of 5 average rating, 3 reviews

Stylish Penn Ave Loft Cozy 1BR

Discover elevated living in the heart of downtown Pittsburgh. This beautifully remodeled 1‑bedroom residence combines modern design with everyday comfort, featuring a chic living area, a fully equipped kitchen, and a tranquil bedroom for restful nights. With brand‑new appliances and stylish furnishings throughout, this sophisticated retreat is perfectly situated near the city’s best dining, entertainment, and cultural attractions — ideal for both business and leisure stays.

Top Guest favourite
Condo in North Side
4.97 out of 5 average rating, 87 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.

Top Guest favourite
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, 182 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, 509 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.

Guest favourite
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, 419 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
4.85 out of 5 average rating, 98 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 favourite
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
4.97 out of 5 average rating, 77 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! 🚶‍♂️🏙️

Guest favourite
Home in North Side
4.94 out of 5 average rating, 190 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 holiday rentals