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 Downtown Pittsburgh
4.89 out of 5 average rating, 227 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 modern living area is presented with a leather sofa and colorful throw pillows. A round dining table for two is set with a bowl of fruit. A blue accent chair complements the decor, while large windows with blinds allow natural light to brighten the space.
Apartment in North Side
4.91 out of 5 average rating, 129 reviews

Luxury+Location+Amenities ~ Sleeps 4 on Alpine Ave

We welcome you to the 412! Nestled in the quaint and historic Mexican War Streets neighborhood of Pittsburgh's Northside, 527 Alpine Avenue is a second floor apartment that offers guests a newly renovated, modern space exuding comfort, amenities, and design. Soft and inviting bedding for four guests; SMART TVs/WiFi; an Alexa device; a sleek kitchen and bath; and extra touches to welcome all guests - these beautiful photos still don't do the space justice. We are excited to host you - Cheers!

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, 237 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
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
4.98 out of 5 average rating, 111 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 favourite
A rooftop deck offers a view of the downtown skyline at dusk, with hues of pink and blue in the sky. Comfortable seating is arranged around a fire pit, creating a serene atmosphere for relaxation.
Home in North Side
5.0 out of 5 average rating, 113 reviews

Steel City Getaway w/City View

Historic row house located on a quiet street in Deutschtown, this home is close to everything! A short walk to Starbucks, boutique shops, restaurants, parks, & more! 7 min drive to PPG arena. 5 min drive to PNC Park, Convention Center, & Acrisure Stadium! Enjoy a view of the downtown skyline from a rooftop deck & balcony off the master (infrared heater for cold nights). Savor your stay w/our well stocked coffee bars, high quality beds/linens, & option for no check-out instructions.

Superhost
Apartment in North Side
4.83 out of 5 average rating, 228 reviews

KING BED • Private Patio&Parking •Luxe City Escape

Welcome to the modern cozy atmosphere! This stylish place impresses with its brand new complete renovations. The new kitchen is equipped with the latest appliances, providing the perfect conditions for preparing your favorite meals. The private parking ensures convenience for guests, offering confidence in the safety of their vehicle. We are happy to provide an additional sleeping space upon request. We have a comfortable inflatable mattress that can accommodate two more guests.

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 North Side
4.93 out of 5 average rating, 200 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.

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, 181 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 favourite
The living area showcases a light-colored couch, a dark coffee table, and a minimalist TV stand with a television. A dining table with chairs is positioned nearby, while exposed brick walls and large windows add character to the space. A potted plant enhances the natural feel.
Apartment in North Side
4.92 out of 5 average rating, 211 reviews

Walk to Acrisure+PNC! First floor w/ FREE parking

Stay in this down to the studs renovated Northside church turned luxury apartment! Featuring an open floor plan with two bedrooms, two full bathrooms, 16ft ceilings with massive windows, a fully stocked kitchen and more located on a quiet, tree lined residential street. Walk a few blocks to Allegheny General as well as neighborhood bars and restaurants, plus all of the major stadiums. This highly accessible first floor, one level apartment has it all!

Guest favourite
Home in North Side
4.94 out of 5 average rating, 187 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!

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 North Side
4.98 out of 5 average rating, 185 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!

Top Guest favourite
A cozy loft-style bedroom features two full beds under a glowing ceiling, simulating a galaxy. Each bed is adorned with black pillows inscribed with 'GAME OVER.' Exposed brick walls and soft lighting enhance the playful atmosphere of the space.
Home in North Side
4.98 out of 5 average rating, 59 reviews

Fire Pit | Great for Kids | Perfect Location!

Step into a bold, art-inspired retreat in the heart of Pittsburgh’s North Side! This 3BR/1.5BA home features a private backyard game lounge, vibrant decor, a fully stocked kitchen, a small garage, and dedicated workspaces. Enjoy Smart TVs, keyless entry, and HostWise’s signature Chore-Free Checkout®. Walk to PNC Park, Randyland, and more. Perfect for families, friend groups, or work trips!

Popular amenities for North Side holiday rentals

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