Book Holiday Homes in North Side

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in North Side

307 37th St · Lawrenceville Row House - Walk to Everything!

307 37th St · Lawrenceville Row House - Walk to Everything!

Pittsburgh
The price is AU$279 per night from 5 Jan to 6 Jan
AU$279
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at this vacation home in Pittsburgh (Lawrenceville), you'll be within a 5-minute drive of University of Pittsburgh and Carnegie Mellon ...
307 37th St · Lawrenceville Row House - Walk to Everything!
Enjoy everything Southside has to offer from this perfectly located home base!

Enjoy everything Southside has to offer from this perfectly located home base!

Pittsburgh
The price is AU$384 per night from 26 Dec to 27 Dec
AU$384
includes taxes & fees
26 Dec - 27 Dec
With a stay at this vacation home in Pittsburgh (South Side Flats), you'll be within a 5-minute drive of PPG Paints Arena and David L Lawrence Convention ...
Enjoy everything Southside has to offer from this perfectly located home base!
Luxurious 4BR Urban Oasis Sleeps 12 Pets OK Private Backyard & 2 Car Garage

Luxurious 4BR Urban Oasis Sleeps 12 Pets OK Private Backyard & 2 Car Garage

Pittsburgh
The price is AU$649 per night from 20 Jan to 21 Jan
AU$649
includes taxes & fees
20 Jan - 21 Jan 2025
With a stay at this vacation home, you'll be centrally located in Pittsburgh, within a 5-minute drive of Acrisure Stadium and PPG Paints Arena.
Luxurious 4BR Urban Oasis Sleeps 12 Pets OK Private Backyard & 2 Car Garage
Save an average of 15% on thousands of hotels when you're signed in
Cozy Pittsburgh Home with King Beds - short drive to all

Cozy Pittsburgh Home with King Beds - short drive to all

Pittsburgh
With a stay at this vacation home, you'll be centrally located in Pittsburgh, within a 5-minute drive of PPG Paints Arena and University of Pittsburgh.
Cozy Pittsburgh Home with King Beds - short drive to all
Home away from home!!!

Home away from home!!!

Monroeville
The price is AU$1,026 per night from 24 Dec to 25 Dec
AU$1,026
includes taxes & fees
24 Dec - 25 Dec
Located in Monroeville, this vacation home is within a 5-minute drive of UPMC East and One Monroeville Center.
Home away from home!!!
Modern 1BR | FREE Parking | Gym | Skyline Views

Modern 1BR | FREE Parking | Gym | Skyline Views

Pittsburgh
With a stay at this vacation home in Pittsburgh (Downtown Pittsburgh), you'll be a 2-minute walk from PPG Paints Arena and 12 minutes by foot from David L Lawrence ...
Modern 1BR | FREE Parking | Gym | Skyline Views
Downtown Loft | Skyline Views | Free Parking | Gym

Downtown Loft | Skyline Views | Free Parking | Gym

Pittsburgh
The price is AU$401 per night from 26 Dec to 27 Dec
AU$401
includes taxes & fees
26 Dec - 27 Dec
With a stay at this vacation home in Pittsburgh (Downtown Pittsburgh), you'll be a 2-minute walk from PPG Paints Arena and 12 minutes by foot from David L Lawrence ...
Downtown Loft | Skyline Views | Free Parking | Gym
Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10

Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10

Pittsburgh
With a stay at this vacation home in Pittsburgh (South Side Flats), you'll be within a 5-minute drive of PPG Paints Arena and David L Lawrence Convention ...
Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10
Downtown Escape: 3Br - Game/Movie Room - Foosball

Downtown Escape: 3Br - Game/Movie Room - Foosball

Pittsburgh
With a stay at this vacation home in Pittsburgh (Squirrel Hill), you'll be within a 5-minute drive of University of Pittsburgh and Carnegie Mellon ...
Downtown Escape: 3Br - Game/Movie Room - Foosball
Don't see what you're looking for?
See all available properties in North Side
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

North Side Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our North Side vacation homes are the perfect way for you to wing it.

Holiday houses in North Side let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of North Side in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local North Side adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in North Side with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of North Side vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

North Side Holiday Homes essential information

Accommodation
487 Holiday Homes
Lowest Price
AU$193
Highest Price
AU$1,026
Popular accommodation
307 37th St · Lawrenceville Row House - Walk to Everything!, Enjoy everything Southside has to offer from this perfectly located home base!, Luxurious 4BR Urban Oasis Sleeps 12 Pets OK Private Backyard & 2 Car Garage, Cozy Pittsburgh Home with King Beds - short drive to all, Home away from home!!!, Modern 1BR | FREE Parking | Gym | Skyline Views, Downtown Loft | Skyline Views | Free Parking | Gym, Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10, Downtown Escape: 3Br - Game/Movie Room - Foosball

Top trending hotels in North Side

Holiday Inn Express & Suites Pittsburgh North Shore, an IHG Hotel

Holiday Inn Express & Suites Pittsburgh North Shore, an IHG Hotel

2.5 out of 5
228 Federal St, Pittsburgh, PA
Fully refundable
The price is AU$235 per night from 26 Dec to 27 Dec
AU$235
includes taxes & fees
26 Dec - 27 Dec
Located in Pittsburgh (North Shore), Holiday Inn Express & Suites Pittsburgh North Shore, an IHG Hotel is within a 5-minute walk of Andy Warhol Museum and PNC ...
Holiday Inn Express & Suites Pittsburgh North Shore, an IHG Hotel
Hyatt Place Pittsburgh-North Shore

Hyatt Place Pittsburgh-North Shore

3 out of 5
260 North Shore Drive, Pittsburgh, PA
The price is AU$235 per night from 29 Dec to 30 Dec
AU$235
includes taxes & fees
29 Dec - 30 Dec
Hyatt Place Pittsburgh-North Shore is centrally located in Pittsburgh, a 3-minute walk from PNC Park and 8 minutes by foot from Acrisure Stadium.
Hyatt Place Pittsburgh-North Shore
Springhill Suites by Marriott Pittsburgh North Shore

Springhill Suites by Marriott Pittsburgh North Shore

3 out of 5
223 Federal St, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 29 Dec to 30 Dec
AU$193
includes taxes & fees
29 Dec - 30 Dec
With a stay at Springhill Suites by Marriott Pittsburgh North Shore, you'll be centrally located in Pittsburgh, just a 3-minute walk from PNC Park and 13 minutes ...
Springhill Suites by Marriott Pittsburgh North Shore
Save an average of 15% on thousands of hotels when you're signed in
Residence Inn by Marriott Pittsburgh North Shore

Residence Inn by Marriott Pittsburgh North Shore

3 out of 5
574 W General Robinson Street, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is AU$215 per night from 26 Dec to 27 Dec
AU$215
includes taxes & fees
26 Dec - 27 Dec
With a stay at Residence Inn by Marriott Pittsburgh North Shore, you'll be centrally located in Pittsburgh, within a 10-minute walk of Stage AE and PNC ...
Residence Inn by Marriott Pittsburgh North Shore
Don't see what you're looking for?
See all available properties in North Side
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.