Search Holiday Homes in North Side

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Browse Select North Side Holiday Homes

Stylish 4Bdr Loft Home, North Shore, City Skyline
TV, fireplace

Stylish 4Bdr Loft Home, North Shore, City Skyline

10.0 out of 10, Exceptional, (27)
"Would definitely stay again. No problems whatsoever Recommend"
The price is £121
includes taxes & fees
12 Aug - 13 Aug
Stylish 4Bdr Loft Home, North Shore, City Skyline
Stylish & Central 3BD Home Pittsburgh/North Side
TV

Stylish & Central 3BD Home Pittsburgh/North Side

10.0 out of 10, Exceptional, (7)
"Super clean and comfortable. Centrally located. Great for family. Everyone enjoyed their stay."
The price is £97
includes taxes & fees
6 Aug - 7 Aug
Stylish & Central 3BD Home Pittsburgh/North Side
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside
Over The Bar Bicycle Cafe offers a variety of services and products, including a selection of beers.

Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside

6.0 out of 10, (3)
"Excellent communication with owner. Fast, friendly and courteous. Located about 450 meter walk up a large hill from Penn Avenue (bus 88) which is about 35 minutes to downtown. Apartment showing its age but fair value for cost. "
The price is £254
includes taxes & fees
5 Aug - 6 Aug
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside
Urban Retreat with Garage on Mt. Washington
Enjoy a peaceful view from the deck with a lounge chair and table.

Urban Retreat with Garage on Mt. Washington

10.0 out of 10, Exceptional, (55)
"We loved staying on Mt Washington! It was close to everything we wanted to do. The house was clean, and a really easy walk to the grocery store, bakery, coffee shop, ice cream shop, and the incline."
The price is £203
includes taxes & fees
5 Aug - 6 Aug
Urban Retreat with Garage on Mt. Washington
Historic 4 Bed Northside Home - Amazing Location
Enjoy meals in this traditional dining area with a glass-top table and four chairs, surrounded by a forest-themed mural.

Historic 4 Bed Northside Home - Amazing Location

7.4 out of 10, Good, (13)
"The property was exactly as expected, the pictures are very accurate. Property owner was very kind and responsive. Would definitely stay here again."
Historic 4 Bed Northside Home - Amazing Location
Not so tiny house with full kitchen & patio swing
Relax in this inviting room with a comfortable seating area and large window offering a view of the neighborhood.

Not so tiny house with full kitchen & patio swing

9.6 out of 10, Exceptional, (55)
"The home was great!!! Small and quaint! Perfect for us!!! "
The price is £149
includes taxes & fees
11 Aug - 12 Aug
Not so tiny house with full kitchen & patio swing
Walkable Luxury 4 Br House
Stylish townhouses line a quiet urban street, each with unique architectural flair.

Walkable Luxury 4 Br House

9.6 out of 10, Exceptional, (12)
"7 people stayed for 2 nights over New Years . We all enjoyed our stay. "
Walkable Luxury 4 Br House
The Beverly at Mt. Lebanon by Luxe PGH
Enjoy cooking in this well-equipped kitchen with a central island, microwave, and oven, surrounded by white cabinetry and a black countertop.

The Beverly at Mt. Lebanon by Luxe PGH

4.0 star property
6.0 out of 10, (13)
"Beautiful place"
The Beverly at Mt. Lebanon by Luxe PGH
King Bed | Free Parking | Arcade | Fire Pit
Enjoy cooking in this well-equipped kitchen with an oven, range hood, and large island with a sink.

King Bed | Free Parking | Arcade | Fire Pit

2.0 star property
10.0 out of 10, Exceptional, (22)
"The parking and access for the property was excellent. We also like how close it was to the overlook/incline and stores and restaurants."
The price is £253
includes taxes & fees
12 Aug - 13 Aug
King Bed | Free Parking | Arcade | Fire Pit
2 King Beds | Free Parking | BBQ | Arcade | Patio
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and dishwasher.

2 King Beds | Free Parking | BBQ | Arcade | Patio

9.8 out of 10, Exceptional, (25)
"Had a great stay with 3 friends and our 7 year old boys for Pirates games. Would definitely stay here again!"
The price is £230
includes taxes & fees
3 Sept - 4 Sept
2 King Beds | Free Parking | BBQ | Arcade | Patio
King Bed | Free Parking | Arcade | Fire Pit
Enjoy cooking in this well-lit kitchen with a large window offering a view of the surrounding garden.

King Bed | Free Parking | Arcade | Fire Pit

10.0 out of 10, Exceptional, (13)
"Very easy to use and so many great amenities!"
The price is £252
includes taxes & fees
1 Sept - 2 Sept
King Bed | Free Parking | Arcade | Fire Pit
6 Mi to Dtwn: Pittsburgh Townhome w/ Porch
Enjoy cooking in this well-lit kitchen with a stainless steel range hood, dishwasher, stove, and microwave.

6 Mi to Dtwn: Pittsburgh Townhome w/ Porch

9.8 out of 10, Exceptional, (36)
"The stay was wonderful."
6 Mi to Dtwn: Pittsburgh Townhome w/ Porch
Charming Carnegie Cottage 15 Minutes from Airport & Downtown
Enjoy cooking in this well-equipped kitchen with an oven, dishwasher, and refrigerator.

Charming Carnegie Cottage 15 Minutes from Airport & Downtown

9.4 out of 10, Exceptional, (39)
"We had a fantastic stay in Pittsburgh! The property provided easy access to all the attractions we wanted to visit. It was a short trip to museums, PNC Park, and downtown, making it perfect for our sightseeing plans. The location was ideal, and the accommodations were comfortable and convenient. Highly recommend for anyone looking to explore the city!"
Charming Carnegie Cottage 15 Minutes from Airport & Downtown
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Cozy room features a fireplace with ornate mantelpiece and white columns.

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

10.0 out of 10, Exceptional, (21)
"Easy to locate. Comfortable bed. I would stay here again!"
The price is £144
includes taxes & fees
31 Aug - 1 Sept
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!
Enjoy cooking in this well-lit kitchen with a stove, microwave, and wooden countertop.

Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!

9.8 out of 10, Exceptional, (35)
"Thoroughly enjoyed the stay here for my son's graduation "
Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!
Pet-Friendly Pittsburgh House: 3BR, Yard
Relax in a serene space with two single beds, a desk for work, and a potted plant.

Pet-Friendly Pittsburgh House: 3BR, Yard

10.0 out of 10, Exceptional, (3)
"We had a great time! Clean and as advertised!!! "
The price is £354
includes taxes & fees
10 Aug - 11 Aug
Pet-Friendly Pittsburgh House: 3BR, Yard
3-bedroom house and game room in Pittsburgh with WiFi, AC
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, white cabinetry, and a large window offering a view of the outdoor area.

3-bedroom house and game room in Pittsburgh with WiFi, AC

8.0 out of 10, Very good, (4)
"We really enjoyed our stay in PA! The home was comfortable and great for our family. It was a good location for exploring the city. The host communicated well and made everything easy. We'd definitely recommend it to other families! Thank you!"
The price is £143
includes taxes & fees
5 Aug - 6 Aug
3-bedroom house and game room in Pittsburgh with WiFi, AC
Kids Centered House - Free Parking, Wifi, Fully Functional Kitchen.
Stunning multi-level interior with a central staircase, fireplace, and dining area.

Kids Centered House - Free Parking, Wifi, Fully Functional Kitchen.

2.0 star property
9.2 out of 10, Wonderful, (12)
"Very spacious and modern property. Even though you are in the downtown area of Pittsburgh, this location offers a quiet neighborhood with easy access to so many highways and attractions. Everything worked well and as advertised. Comfortable beds and room for everyone to have their own space. The host was responsive communicated effectively. I would stay here again and would highly recommend this location. "
Kids Centered House - Free Parking, Wifi, Fully Functional Kitchen.
Gorgeous Southside Slopes home with outdoor hot tub and city view!
Relax in this inviting living space with a comfortable sofa, coffee table, and patterned rug.

Gorgeous Southside Slopes home with outdoor hot tub and city view!

10.0 out of 10, Exceptional, (54)
"It was the perfect location for the bachelorette party. The house was clean and comfortable. Would definitely recommend! "
Gorgeous Southside Slopes home with outdoor hot tub and city view!
Explore Pittsburgh from a Modern, Hip Bungalow
Step out to a serene patio area with a stone wall, wooden bench, and small table.

Explore Pittsburgh from a Modern, Hip Bungalow

9.6 out of 10, Exceptional, (49)
"This home is comfortable, nicely furnished, and decorated, clean, and very relaxing. Just what I wanted. "
The price is £124
includes taxes & fees
5 Aug - 6 Aug
Explore Pittsburgh from a Modern, Hip Bungalow
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top North Side Hotel Reviews

The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

10/10 Excellent
"The river walk around the hotel was great. "
Brian 1-night trip
Posted 1 day ago
The Landing Hotel at Rivers Casino