North Side Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in North Side

🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙

9.8 out of 10, Exceptional, (37)
"Clean place, great host "
The price is HK$397
HK$1,814 total
includes taxes & fees
3 Dec - 4 Dec
🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙

Stylish 4Bdr Loft Home, North Shore, City Skyline

10.0 out of 10, Exceptional, (22)
"Would definitely stay again. No problems whatsoever Recommend"
The price is HK$1,339
HK$3,785 total
includes taxes & fees
2 Dec - 3 Dec
Stylish 4Bdr Loft Home, North Shore, City Skyline

2 Bedroom/ 2 Bath- 5 mins to stadiums - BEST city views - Free parking!

9.4 out of 10, Exceptional, (39)
"Overall a great experience. Was clean and comfortable and had a several nice things done by the owner including ice, a bottle of wine and coffee. We used everything except the ice. Fantastic views of downtown and the rivers. Would stay again but probably not the best place for those who are older or adverse to stairs. Nice little coffee shop down the nearby stairs. Close to stadiums and North side scene. "
2 Bedroom/ 2 Bath- 5 mins to stadiums - BEST city views - Free parking!

Historic Central Pittsburgh Rowhouse: Interior Designer Haven

9.4 out of 10, Exceptional, (26)
"Nice clean property for overnight stay, easy check in and out. Decent neighborhood. Plenty of space for families. "
Historic Central Pittsburgh Rowhouse: Interior Designer Haven

Free Parking•Historic Charmer completely renovated

9.6 out of 10, Exceptional, (11)
"Great spot within walking distance of most North Shore activities, including PNC Park (Go Buccos!). Parking was right outside the front door and Deutschtown is such a unique and historic community in Pittsburgh. The apartment was clean, nicely decorated, and well-maintained. We had a great stay and would be happy to come back again!"
The price is HK$615
HK$1,267 total
includes taxes & fees
2 Dec - 3 Dec
Free Parking•Historic Charmer completely renovated

★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!

10.0 out of 10, Exceptional, (22)
"The property host was very responsive, good location and functioning apartment. Our stay was great, and we enjoyed every bit of our time. "
The price is HK$755
HK$2,448 total
includes taxes & fees
2 Dec - 3 Dec
★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!

Luxury TownHome 4Bedroom3Bath 2 Car Garage Sleeps 10 NearDowntown,Stadium&Casino

9.8 out of 10, Exceptional, (39)
"Super clean house that had everything we could ever need. Loved the garage parking for our cars, the well stocked kitchen, the spacious rooms. Plenty of space to spread out and enjoy the wedding weekend we had in Pittsburgh. Thank you!! "
The price is HK$1,323
HK$3,206 total
includes taxes & fees
19 Dec - 20 Dec
Luxury TownHome 4Bedroom3Bath 2 Car Garage Sleeps 10 NearDowntown,Stadium&Casino

Park Free★Amazing Space★Professionally Cleaned!

10.0 out of 10, Exceptional, (32)
"The house was comfortable and conveniently located. Thank you, Chad, for making my visit to Pittsburgh hassle-free!"
The price is HK$612
HK$1,667 total
includes taxes & fees
2 Dec - 3 Dec
Park Free★Amazing Space★Professionally Cleaned!

Stay Pittsburgh

2.0 star property
7.6 out of 10, Good, (83)
"It was def worth the price you pay to stay "
The price is HK$360
HK$810 total
includes taxes & fees
26 Nov - 27 Nov
Stay Pittsburgh

Kasa South Side Pittsburgh

4.0 star property
8.6 out of 10, Excellent, (67)
"It's conveniently located with easy access to CMU, downtown etc. We love staying in this property. This is our 4th stay. we stay here when we come to drop off our kid to college or visit her. Apartment is very neat, self sufficient even for longer stays. Love it"
Kasa South Side Pittsburgh

The Warhola Bloomfield

4.5 star property
5.0 out of 10, (20)
"This place is incredible!! Walking distance to awesome neighborhoods, immaculately clean, comfy furniture and all amenities top-notch! I already want to plan more stays at this spot!!"
The price is HK$380
HK$965 total
includes taxes & fees
26 Nov - 27 Nov
The Warhola Bloomfield

Abode Pittsburgh - Downtown Convention Center

3.5 star property
7.4 out of 10, Good, (71)
"Perfect location if you want to experience downtown Pittsburgh. Comfortable and clean. Within walking distance of The Strip and the Train Stop. The only thing that was disappointing was that the windows weren't clean so we couldn't see outside very well. "
The price is HK$451
HK$1,393 total
includes taxes & fees
27 Nov - 28 Nov
Abode Pittsburgh - Downtown Convention Center

Not so tiny house with full kitchen & patio swing

9.6 out of 10, Exceptional, (37)
"Great little place to stay. The ac unit is loud and the front door lacks privacy, but it was a great stay."
The price is HK$778
HK$1,498 total
includes taxes & fees
26 Nov - 27 Nov
Not so tiny house with full kitchen & patio swing

The Elliott Hotel at Highland Park

5.0 star property
4.0 out of 10, (20)
"The host Sofia was very knowledgeable! She knows her stuff!! What I needed, where I had to go, local spots. .. you name it, she new it & more"
The Elliott Hotel at Highland Park

Cottage near Pittsburgh - Pet Friendly, No Pet/Cleaning Fees, Secluded & Quiet

9.4 out of 10, Exceptional, (136)
"Very cute house on a dead end street, tucked away on the ridge in the woods, just a few minutes from downtown Carnegie. The house is very quirky but a lovely stay that feels private and easy to access all the things you’ll want from your stay in Pittsburgh!"
Cottage near Pittsburgh - Pet Friendly, No Pet/Cleaning Fees, Secluded & Quiet

House in the mountains with spectacular views of the Waterfront and Monogahala!

The price is HK$934
HK$2,008 total
includes taxes & fees
26 Nov - 27 Nov
House in the mountains with spectacular views of the Waterfront and Monogahala!

Entire Pittsburgh-Carnegie 4Bdr, 2Bath Home King Bed, FreeParking,Patio & Porch!

7.2 out of 10, Good, (7)
"It was spacious, good location and clean. Nice Neighborhood. Would recommend it. We will use it again."
The price is HK$771
HK$2,678 total
includes taxes & fees
2 Dec - 3 Dec
Entire Pittsburgh-Carnegie 4Bdr, 2Bath Home King Bed, FreeParking,Patio & Porch!

Shadyside Penthouse

6.6 out of 10, (7)
"The host was very communicative. The space was more than adequate for our visit. Neighborhood was safe."
Shadyside Penthouse

Spacious Downtown Loft | Free Parking | Gym

9.6 out of 10, Exceptional, (18)
"Host responds the next day. Wifi modem is in another unit. Lovely pad. Will stay again IF TV & WIFI situation & communication speed is fixed. "
The price is HK$701
HK$1,954 total
includes taxes & fees
26 Nov - 27 Nov
Spacious Downtown Loft | Free Parking | Gym

🌟 NEW DTWN🌟Three Rivers Luxury Sunset 🌇 Loft

9.8 out of 10, Exceptional, (39)
"The property was conveniently located near the convention center which is where my business was. It was clean and well-kept. The valet service was excellent. Great property!"
🌟 NEW DTWN🌟Three Rivers Luxury Sunset 🌇 Loft
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.
Don't see what you're looking for?
See all available properties in North Side
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in North Side you may be interested in

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

2.5 star property
8.4 out of 10, Very good, (1020)
"like staying there"
The price is HK$833
HK$950 total
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express & Suites Pittsburgh North Shore, an IHG Hotel

Springhill Suites by Marriott Pittsburgh North Shore

3.0 star property
8.2 out of 10, Very good, (1011)
"All the staff at this hotel are great. Always a great experience when we stay here."
The price is HK$866
HK$987 total
includes taxes & fees
1 Dec - 2 Dec
Springhill Suites by Marriott Pittsburgh North Shore

Hyatt Place Pittsburgh-North Shore

3.0 star property
8.6 out of 10, Excellent, (1008)
"Nearby "
The price is HK$981
HK$1,118 total
includes taxes & fees
3 Dec - 4 Dec
Hyatt Place Pittsburgh-North Shore
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.