Search Vacation Homes in North Side

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Vacation Homes in North Side

Interior
1209 Ocala St Pittsburgh

Vacation Home in North Side

10.0 out of 10, Exceptional, (41)
"Amazing place to stay while in Pittsburgh - extremely clean and close to many cool neighborhoods and places to visit! "
United States
Jennifer Y.
The price is SAR 295
SAR 840 total
includes taxes & fees
8 Dec - 9 Dec
1209 Ocala St Pittsburgh
2 bedrooms, in-room safe, iron/ironing board, free WiFi
Private Parking

Vacation Home in North Side

10.0 out of 10, Exceptional, (6)
"Clean house and easy to communicate "
United States
Matt H.
The price is SAR 311
SAR 623 total
includes taxes & fees
2 Dec - 3 Dec
Private Parking
House, 3 Bedrooms | Interior
Yinz Retreat, Above the City Home

Vacation Home in North Side

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place to stay at, loved the ambiance, the view of the city was amazing. It is spacious, and the top floor is great for adults and kids to just hang out in. Would definitely book again when we come back out here. "
United States
MIGUEL
The price is SAR 710
SAR 2,008 total
includes taxes & fees
2 Dec - 3 Dec
Yinz Retreat, Above the City Home
Fridge, microwave, oven, stovetop
Eclectic Historic Sunny Vista Home with City Views, Northshore

Vacation Home in North Side

9.6 out of 10, Exceptional, (37)
"Clean cozy little house on the hill!"
United States
Randolph
The price is SAR 240
SAR 674 total
includes taxes & fees
2 Dec - 3 Dec
Eclectic Historic Sunny Vista Home with City Views, Northshore
TV
M&J - Emlin 513 St.

Vacation Home in North Side

9.8 out of 10, Exceptional, (20)
"Nice place. No issues."
United States
Patrick R.
The price is SAR 304
SAR 850 total
includes taxes & fees
2 Dec - 3 Dec
M&J - Emlin 513 St.
Interior
1207 Ocala - Boat House - North Side

Vacation Home in North Side

10.0 out of 10, Exceptional, (34)
"Great location, clean, roomy. Would stay again. Great price!"
United States
Doyle S.
The price is SAR 325
SAR 853 total
includes taxes & fees
2 Dec - 3 Dec
1207 Ocala - Boat House - North Side
Fridge, microwave, oven, stovetop
★ HostWise Stays ★ King Bed Carriage House in Mexican War Streets

Vacation Home in North Side

10.0 out of 10, Exceptional, (6)
"This carriage house is excellent. It is well supplied with upscale appliances, and provides a great base for visiting The Burgh."
United States
BRUCE B.
★ HostWise Stays ★ King Bed Carriage House in Mexican War Streets
3 bedrooms, desk, iron/ironing board, WiFi
Charming 3-bedroom house with Wi-Fi and AC near downtown Pittsburgh

Vacation Home in North Side

9.6 out of 10, Exceptional, (8)
"The house was very clean and had everything you could need for your stay. I would recommend to others, "
United States
Lily W.
The price is SAR 493
SAR 1,348 total
includes taxes & fees
2 Dec - 3 Dec
Charming 3-bedroom house with Wi-Fi and AC near downtown Pittsburgh
Fridge, microwave, oven, stovetop
1210 James St. #1 ★Pro Cleaned

Vacation Home in North Side

9.6 out of 10, Exceptional, (9)
"We were very pleased with the accommodations. Would definitely stay here again. "
United States
shana b.
1210 James St. #1 ★Pro Cleaned
Fridge, microwave, oven, stovetop
4BR 2BA Perfect for Relaxation, 9 Mins to Downtown

Vacation Home in North Side

9.0 out of 10, Wonderful, (2)
"Came out for a Steelers game with a mix of adults and teens. Found the house and the neighborhood perfect for us. ~8-10 min drive / Uber to the North Shore / stadiums and just a block or so away from the Fineview Overlook with awesome views of the city. Owner was very responsive, check in and check out were simple. "
United States
John H.
The price is SAR 1,288
SAR 2,879 total
includes taxes & fees
1 Jan - 2 January 2026
4BR 2BA Perfect for Relaxation, 9 Mins to Downtown
Dining
M&J - 823 James St.

Vacation Home in North Side

9.8 out of 10, Exceptional, (7)
"Very comfortable. Kitchen is terrific! Hoping to stay here again next time we're in Pittsburgh!"
United States
Vickie M.
The price is SAR 325
SAR 890 total
includes taxes & fees
2 Dec - 3 Dec
M&J - 823 James St.
Interior
Hidden Pearl - City Skyline View - Free Hot Spa

Vacation Home in North Side

10.0 out of 10, Exceptional, (13)
"Great stay at the hidden pearl! Comfortable, clean, and Jenny the host was very responsive!"
United States
Shaun J.
The price is SAR 625
SAR 1,684 total
includes taxes & fees
2 Dec - 3 Dec
Hidden Pearl - City Skyline View - Free Hot Spa
Outdoor dining
REGAL BRICKS - Giant Outdoor Chess/Fire Pit/Game Room/Private Deck/Fire Pit

Vacation Home in North Side

10.0 out of 10, Exceptional, (1)
"Nice home definitely recommend 10/10"
United States
Darren C.
REGAL BRICKS - Giant Outdoor Chess/Fire Pit/Game Room/Private Deck/Fire Pit
TV
Stylish & Central 3BD Home Pittsburgh/North Side

Vacation Home in North Side

9.8 out of 10, Exceptional, (18)
"Great place for young adults"
United States
TaeMon L.
The price is SAR 330
SAR 467 total
includes taxes & fees
2 Dec - 3 Dec
Stylish & Central 3BD Home Pittsburgh/North Side
Fridge, microwave, oven, stovetop
2 King Beds | Free Parking | BBQ | Arcade | Patio

Vacation Home in North Side

9.8 out of 10, Exceptional, (32)
"It was a lovely house, nicely appointed, and close to all our planned activities. We had a great stay. "
United States
Erin D.
The price is SAR 623
SAR 1,624 total
includes taxes & fees
1 Jan - 2 January 2026
2 King Beds | Free Parking | BBQ | Arcade | Patio
Fridge, microwave, oven, stovetop
★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!

Vacation Home in North Side

10.0 out of 10, Exceptional, (40)
"Perfect location, house had everything we needed and more!"
United States
Jessica D.
★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!
4 bedrooms, iron/ironing board, WiFi, bed sheets
Pittsburgh Getaway! 4 bedroom house, 5 minutes to PNC Park & Acrisure stadium.

Vacation Home in North Side

8.0 out of 10, Very Good, (1)
"Usual Pittsburgh traffic getting there but once we did, it was a sanctuary. 3 floors, very clean and tidy, and the kitchen had great amenities to accommodate the stay. Host was responsive and everything was fairly layed out. Only downside was neighborhood, while there is plenty of on-street parking..the neighbors are not very friendly if you manage to park infront of the wrong one. So there is essentially parking infront of the property and the parking in the private lot in the back.Otherwise, I...
United States
Maya B.
The price is SAR 385
SAR 1,213 total
includes taxes & fees
8 Dec - 9 Dec
Pittsburgh Getaway! 4 bedroom house, 5 minutes to PNC Park & Acrisure stadium.
Fridge, microwave, oven, stovetop
Quick ride to the Stadiums!

Vacation Home in North Side

9.4 out of 10, Exceptional, (15)
"Great place and very clean. There for a concert and had a blast. Would go back again. "
United States
Charlene L.
The price is SAR 432
SAR 1,080 total
includes taxes & fees
2 Dec - 3 Dec
Quick ride to the Stadiums!
Fridge, microwave, oven, stovetop
Rooftop Deck | 3 King Suites | Soaker Tub

Vacation Home in North Side

The price is SAR 342
SAR 1,357 total
includes taxes & fees
2 Dec - 3 Dec
Rooftop Deck | 3 King Suites | Soaker Tub
Fridge, microwave, oven, stovetop
Cozy Row House Quiet Designer Heaven Central

Vacation Home in North Side

9.0 out of 10, Wonderful, (6)
"The temp control was an issue in the middle of a heat wave. The home got a little warm in the middle of the night. The beds were a little firm for my liking."
United States
Anonymous traveler
Cozy Row House Quiet Designer Heaven Central
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.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
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

Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

10/10 Excellent
"This hotel is great. Great location to our event. Our room was clean and comfortable with all the amenities that you could ask for. Hotel also has a great restaurant attached which was so convenient as we had a dinner and a breakfast. Staff very friendly and accommodating as well. Will definitely stay again."
Sandra 1-night trip
Posted 3 days ago
Hilton Garden Inn Pittsburgh Downtown