North Side holiday homes
We found 546 holiday rentals — enter your dates for availability
Discover a selection of 179 homes, 115 apartments and other holiday rentals in North Side that are perfect for your trip. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as parking and a TV. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - North Side
Showing deals for:31 Oct - 7 Nov
Image gallery for Light Filled Designer Stay – Minutes to Stadiums, Spa Bath, Covered Parking

9.6 out of 10 rating
Exceptional
(10 reviews)
Light Filled Designer Stay – Minutes to Stadiums, Spa Bath, Covered Parking
Pittsburgh, PA
12% off
Price is NZ$3,185
NZ$455 per night
includes taxes & fees
Image gallery for Large, kid friendly, private home on a brick street, 10 mins from downtown

9.2 out of 10 rating
Wonderful
(21 reviews)
Large, kid friendly, private home on a brick street, 10 mins from downtown
Pittsburgh, PA
15% off
Price is NZ$3,363
NZ$480 per night
includes taxes & fees
Image gallery for Clean, Fox Chapel Area, 20 Minutes from Downtown Pittsburgh

10 out of 10 rating
Exceptional
(97 reviews)
Clean, Fox Chapel Area, 20 Minutes from Downtown Pittsburgh
Indianola, PA
8% off
Price is NZ$1,774
NZ$253 per night
includes taxes & fees
Image gallery for Explore Pittsburgh from a Modern, Hip Bungalow

9.6 out of 10 rating
Exceptional
(48 reviews)
Explore Pittsburgh from a Modern, Hip Bungalow
Pittsburgh, PA
7% off
Price is NZ$1,373
NZ$196 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Find properties near top attractions in North Side
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Find the best place to stay - North Side
Showing deals for: 25 Oct - 28 Oct
Family friendly🔹Crib & Garage Parking – 10 min Downtown
Sleeps 4 · 2 bedrooms · 1+ bathroom
10 out of 10
exceptional
(6 reviews)
The current price is NZ$2,186
for 3 nights, 1 home
NZ$729 per night
includes taxes & fees

The hidden treasure!
Sleeps 12 · 4 bedrooms · 2+ bathrooms
9.8 out of 10
exceptional
(51 reviews)
The current price is NZ$2,940
for 3 nights, 1 home
NZ$980 per night
includes taxes & fees

The Sausalito of Upper Aspinwall
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.4 out of 10
exceptional
(3 reviews)
The current price is NZ$2,515
for 3 nights, 1 home
NZ$838 per night
includes taxes & fees

Beautiful Millvale Retreat
Sleeps 6 · 2 bedrooms · 2 bathrooms
2.0 out of 10
(1 review)
The current price is NZ$2,798
for 3 nights, 1 home
NZ$933 per night
includes taxes & fees
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value