Book Holiday Homes in North Shore Sydney

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Featured Holiday Homes in North Shore Sydney

Firework View Location! Classic 4-Level Terrace Style Living in Kirribilli

Firework View Location! Classic 4-Level Terrace Style Living in Kirribilli

Kirribilli
With a stay at this vacation home in Sydney (Kirribilli), you'll be within a 5-minute drive of Sydney Harbour Bridge and Luna Park Sydney.
Firework View Location! Classic 4-Level Terrace Style Living in Kirribilli
Luna Residence close to Sydney Harbor

Luna Residence close to Sydney Harbor

North Sydney
With a stay at this vacation home in Sydney (North Sydney), you'll be within a 5-minute drive of Sydney Harbour Bridge and Luna Park Sydney.
Luna Residence close to Sydney Harbor
Scenic Waterview: City Glimpse

Scenic Waterview: City Glimpse

Castlecrag, NSW
With a stay at this vacation home in Sydney (Castlecrag), you'll be within a 10-minute drive of Sydney Harbour Bridge and Luna Park Sydney.
Scenic Waterview: City Glimpse
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Harbourfront Haven –4BR Retreat with Stunning Views of Sydney’s Iconic Landmarks

Harbourfront Haven –4BR Retreat with Stunning Views of Sydney’s Iconic Landmarks

Cremorne Point
Located in Sydney (Cremorne Point), this vacation home is within a 10-minute drive of Circular Quay and Sydney Opera House.
Harbourfront Haven –4BR Retreat with Stunning Views of Sydney’s Iconic Landmarks
Bottom level retreat in St Ives

Bottom level retreat in St Ives

Saint Ives
With a stay at this vacation home in Sydney (St Ives), you'll be within a 10-minute drive of Macquarie University and Lane Cove National Park.
Bottom level retreat in St Ives
Kirribilli Luxury Grand Terrace House - your family oasis to explore Sydney

Kirribilli Luxury Grand Terrace House - your family oasis to explore Sydney

Sydney North
With a stay at this vacation home in Sydney (Kirribilli), you'll be within a 5-minute drive of Sydney Harbour Bridge and Luna Park Sydney.
Kirribilli Luxury Grand Terrace House - your family oasis to explore Sydney
Amazing Sea View from the Freestanding House ! 5 min to the beach!

Amazing Sea View from the Freestanding House ! 5 min to the beach!

Mosman
With a stay at this vacation home in Sydney (Mosman), you'll be within a 10-minute drive of Circular Quay and Taronga Zoo.
Amazing Sea View from the Freestanding House ! 5 min to the beach!
Spectacular Large House with Lush Views

Spectacular Large House with Lush Views

Neutral Bay
With a stay at this vacation home, you'll be centrally located in Sydney, within a 5-minute drive of Sydney Harbour Bridge and Luna Park Sydney.
Spectacular Large House with Lush Views
Balmoral Hamptons home (heated pool & hot tub)

Balmoral Hamptons home (heated pool & hot tub)

Mosman
With a stay at this vacation home in Sydney (Mosman), you'll be a 4-minute drive from Taronga Zoo and 7 minutes from Sydney Harbour Bridge.
Balmoral Hamptons home (heated pool & hot tub)
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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 Shore Sydney 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 Shore Sydney vacation homes are the perfect way for you to wing it.

Holiday houses in North Shore Sydney 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 Shore Sydney 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 Shore Sydney adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in North Shore Sydney 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 Shore Sydney 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 Shore Sydney Holiday Homes essential information

Accommodation
68 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Firework View Location! Classic 4-Level Terrace Style Living in Kirribilli, Luna Residence close to Sydney Harbor, Scenic Waterview: City Glimpse, Harbourfront Haven –4BR Retreat with Stunning Views of Sydney’s Iconic Landmarks, Bottom level retreat in St Ives, Kirribilli Luxury Grand Terrace House - your family oasis to explore Sydney, Amazing Sea View from the Freestanding House ! 5 min to the beach!, Spectacular Large House with Lush Views, Balmoral Hamptons home (heated pool & hot tub)

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