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
Charming house in St Leonards

Charming house in St Leonards

ST LEONARDS
With a stay at this vacation home in Sydney (St. Leonards), you'll be within a 10-minute drive of Sydney Harbour Bridge and Circular Quay.
Charming house in St Leonards
Jam Home | Chatswood CBD near Shops & Station

Jam Home | Chatswood CBD near Shops & Station

Artarmon
With a stay at this vacation home in Sydney (Artarmon), you'll be within a 10-minute drive of Sydney Harbour Bridge and Circular Quay.
Jam Home | Chatswood CBD near Shops & Station
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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 Taronga Zoo and Circular Quay.
Amazing Sea View from the Freestanding House ! 5 min to the beach!
Mesmerising 3BR Home Cinema Room Spa Bath

Mesmerising 3BR Home Cinema Room Spa Bath

Cammeray
With a stay at this vacation home in Sydney (Cammeray), you'll be within a 5-minute drive of Sydney Harbour Bridge and Luna Park Sydney.
Mesmerising 3BR Home Cinema Room Spa Bath
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
Sydney Harbour Cottage

Sydney Harbour Cottage

Neutral Bay
With a stay at this vacation home in Sydney (Neutral Bay), you'll be a 3-minute drive from Luna Park Sydney and 5 minutes from Circular Quay.
Sydney Harbour Cottage
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 Taronga Zoo and Circular Quay.
Harbourfront Haven –4BR Retreat with Stunning Views of Sydney’s Iconic Landmarks
Greenwich Luxury near Wharf/Train/CBD steps to Sea

Greenwich Luxury near Wharf/Train/CBD steps to Sea

Greenwich
With a stay at this vacation home in Sydney (Greenwich), you'll be within a 10-minute drive of Circular Quay and Sydney Opera House.
Greenwich Luxury near Wharf/Train/CBD steps to Sea
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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
73 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Firework View Location! Classic 4-Level Terrace Style Living in Kirribilli, Charming house in St Leonards, Jam Home | Chatswood CBD near Shops & Station, Amazing Sea View from the Freestanding House ! 5 min to the beach!, Mesmerising 3BR Home Cinema Room Spa Bath, Luna Residence close to Sydney Harbor, Sydney Harbour Cottage, Harbourfront Haven –4BR Retreat with Stunning Views of Sydney’s Iconic Landmarks, Greenwich Luxury near Wharf/Train/CBD steps to Sea

Top trending hotels in North Shore Sydney

View Sydney

View Sydney

4 out of 5
17 Blue Street, North Sydney, NSW
Fully refundableReserve now, pay when you stay
A stay at View Sydney places you in the heart of Sydney, within a 5-minute drive of North Sydney Oval and Sydney Harbour Bridge.
View Sydney
Meriton Suites North Sydney

Meriton Suites North Sydney

5 out of 5
80 Arthur Street, North Sydney, NSW
Fully refundableReserve now, pay when you stay
Located in Sydney (North Sydney), Meriton Suites North Sydney is within a 5-minute drive of North Sydney Oval and Blues Point Reserve.
Meriton Suites North Sydney
Hotel Urban St Leonards

Hotel Urban St Leonards

4 out of 5
194 Pacific Highway, Greenwich, NSW
Fully refundableReserve now, pay when you stay
With a stay at Hotel Urban St Leonards in Sydney (Greenwich), you'll be within a 10-minute drive of Sydney Harbour Bridge and Circular Quay.
Hotel Urban St Leonards
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Wildlife Retreat at Taronga

Wildlife Retreat at Taronga

4.5 out of 5
Bradleys Head Road, Mosman, NSW
With a stay at Wildlife Retreat at Taronga in Sydney (Mosman), you'll be a 1-minute drive from Taronga Zoo and 7 minutes from Sydney Harbour Bridge.
Wildlife Retreat at Taronga
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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.

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^Subject to availability and chosen travel dates.