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Book Holiday Homes in Sydney

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Featured Holiday Homes in Sydney

The Stately Terrace House

The Stately Terrace House

263 Forbes St., Sydney, NSW
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With a stay at this vacation home in Sydney (Darlinghurst), you'll be within a 5-minute walk of Crown Street and St Vincent’s Hospital.…

The Stately Terrace House
Spacious 3 Bedroom Terrace in Newtown

Spacious 3 Bedroom Terrace in Newtown

3 out of 5
17 Gowrie Street, Newtown, Newtown, NSW
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With a stay at this vacation home in Sydney (Newtown), you'll be within a 5-minute drive of Enmore Theatre and Royal Prince Alfred Hospital.…

Spacious 3 Bedroom Terrace in Newtown
Manly Beachside 2 Bedroom House

Manly Beachside 2 Bedroom House

44 Malvern Ave, Sydney, NSW
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With a stay at this vacation home in Sydney (Manly), you'll be a 1-minute drive from Manly Beach and 5 minutes from Shelly Beach.…

Manly Beachside 2 Bedroom House

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Calabash Bay Lodge

Calabash Bay Lodge

5 out of 5
Lot 13 Calabash Bay, Berowra Waters, NSW
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With a stay at this vacation home in Sydney (Berowra Waters), you'll be steps from Hawkesbury River.…

Calabash Bay Lodge
Spacious City 2 BR House - Fit 6 PP

Spacious City 2 BR House - Fit 6 PP

3 out of 5
33 Ada Place, Ultimo, NSW
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With a stay at this vacation home in Sydney (Ultimo), you'll be a 5-minute walk from International Convention Centre Sydney and 12 minutes by foot from Star ...…

Spacious City 2 BR House - Fit 6 PP
Jet Flamingo Villas

Jet Flamingo Villas

4 out of 5
110 Roscoe Street, Bondi Beach, NSW
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With a stay at Jet Flamingo Villas in Sydney (Bondi Beach), you'll be within a 5-minute drive of Tamarama Beach and Centennial Park.…

Jet Flamingo Villas
3 Bedroom Terrace at Harbour Bridge

3 Bedroom Terrace at Harbour Bridge

3 out of 5
18 Trinity Ave, Dawes Point, NSW
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With a stay at this vacation home in Sydney (Sydney Central Business District), you'll be a 5-minute walk from The Rocks Markets and 6 minutes by foot from Circular ...…

3 Bedroom Terrace at Harbour Bridge
A Beautiful Stay in Parklea Sydney

A Beautiful Stay in Parklea Sydney

138 Farnham Rd, Sydney, NSW
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With a stay at this vacation home in Sydney (Quakers Hill), you'll be within a 15-minute drive of Hillsong Church and Featherdale Wildlife Park.…

A Beautiful Stay in Parklea Sydney
5 Mins Walk From Thornleigh Station, 2-4 Guests

5 Mins Walk From Thornleigh Station, 2-4 Guests

1 Wanawong Dr, Sydney, NSW
The price is AU$8,733 per night from 27 Nov. to 28 Nov.

With a stay at this vacation home in Sydney (Thornleigh), you'll be a 3-minute drive from Lane Cove National Park and 6 minutes from Koala Park Sanctuary.…

5 Mins Walk From Thornleigh Station, 2-4 Guests
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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.

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 Sydney vacation homes are the perfect way for you to wing it.

Holiday houses in 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 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 Sydney adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in 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 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.

Top trending hotels in Sydney

Shangri-La Hotel, Sydney

Shangri-La Hotel, Sydney

5 out of 5
176 Cumberland Street, The Rocks, NSW
Free cancellationReserve now, pay when you stay
The price is AU$260 per night from 14 Dec. to 15 Dec.

With a stay at Shangri-La Hotel, Sydney in Sydney (Sydney Central Business District), you'll be within a 5-minute walk of Museum of Contemporary Art and Circular ...…

Shangri-La Hotel, Sydney
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St., Sydney, NSW
Free cancellation
The price is AU$246 per night from 20 Dec. to 21 Dec.

With a stay at Four Seasons Hotel Sydney, you'll be centrally located in Sydney, steps from Circular Quay and Museum of Contemporary Art.…

Four Seasons Hotel Sydney
Rydges Sydney Harbour

Rydges Sydney Harbour

4 out of 5
55 George Street, The Rocks, NSW
Free cancellationReserve now, pay when you stay
The price is AU$163 per night from 29 Nov. to 30 Nov.

A stay at Rydges Sydney Harbour places you in the heart of Sydney, steps from Circular Quay and Overseas Passenger Terminal.…

Rydges Sydney Harbour

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Sofitel Sydney Darling Harbour

Sofitel Sydney Darling Harbour

5 out of 5
12 Darling Drive, Sydney, NSW
Free cancellationReserve now, pay when you stay
The price is AU$289 per night from 29 Nov. to 30 Nov.

With a stay at Sofitel Sydney Darling Harbour, you'll be centrally located in Sydney, just a 5-minute walk from Australian National Maritime Museum and 6 minutes ...…

Sofitel Sydney Darling Harbour
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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.