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Featured Holiday Houses in Chippendale

Estimated price for 1 night/2 adults

Sydney Executive Garden Apartments
Sydney Executive Garden Apartments
3.5 out of 5.0 7 preston avenue, Engadine, NSW
AU$149
Situated in Engadine, this vacation home is 0.4 mi (0.7 km) from Royal National Park and within 6 mi (10 km) of Sutherland Entertainment Centre and Kareela Golf ...
Serviced Waterfront Villa
Serviced Waterfront Villa
3.5 out of 5.0 24 Roper Cres, Sylvania Waters, NSW
AU$225
Situated by the sea, this vacation home is 1.6 mi (2.6 km) from Westfield Miranda Shopping Center and within 6 mi (10 km) of Cronulla Beach and Wanda Beach. ...
4-Bedroom House Darlinghurst Sydney CBD
4-Bedroom House Darlinghurst Sydney CBD
4.0 out of 5.0 51 Craigend Street, Darlinghurst, NSW
AU$600
Located in the heart of East Sydney, this vacation home is within a 15-minute walk of St Vincent’s Hospital, Crown Street, and Australian Museum. Hyde Park and ...
The Loft (I687)
The Loft (I687)
3.5 out of 5.0 48 Little Mount Steret, Pyrmont, NSW
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Located in Darling Harbour, this vacation home is within a 10-minute walk of Sydney Lyric Theatre, International Convention Centre Sydney, and Australian National ...
Glenfield Villas - Sydney
Glenfield Villas - Sydney
4.0 out of 5.0 Hebe Terrace, Glenfield, NSW
AU$190
Situated in Glenfield, this vacation home is within 6 mi (10 km) of University of Wollongong, South Western Sydney Campus, Liverpool Hospital, and Westfield ...
Steele Point Cottage
Steele Point Cottage
3.0 out of 5.0 Steele Point Road, Vaucluse, NSW
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Situated in Vaucluse, this vacation home is 0.5 mi (0.7 km) from Vaucluse House and within 6 mi (10 km) of Bondi Beach and Hyde Park. Sydney Town Hall and Coogee ...
Family House Minutes to Bondi Beach
Family House Minutes to Bondi Beach
4.0 out of 5.0 34 Hardy St, North Bondi, NSW
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Situated in North Bondi, this vacation home is within 3 mi (5 km) of Bondi Beach, Tamarama Beach, and Bronte Beach. Bondi Icebergs and Westfield Bondi Junction ...
Darlinghurst Cottage
Darlinghurst Cottage
3.5 out of 5.0 10 Hargrave Street, Darlinghurst, NSW
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Situated in East Sydney, this vacation home is within a 5-minute walk of Crown Street and Australian Museum. Hyde Park and Capitol Theatre are also within 15 ...
Canley Heights Villas - Sydney
Canley Heights Villas - Sydney
3.5 out of 5.0 45 Wyong Street, Canley Heights, NSW
AU$180
Situated in Canley Heights, this vacation home is 2.9 mi (4.7 km) from Westfield Liverpool and 3.1 mi (4.9 km) from Liverpool Hospital. Western Sydney University, ...
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Chippendale 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 Chippendale vacation homes are the perfect way for you to wing it.

Holiday houses in Chippendale 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 Chippendale 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 Chippendale adventures, obvs.

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


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Estimated price for 1 night/2 adults