Photo by Cathy Fuentes
Holiday rentals near Castlereagh Street
We found 3,091 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals within easy reach of Castlereagh Street that provide the perfect home base for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a fireplace. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Castlereagh Street
Showing deals for:18 Jul - 25 Jul
Image gallery for Blue Haven Retreat - Beverly Hills 208
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Blue Haven Retreat - Beverly Hills 208
Sydney, NSW
14% off
Price is NZ$4,708
NZ$4,708
NZ$673 per night
includes taxes & fees
Image gallery for 2 x Bedroom House with private entrance.
9.49.4 out of 10 rating
Exceptional
(22 reviews)
2 x Bedroom House with private entrance.
Sydney, NSW
6% off
Price is NZ$2,084
NZ$2,084
NZ$298 per night
includes taxes & fees
Image gallery for Tamarama Vista By The Beach
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Tamarama Vista By The Beach
Sydney, NSW
9% off
Price is NZ$6,052
NZ$6,052
NZ$865 per night
includes taxes & fees
Image gallery for Luxury Retreat Home - 4Bed House - Mins from CBD
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Luxury Retreat Home - 4Bed House - Mins from CBD
Sydney, NSW
8% off
Price is NZ$6,960
NZ$6,960
NZ$994 per night
includes taxes & fees
Image gallery for Gorgeous 2-Bed Unit near Riverside Parks
8.48.4 out of 10 rating
Very good
(8 reviews)
Gorgeous 2-Bed Unit near Riverside Parks
Sydney, NSW
14% off
Price is NZ$2,337
NZ$2,337
NZ$334 per night
includes taxes & fees
Image gallery for Delightful apartment with breathtaking Sydney Harbour views.
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Delightful apartment with breathtaking Sydney Harbour views.
Sydney, NSW
9% off
Price is NZ$3,791
NZ$3,791
NZ$542 per night
includes taxes & fees
Image gallery for Studio 10 Bondi, roof top pool, walk to beach, air con, restaurants 2 mins
9.69.6 out of 10 rating
Exceptional
(28 reviews)
Studio 10 Bondi, roof top pool, walk to beach, air con, restaurants 2 mins
Sydney, NSW
13% off
Price is NZ$1,351
NZ$1,351
NZ$193 per night
includes taxes & fees
Image gallery for Beach house, barefoot to water, Coogee, Sydney, pets ok
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Beach house, barefoot to water, Coogee, Sydney, pets ok
Sydney, NSW
9% off
Price is NZ$5,188
NZ$5,188
NZ$741 per night
includes taxes & fees
Image gallery for Balmoral Dreaming - 50m walk to the beach, large 2 bedroom with balcony
1010 out of 10 rating
Exceptional
(5 reviews)
Balmoral Dreaming - 50m walk to the beach, large 2 bedroom with balcony
Sydney, NSW
9% off
Price is NZ$3,914
NZ$3,914
NZ$559 per night
includes taxes & fees
Image gallery for Harbourside7, Luxury 1 Bed Apartment
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Harbourside7, Luxury 1 Bed Apartment
Sydney, NSW
13% off
Price is NZ$2,459
NZ$2,459
NZ$351 per night
includes taxes & fees
Image gallery for Meander to the Beach
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Meander to the Beach
Sydney, NSW
9% off
Price is NZ$3,010
NZ$3,010
NZ$430 per night
includes taxes & fees
Image gallery for Harbourside #49 Summa
9.49.4 out of 10 rating
Exceptional
(14 reviews)
Harbourside #49 Summa
Sydney, New South Wales
5% off
Price is NZ$2,468
NZ$2,468
NZ$353 per night
includes taxes & fees
Image gallery for No 96 Holiday House Kurnell
1010 out of 10 rating
Exceptional
(42 reviews)
No 96 Holiday House Kurnell
Sydney, NSW
9% off
Price is NZ$2,518
NZ$2,518
NZ$360 per night
includes taxes & fees
Image gallery for Outstanding Grand Newtown Inner Sydney Home. Four Bedroom,Two Bathroom, Parking
9.89.8 out of 10 rating
Exceptional
(40 reviews)
Outstanding Grand Newtown Inner Sydney Home. Four Bedroom,Two Bathroom, Parking
Sydney, NSW
20% off
Price is NZ$3,837
NZ$3,837
NZ$548 per night
includes taxes & fees
Image gallery for Panoramic Harbour View Apartment
1010 out of 10 rating
Exceptional
(11 reviews)
Panoramic Harbour View Apartment
Sydney, NSW
8% off
Price is NZ$2,404
NZ$2,404
NZ$343 per night
includes taxes & fees
Image gallery for Luxury centrally located one-of-a-kind apartment amazing water views + studio
1010 out of 10 rating
Exceptional
(5 reviews)
Luxury centrally located one-of-a-kind apartment amazing water views + studio
Sydney, NSW
23% off
Price is NZ$3,197
NZ$3,197
NZ$457 per night
includes taxes & fees
Image gallery for Stunning home, close to city, railway station and cafes
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Stunning home, close to city, railway station and cafes
Sydney, NSW
9% off
Price is NZ$3,954
NZ$3,954
NZ$565 per night
includes taxes & fees
Image gallery for Bondi Beach Break Fab Studios - roof top pool excellent monthly rates
9.29.2 out of 10 rating
Wonderful
(14 reviews)
Bondi Beach Break Fab Studios - roof top pool excellent monthly rates
Sydney, NSW
8% off
Price is NZ$1,467
NZ$1,467
NZ$210 per night
includes taxes & fees
Image gallery for Perfect City Apartment in Perfect Location
9.29.2 out of 10 rating
Wonderful
(15 reviews)
Perfect City Apartment in Perfect Location
Sydney, NSW
9% off
Price is NZ$2,846
NZ$2,846
NZ$407 per night
includes taxes & fees
Image gallery for Sydney Darling Harbour and Chinatown
9.09.0 out of 10 rating
Wonderful
(77 reviews)
Sydney Darling Harbour and Chinatown
Sydney, NSW
9% off
Price is NZ$1,855
NZ$1,855
NZ$265 per night
includes taxes & fees
Image gallery for Balmoral Beauty - beachfront romantic getaway
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Balmoral Beauty - beachfront romantic getaway
Sydney, NSW
9% off
Price is NZ$2,510
NZ$2,510
NZ$359 per night
includes taxes & fees
Image gallery for Walk to Coogee Beach Apartment Retreat
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Walk to Coogee Beach Apartment Retreat
Sydney, New South Wales
5% off
Price is NZ$2,359
NZ$2,359
NZ$337 per night
includes taxes & fees
Image gallery for Camperdown 2 bed, 2 bath, pools & gyms, cafes, shops, transport, parking
1010 out of 10 rating
Exceptional
(28 reviews)
Camperdown 2 bed, 2 bath, pools & gyms, cafes, shops, transport, parking
Sydney, NSW
9% off
Price is NZ$2,787
NZ$2,787
NZ$398 per night
includes taxes & fees
Image gallery for Linley Point Harbourview 2 bedroom pet-friendly home with disabled facilities.
9.89.8 out of 10 rating
Exceptional
(39 reviews)
Linley Point Harbourview 2 bedroom pet-friendly home with disabled facilities.
Sydney, NSW
5% off
Price is NZ$1,279
NZ$1,279
NZ$183 per night
includes taxes & fees
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Find properties near top attractions in Castlereagh Street
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Find the best place to stay - Castlereagh Street
YEHS Hotel Sydney Harbour Suites
Sleeps 4 · 1 bedroom
8.48.4 out of 10
Very goodvery good
1,979 reviews(1,979 reviews)
The York by Swiss-Belhotel International
Sleeps 6 · 3 bedrooms
8.68.6 out of 10
Excellentexcellent
2,337 reviews(2,337 reviews)
APX World Square
Sleeps 6 · 2 bedrooms
8.08.0 out of 10
Very goodvery good
2,553 reviews(2,553 reviews)
Spectacular Location overlooking Harbour from a Unique Historic Village Setting
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
102 reviews(102 reviews)
Manly Studio Apartment - Great Location
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
184 reviews(184 reviews)
2 mins to harbour bridge
Sleeps 8 · 4 bedrooms · 1+ bathroom
6.26.2 out of 10
23 reviews(23 reviews)
Top rated rentals - Castlereagh Street
Awesome spot
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
Great host and location
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Beautiful Sydney!
1010 out of 10
Exceptionalexceptional
102 reviews(102 reviews)
Sweet apartment in cool area
1010 out of 10
Exceptionalexceptional
109 reviews(109 reviews)
Amazing
1010 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Awesome
1010 out of 10
Exceptionalexceptional
84 reviews(84 reviews)
A Balmain experience.
1010 out of 10
Exceptionalexceptional
89 reviews(89 reviews)
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