Holiday rentals near Castlereagh Street

We found 3,603 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:25 Sept - 2 Oct

Image gallery for Ultimate Luxury 100m from Manly Beach. Sensational 3br House with Cedar Hot Tub

Terrace/patio
10 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Ultimate Luxury 100m from Manly Beach. Sensational 3br House with Cedar Hot Tub

Sydney

9% off
Price is AU$7,852
for 7 nights, 1 home
AU$1,122 per night
includes taxes & fees
Ultimate Luxury 100m from Manly Beach. Sensational 3br House with Cedar Hot Tub

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Find out more about Castlereagh Street

Why visit Castlereagh Street

  • Urban vibrancy: Castlereagh Street offers a lively atmosphere with bustling street life and a mix of business and leisure, ideal for a genuine city adventure.
  • Cultural immersion: Enjoy a rich cultural experience with local landmarks and a dynamic urban scene that reflects Sydney’s heritage.
  • Scenic strolls: Take leisurely walks along the picturesque thoroughfare, exploring charming parks and enjoying the outdoor ambience.
  • Central convenience: Its prime location provides easy access to iconic sites and urban sophistication in the heart of Sydney.
  • Flexible stay options: The area offers a range of accommodation types, ensuring a comfortable and convenient base for your exploration.

Popular types of accommodation around Castlereagh Street

If you are unsure what type of accommodation you can expect in Castlereagh Street, we have you covered. Here, you can choose from popular apartments, private holiday homes, and cosy cottages in the heart of Sydney. Enjoy select rooms, hotel details, and a convenient stay while exploring local attractions and landmarks along this vibrant street. Castlereagh Street offers transparency, savings, and reassurance for every traveller seeking a memorable holiday rental experience.

  • Apartments: The top choice for visitors, offering modern comforts and urban convenience.
  • Private Holiday Homes: A popular option for those seeking privacy and a homely atmosphere.
  • Cottages: Ideal for a quaint retreat, blending rustic charm with cosy living.
  • Caravan Parks: Favoured by travellers looking for a budget-friendly and flexible stay.
  • Villas: A sought-after selection for those desiring a touch of luxury in a spacious setting.**

Top attractions near Castlereagh Street

Castlereagh Street in Sydney offers an engaging urban experience with its bustling street life and picturesque parks. Visitors can enjoy leisurely strolls along the vibrant thoroughfare, immersing themselves in the city's rich cultural scene. The area provides a unique blend of outdoor charm and urban sophistication, ideal for those seeking a genuine city adventure. Explore the local landmarks and soak in the atmosphere of this dynamic and lively destination.

  • Circular Quay: A scenic harbour with inviting beach vibes located 1km away, offering picturesque views and a lively waterfront ambience.
  • Sydney Opera House: An iconic cultural landmark 2km away, celebrated for its striking architecture and rich artistic heritage.
  • Sydney Harbour Bridge: A historic bridge 2km away, renowned for its impressive design and cultural significance.

Things to do recommended for couples

Discover a romantic escape on Castlereagh Street, Sydney. Enjoy a candlelit dinner at a nearby fine dining restaurant, followed by a leisurely walk through Hyde Park. Don't miss a sunset harbour cruise for breathtaking views of the iconic Sydney Opera House.

Things to do recommended for families

Families will adore the interactive exhibits at the Powerhouse Museum, explore the lush greenery of Hyde Park, and take a delightful stroll to the iconic Sydney Opera House for a family photo opportunity. Don't miss the nearby Darling Harbour, offering fun activities for all ages.

Things to do recommended for groups

Groups visiting Castlereagh Street can experience the thrill of motorRacing at Sydney Dragway, located 32km away, and at Sydney Speedway, 18km away, both offering a blend of sports and adventure for an exhilarating local experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Castlereagh Street

When travelling with a group, as a family, with pets, or for longer durations, it's essential to filter according to your priorities. Here are some helpful booking tips for Stayz.

  • Traveling to Castlereagh Street with a group: Take into account how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for these options and more on Stayz.
  • Traveling to Castlereagh Street with young kids: Travelling with young children can present its challenges. It’s important to prioritise their comfort and safety, alongside suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Castlereagh Street: For many, a family holiday wouldn’t be the same without their beloved four-legged companion. If that resonates with you, explore Stayz properties that welcome pets. The majority of pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels completely at home.
  • Planning for a long term stay visiting Castlereagh Street: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. You might also want to include amenities such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Castlereagh Street

Castlereagh Street in Sydney offers a vibrant blend of business and family-friendly atmospheres. Visitors can explore iconic landmarks and enjoy an excellent location in the heart of Sydney city, making it an ideal base for a delightful and memorable stay.

  • Sydney: Sydney, a vibrant metropolis, is famed for its stunning harbour and iconic landmarks such as the Sydney Opera House and Sydney Harbour Bridge. Castlereagh Street is centrally located, placing you at the heart of the city's cultural and entertainment offerings. Visitors can indulge in theatre performances, music concerts, and opera, making it a hub for cultural enthusiasts. The city's beaches, including Bondi and Manly, offer a family-friendly atmosphere, while monuments like the Anzac Memorial provide a glimpse into Sydney's rich history.
  • Sydney Central Business District: Situated a mere 483m from Castlereagh Street, the Sydney Central Business District (CBD) pulsates with energy and commerce. This bustling neighbourhood is renowned for its skyscrapers, shopping precincts, and vibrant nightlife. Travellers flock here for its cultural experiences, from high-end theatres to renowned music venues. The nearby marina and harbour invite leisurely strolls and stunning waterfront views, while monuments like the Queen Victoria Building showcase the area's architectural grandeur.
  • Darling Harbour: Located 1km from Castlereagh Street, Darling Harbour is a picturesque waterfront destination that perfectly blends leisure and entertainment. Visitors are drawn to its lively atmosphere, with attractions such as the SEA LIFE Sydney Aquarium and the Australian National Maritime Museum. The area is popular for evening outings, featuring a range of dining options with stunning harbour views. The theatre and concert venues here further enrich the cultural tapestry of this vibrant neighbourhood.

Best time to go to Castlereagh Street

If you're planning a trip to Castlereagh Street, it's a good idea to check both the weather and property rates. The warmest month is January. Peak season runs from December to February, while off-peak times, like May to June and August tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
February72.7°F (22.6°C)Light RainMostly SunnyModerately HighAverage
March70.9°F (21.6°C)Light RainMostly SunnyAverageAverage
April66.4°F (19.1°C)Light RainMostly SunnyAverageSlightly High
May61.2°F (16.2°C)No Rain (Dry)Mostly SunnyModerately LowSlightly Low
June57.2°F (14.0°C)Light RainMostly SunnyModerately LowSlightly Low
July55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
August57.2°F (14.0°C)No Rain (Dry)Mostly SunnyModerately LowSlightly Low
September61.2°F (16.2°C)No Rain (Dry)Mostly SunnyAverageAverage
October64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
November67.6°F (19.8°C)Light RainMostly SunnyAverageAverage
December70.3°F (21.3°C)Light RainMostly SunnyModerately HighSlightly High

Booking with Stayz is a breeze

Looking to cut costs on your upcoming trip? Adjusting your travel dates may reveal more attractive prices. You might also enjoy notable savings by opting for a longer stay. To locate a Stayz property that meets your budget, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Here's a paraphrased version in a reliable and supportive tone of voice, using British English:Stayz’s Trip Board provides a dedicated area to initiate new journeys, resume your planned adventures, or review and manage your reservations. Saved or confirmed properties are now categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best holiday rentals near Castlereagh Street?
The best holiday rentals near Castlereagh Street are primarily located within the bustling Haymarket district and surrounding central Sydney areas. You will find a wide range of options, predominantly stylish apartments offering city living, alongside some private holiday houses providing more space. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You can choose from many best holiday rentals near Castlereagh Street.

Many of these properties offer useful amenities such as laundry facilities for longer stays and private balconies or patios, providing outdoor space in the city. These homes are ideal for solo guests, couples, or small families exploring Sydney.
Are there any cheap holiday rentals near Castlereagh Street?
There are several affordable holiday rentals near Castlereagh Street, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around AU$215 per night. Some stays even offer great deals in September and January during the off-season, making it a great option for guests looking to experience the area without overspending. These rentals often include amenities such as free WiFi, free toiletries, and free self-parking.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. You might find cosy apartments or efficient private homes that offer great value, so you can have a comfortable stay. With a little planning, it is absolutely possible to find a comfortable stay near Castlereagh Street while keeping costs down.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Castlereagh Street?
There are hundreds of top pet-friendly holiday rentals near Castlereagh Street, with over 280 properties available. These rentals, predominantly apartments and private holiday houses in areas like Haymarket, offer a range of amenities designed to accommodate pets and guests. Many properties provide essentials such as food and water bowls, and some even permit pets to stay free of charge, ensuring a comfortable stay for everyone.

When searching for the best pet-friendly holiday rentals near Castlereagh Street, always verify specific house rules, potential size restrictions, and any additional cleaning fees. While Castlereagh Street itself is a busy commercial area, pets are generally welcome on public footpaths.
What are the top holiday rentals with pools near Castlereagh Street?
There are over 350 holiday rentals near Castlereagh Street that include access to swimming pools, with options ranging from private backyard pools to shared community pools, including rooftop and indoor choices. These properties are concentrated in areas like Haymarket and throughout the central Sydney district. Many of these homes come with standard amenities such as fully equipped kitchens, Wi-Fi, and often feature sun loungers by the pool, making them excellent choices for families or groups seeking a comfortable urban retreat.

When selecting your ideal home, consider whether a private pool for exclusive use or a shared pool with potential access to additional facilities like exercise pools or secured areas best suits your preferences. For cooler months, looking for heated or indoor pool options will ensure year-round enjoyment.
What are the best family holiday rentals near Castlereagh Street?
There are over 680 family-friendly holiday homes available near Castlereagh Street, primarily consisting of apartments and private holiday houses in the surrounding areas of Haymarket. These properties offer ample space with multiple bedrooms and bathrooms, full kitchens for meal preparation, and often include outdoor play areas like gardens or yards. Many also provide essential amenities such as washer/dryers, and entertainment options like WiFi and TVs.

When selecting a holiday rental for your family near Castlereagh Street, prioritise properties that offer separate living spaces for adults and children, and practical utilities like laundry facilities to simplify your stay. Look for homes with family-specific amenities such as highchairs, travel cots, or even dedicated children's books and toys.
Are there any luxury holiday rentals near Castlereagh Street?
Near Castlereagh Street, guests can find several luxury holiday rentals that offer sophisticated urban living with modern comfort. These properties often feature amenities such as private pools, premium bedding, designer toiletries, and gourmet kitchens with the option of a private chef. Many also boast views of the city or surrounding areas.

These homes are ideal for families or larger groups, providing ample space and conveniences like air conditioning and high-speed internet. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Castlereagh Street?
Holiday rentals near Castlereagh Street offer a wide range of options suitable for different budgets. Budget-friendly properties typically start around AU$215 per night, providing an affordable option for those looking to explore the area. Mid-range rentals, including private homes, are generally around AU$470 per night, offering more space and amenities. Upscale options can cost AU$610 or more per night, providing premium comfort and features.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.

*Pricing data are based on past 12 months data.
Where should I stay when visiting Castlereagh Street?
When visiting Castlereagh Street, guests have several excellent options for holiday rentals, each offering a distinct experience. Haymarket is a fantastic choice, providing properties that are a short walk from Castlereagh Street. This area is known for its diverse culinary scene and proximity to Darling Harbour, offering a lively urban experience.

Another superb area is The Rocks, which features historical charm and is easily accessible from Castlereagh Street. Properties here offer a glimpse into Sydney's past, with many attractions nearby, including the Sydney Opera House and Sydney Harbour Bridge. The area is well-connected for exploring the city.

For those seeking a more relaxed yet sophisticated setting, properties in Potts Point are a good option. These rentals are a short drive from Castlereagh Street, providing a quieter residential feel with boutique shops and cafes.
What is the cheapest month to stay near Castlereagh Street?
The cheapest time to find holiday rentals near Castlereagh Street is typically during late Summer (January) and early Spring (September), excluding any major local festivals or events. January and September frequently offer the best deals on holiday rentals and properties, with rates often lower than peak seasons. Guests can often find various savings during these months, along with greater availability.
Are there any lakefront holiday rentals near Castlereagh Street
Lakefront holiday rentals near Castlereagh Street offer a great mix of comfort, scenery, and outdoor adventure. Many are located along quiet lakes like Lake Macquarie or Lake Illawarra. These properties are a short drive from Castlereagh Street, offering convenient access to water activities such as kayaking, fishing, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy mountain and lake views, spot wildlife, and unwind in peaceful surroundings after exploring local trails.
Are there any top beachfront holiday rentals near Castlereagh Street
Beachfront holiday rentals near Castlereagh Street provide excellent access to the sand, often with ocean-view balconies or direct access to the water's edge. While Castlereagh Street itself is inland, nearby coastal areas offer properties with proximity to lively dining, nightlife, and shopping. Guests can also find quieter stretches of coastline for a more relaxed stay.

Many properties offer amenities such as beach towels, and some may include oceanfront pools. A variety of accommodation types are available, from ocean-facing rooms to multi-bedroom units with extra living space, suitable for different groups of guests.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.

Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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