Photo by Cathy Fuentes

Holiday rentals near Castlereagh Street

We found 3,271 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:16 Jan - 23 Jan
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Why visit Castlereagh Street

  • Cultural Exploration: Discover historic civic buildings and cultural sites that reflect Sydney's rich history.
  • Urban Parks: Enjoy serene outdoor experiences in nearby parks, perfect for relaxation and picnics.
  • Vibrant Atmosphere: Experience the lively streets filled with friendly locals and a bustling city vibe.
  • Neighbourhood Charm: Explore nearby King Street and Park Street for a taste of local charm and activities.
  • Diverse Experiences: Whether for romance or budget-friendly adventures, Castlereagh Street caters to all types of travellers.

Top attractions near Castlereagh Street

Castlereagh Street in Sydney offers a vibrant mix of attractions, including urban parks, historic civic buildings, and lively streets. Visitors can explore cultural sites and enjoy outdoor experiences, making it a perfect spot for all types of travellers. Don't miss nearby King Street and Park Street for even more local charm and activities. It's a great base for immersing yourself in the city's rich history and lively atmosphere.

  • Sydney Opera House: A world-renowned architectural masterpiece, the Sydney Opera House offers a vibrant cultural experience with its stunning performances and picturesque waterfront views. Located 1.6km from Castlereagh Street, it’s a must-visit for its unique design and artistic vibe.
  • Circular Quay: This bustling harbour, situated 1.4km away, is the perfect place to soak up sun, enjoy beautiful scenery, and catch ferries to nearby attractions. It’s a lively hub for dining and people-watching.
  • Sydney Harbour Bridge: An iconic symbol of Sydney, this historic bridge, also located 1.6km from Castlereagh Street, offers breathtaking views and a rich cultural history. Walking or cycling across it is an unforgettable experience.

Things to do recommended for couples

For a romantic getaway near Castlereagh Street, indulge in a meal at Harry’s Cafe de Wheels, soak up luxury at the Cruising Yacht Club, or embrace adventure at Ben Buckler Point. Each experience offers a unique vibe, perfect for couples seeking memorable moments together.

Things to do recommended for families

While staying on Castlereagh Street in Sydney, families can experience the thrill of the Sydney Cricket Ground, enjoy a leisurely walk from Cremorne Point to Mosman Bay, or relax at Redleaf Beach, perfect for outdoor family fun and relaxation.

Things to do recommended for groups

Enjoy a night at the Capitol Theatre for a cultural experience, shop at Martin Place for a vibrant atmosphere, or explore The Rocks Markets for a taste of local business and city vibes. Each spot offers a unique slice of Sydney perfect for your group.

*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

If you're travelling with a group, family, pets, or planning an extended stay, it's important to set your priorities when filtering options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Castlereagh Street with a group: Think about how many bedrooms you’ll require, as well as features like a complete kitchen or outdoor area for group get-togethers. Luckily, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Castlereagh Street with young kids: Travelling with young kids can be quite a challenge. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering how close you are to family-friendly attractions is a smart move.
  • Taking your pets with you to Castlereagh Street: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Castlereagh Street: If you're on the hunt for holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don't forget to consider adding features like a car park, a well-equipped kitchen, or a private pool to your search as well.

Where to stay near Castlereagh Street

Castlereagh Street, in the heart of Sydney, offers a vibrant mix of business and family-friendly experiences. Explore nearby neighbourhoods that boast a sophisticated backdrop, perfect for a romantic weekend getaway or a budget-friendly adventure. With friendly locals and a central position, you’ll find everything from bustling city streets to serene parks, ensuring a memorable stay filled with diverse vibes and scenic beauty.

  • Sydney: As a vibrant metropolis, Sydney is a captivating destination where culture and entertainment thrive. Castlereagh Street lies in the heart of this dynamic city, making it an ideal base for exploring its treasures. Enjoy a variety of experiences, from world-class theatre and music concerts to the enchanting Sydney Opera House. The city's stunning beaches, including family-friendly options, are perfect for sunbathing and swimming. Don't miss iconic landmarks such as the Sydney Harbour Bridge and the Royal Botanic Garden, which offer breathtaking views and enriching experiences.
  • Sydney Central Business District: Located just 483m from Castlereagh Street, the Sydney Central Business District (CBD) is where the pulse of the city beats strongest. This bustling neighbourhood is a hub for culture and entertainment, making it a romantic spot for couples. You can find numerous theatres hosting exciting performances, as well as venues for live music and opera. With its picturesque marina and stunning harbour views, the CBD is also home to remarkable monuments that reflect Sydney’s rich history and modern flair. Strolling through the streets, you'll encounter a blend of contemporary architecture and heritage-listed buildings.
  • Darling Harbour: Situated 1.3km away from Castlereagh Street, Darling Harbour is a lively waterside precinct known for its entertainment and cultural activities. This romantic setting is perfect for couples seeking a memorable outing. Popular venues for theatre and concerts abound, while the area's significant architecture adds to its charm. The marina and harbour present a picturesque backdrop for leisurely walks, dining, or simply soaking in the vibrant atmosphere. Don't forget to explore attractions like the Australian National Maritime Museum or enjoy a ferry ride for stunning views of the city skyline.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January73.4°F (23.0°C)Light RainMostly Sunny
February72.7°F (22.6°C)Light RainMostly Sunny
March70.9°F (21.6°C)Light RainMostly Sunny
April66.4°F (19.1°C)Light RainMostly Sunny
May61.2°F (16.2°C)No Rain (Dry)Mostly Sunny
June57.2°F (14.0°C)Light RainMostly Sunny
July55.9°F (13.3°C)Light RainMostly Sunny
August57.2°F (14.0°C)No Rain (Dry)Mostly Sunny
September61.2°F (16.2°C)No Rain (Dry)Mostly Sunny
October64.6°F (18.1°C)Light RainMostly Sunny
November67.6°F (19.8°C)Light RainMostly Sunny
December70.3°F (21.3°C)Light RainMostly Sunny

Booking with Vrbo is a breeze

Want to keep your travel costs down on your next adventure? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of holiday rental. We're here to help you find the best options for your getaway.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient area for you to plan new trips, keep your travel plans on track, and manage your bookings. The properties you’ve saved or reserved are neatly organized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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