Woolloomooloo holiday rentals

We found 478 holiday rentals — enter your dates for availability
Discover a selection of 25 apartments and other holiday rentals in Woolloomooloo that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a hot tub. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Why visit Woolloomooloo

  • Picturesque waterfront: Enjoy stunning harbour views along the charming promenade, perfect for leisurely strolls.
  • Vibrant culture: Immerse yourself in a lively art scene and local dining experiences in a friendly urban setting.
  • Outdoor adventures: Explore scenic urban parks and the iconic Woolloomooloo Wharf for memorable moments.
  • Historic charm: Discover the neighbourhood’s blend of cultural heritage and contemporary city life.
  • Convenient location: Benefit from proximity to Sydney’s central attractions while enjoying a serene retreat.

Popular types of accommodation around Woolloomooloo

Woolloomooloo, nestled along the stunning Sydney harbour, offers a unique blend of vibrant culture and picturesque waterfront views. This charming neighbourhood features a variety of popular holiday rentals, including stylish apartments, private holiday homes, and cosy cottages. Visitors can enjoy an array of amenities in bedroom apartments and studio apartments, ensuring a comfortable stay. With its close proximity to iconic landmarks and delightful dining options, Woolloomooloo is the perfect base for an unforgettable Sydney experience.

  • Apartments: Stylish and modern units offering comfort and convenience, making them the top choice for visitors in Woolloomooloo.
  • Private Holiday Homes: Secluded residences ideal for families and groups seeking a cosy, private retreat in the heart of the city.
  • Cottages: Quaint, charming lodgings providing a warm, homely atmosphere for a relaxing stay.
  • Caravan Parks: Budget-friendly options offering a blend of outdoor living and essential amenities for travellers.
  • Villas: Elegant, spacious accommodations designed for those desiring a touch of luxury during their visit.**

Top attractions in and around Woolloomooloo

Discover the charm of Woolloomooloo, where cultural and romantic escapades blend with vibrant urban parks, lively streets, and stunning harbour views. This Sydney neighbourhood offers an array of experiences from engaging city strolls to outdoor adventures around the iconic Woolloomooloo Wharf. Ideal for travellers seeking a mix of culture, city life, and nature, Woolloomooloo promises memorable moments in a truly enchanting setting.

  • Woolloomooloo Wharf: Nestled within Woolloomooloo, this marina offers adventure and outdoor beach vibes, perfect for a refreshing seaside wander.
  • Circular Quay: A scenic harbour located 2km away, providing delightful beach and panoramic vistas for memorable strolls.
  • Sydney Opera House: A symbolic landmark 2km distant, renowned for its cultural allure and distinctive architectural design.

Things to do recommended for couples

Woolloomooloo offers a romantic escape with a picturesque stroll along the waterfront, followed by a sunset dinner at a waterfront restaurant. Enjoy a scenic ferry ride to Circular Quay, where you can take in the stunning views of the Sydney Opera House and Harbour Bridge together.

Things to do recommended for families

Families will delight in exploring the picturesque Woolloomooloo Wharf, sampling local cuisine at the nearby eateries, or enjoying a leisurely stroll through the lush gardens of the Royal Botanic Garden. The nearby Art Gallery of New South Wales offers engaging exhibits perfect for children.

Things to do recommended for groups

Experience the thrill of motor racing at Sydney Speedway, located 19km from Woolloomooloo. Perfect for adrenaline-seeking group travellers, this venue offers a vibrant atmosphere filled with sports and adventure vibes that will make for an unforgettable outing.

*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 Woolloomooloo

If you're travelling with a group, family, pets, or seeking longer stays, be sure to refine your search according to your key priorities. Here are some helpful booking tips for Stayz.

  • Traveling to Woolloomooloo with a group: Think about how many bedrooms you will require, as well as additional amenities like a fully equipped kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all these options and much more on Stayz.
  • Traveling to Woolloomooloo with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, along with suitable amenities for their age, like a private swimming pool. Additionally, it would be wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Woolloomooloo: For some, a family holiday isn’t complete without their four-legged companion. If this resonates with you, then explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting Woolloomooloo: If you are seeking holiday lets with special offers for extended stays of a month or more, you have come to the right place. With the appropriate filter, you can effortlessly locate and save on monthly rentals. You might also consider including options such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Woolloomooloo

Woolloomooloo, a vibrant suburb of Sydney, offers a delightful blend of culture and romance. Stroll along the picturesque waterfront, where you can enjoy stunning views and relax in charming parks. The area is known for its friendly atmosphere, making it perfect for leisurely explorations. Indulge in local dining experiences and immerse yourself in the unique art scene. With its close proximity to the city centre, Woolloomooloo is an ideal base for discovering Sydney’s enchanting attractions.

  • Sydney: A vibrant metropolis where Woolloomooloo is nestled, Sydney offers a rich tapestry of cultural and entertainment experiences. Visitors can immerse themselves in a diverse arts scene, with access to theatres, music concerts, and opera performances. The city’s allure is further enhanced by its romantic ambience and an array of local attractions including beach settings, family-friendly shores, and historical monuments. Sydney’s dynamic urban landscape promises a delightful blend of modernity and tradition, making it an ideal destination for an enriching holiday.
  • Sydney Central Business District: Located 1km from Woolloomooloo, the Sydney Central Business District is a bustling neighbourhood that offers a mix of cultural and entertainment delights. Here, travellers can explore a vibrant arts scene featuring theatres and live music events, alongside the charm of romantic vistas. The area is well-known for its prominent landmarks such as a picturesque marina, a bustling harbour, and notable monuments, offering a well-rounded travel experience in the heart of the city.
  • Darling Harbour: Situated 2km from Woolloomooloo, Darling Harbour is a lively neighbourhood celebrated for its cultural and entertainment offerings. The area is a magnet for those seeking a romantic and vibrant travel experience, with an impressive selection of theatres, concerts, and opera performances. Its attractions include a scenic marina and an inviting harbour, complemented by historical monuments, creating a perfect setting for a memorable holiday exploration.

Best time to go to Woolloomooloo

If you're planning a trip to Woolloomooloo, 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 save on your next adventure? Being flexible with your travel dates can really pay off, as prices often fluctuate. You might also secure considerable savings by opting for an extended break. To discover a Stayz property that suits your budget, simply use our filters to sort by price, location, and type of holiday letting.

Stayz Trips: Planning made easy

Stayz's innovative Trip Board offers you a dedicated space to plan new journeys, pick up where you last left off, or review and organise your travel arrangements. You can easily find the properties you’ve previously saved and booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

When is the best time to visit Woolloomooloo for a holiday rental?
February is the prime time to visit Woolloomooloo, with warm summer weather and vibrant energy drawing holidaymakers to this beautiful coastal area. This peak season, which spans from December to February, offers an array of outdoor activities, from relaxing on the stunning beaches to exploring the nearby Royal Botanic Garden. Visitors can enjoy temperatures averaging between 20 to 30 degrees Celsius, making it great for sightseeing and leisurely strolls along the picturesque waterfront.As the summer sun shines brightly, Woolloomooloo comes alive with events, festivals, and a bustling atmosphere that caters to all types of travellers. February, in particular, often sees a mix of locals and tourists, creating a lively yet welcoming vibe.If you're looking for a more budget-friendly option, consider visiting in July, the low season. While temperatures can dip to around 10 to 15 degrees Celsius, this quieter month allows for a more relaxed experience, enabling you to explore local cafés, art galleries, and the unique character of the area without the crowds.Ultimately, the best time to book a holiday rental in Woolloomooloo will depend on your preference for vibrant summertime activities or a peaceful winter retreat.
What are the top attractions in Woolloomooloo, New South Wales, Australia?
Woolloomooloo is a vibrant area known for its picturesque waterfront and rich history. One of the top attractions is the iconic Woolloomooloo Wharf, which features a range of dining options and stunning views of the harbour. The nearby Royal Botanic Garden offers a serene escape with beautifully landscaped gardens and walking paths, making it an ideal spot for a leisurely stroll or a picnic.Additionally, the historic Finger Wharf is a popular destination, showcasing a mix of contemporary apartments, restaurants, and art galleries. Close by, visitors can explore the Art Gallery of New South Wales, which houses an impressive collection of Australian and international art. For those interested in history, the area is also near the historic site of the former Woolloomooloo Gaol, adding a cultural touch to the neighbourhood's charm.
Are all fees included in the Woolloomooloo holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Woolloomooloo holiday homes with parking?
Stayz offers a wide selection of holiday homes in Woolloomooloo with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Woolloomooloo holiday homes?
You can find great discounts on holiday homes in Woolloomooloo on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Woolloomooloo holiday home booking on Stayz?
To find Woolloomooloo holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Woolloomooloo?
A long-stay holiday home in Woolloomooloo is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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.
How early should I book a Woolloomooloo holiday home?
Book your Woolloomooloo holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Woolloomooloo?
Prices for holiday homes in Woolloomooloo vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Woolloomooloo to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ 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.
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.
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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