Woolloomooloo holiday homes

We found 465 holiday rentals — enter your dates for availability
Discover a selection of 24 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.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Woolloomooloo

  • Harbour views: Enjoy scenic vistas of the picturesque harbour and experience the charm of Woolloomooloo’s waterfront.
  • Iconic Wharf: Visit the renowned Woolloomooloo Wharf for a blend of local culture, history, and delightful urban vibes.
  • Historic streets: Wander along Brougham and Dowling Streets, taking in the unique architectural charm and vibrant local scene.
  • Charming cafes and boutiques: Discover an array of quaint cafes and boutique shops that offer a taste of local lifestyle.
  • Urban parks: Relax in the suburb's inviting urban parks, perfect for leisurely strolls and outdoor enjoyment.

Top attractions in and around Woolloomooloo

Woolloomooloo in Sydney offers a delightful blend of culture, romance, and lively urban experiences. Explore its charming urban parks, scenic streets, and the picturesque harbor, perfect for city and outdoor enthusiasts. Don't miss a visit to the iconic Woolloomooloo Wharf, where the local vibe and history come together in a uniquely enchanting way for every traveller.

  • Woolloomooloo Wharf: This vibrant marina offers a unique blend of adventure and relaxation, with stunning views, waterfront dining, and opportunities for outdoor activities, all set against a backdrop of historic architecture.
  • Circular Quay: Just a short stroll away, this bustling harbour provides picturesque scenery, perfect for enjoying the waterfront atmosphere and watching ferries come and go.
  • Sydney Opera House: A world-renowned cultural icon, this architectural masterpiece hosts a variety of performances and events, contributing to the rich artistic landscape of the area.

Things to do recommended for couples

Discover romantic Woolloomooloo with scenic harbour views and intimate dining experiences. Enjoy a leisurely stroll along the boardwalk, savour local flavours, and immerse in Sydney’s vibrant arts scene. Perfect for a couple's retreat from New Zealand, blending adventure and relaxation.

Things to do recommended for families

Families visiting Woolloomooloo can enjoy local waterfront dining and a stroll through the historic Finger Wharf, with plenty of parks and interactive exhibits nearby to keep the kids entertained.

Things to do recommended for groups

Experience the thrill of the Sydney Speedway, located 19km from Woolloomooloo. Gather your mates for an adrenaline-pumping day of motor racing amid the vibrant sports and adventure atmosphere.

*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

Regardless of whether you're journeying as a group, with family, alongside your furry companions, or considering an extended stay, ensure you select the appropriate filters to match your priorities. Here are some Vrbo booking pointers tailored for you.

  • Traveling to Woolloomooloo with a group: Consider how many bedrooms you'll require, along with features like a fully-equipped kitchen or an outdoor area for group gatherings. Thankfully, you can use filters on Vrbo to find all these options and more.
  • Traveling to Woolloomooloo with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities, 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 Woolloomooloo: For many, a family holiday simply isn't complete without their furry friend tagging along. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly options include feeding bowls and beds, so everyone will feel right at home.
  • Planning for a long term stay visiting Woolloomooloo: If you're after holiday rentals offering monthly deals, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on month-to-month stays. You might also want to include extras like 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 Dowling Street to discover charming cafes and boutiques, or visit the iconic wharf by Woolloomooloo Bay for stunning views. The historic Brougham Street is perfect for a leisurely walk, while the story building adds a unique architectural charm. Whether you're seeking a friendly atmosphere or a romantic getaway, Woolloomooloo promises an unforgettable experience.

  • Sydney: Sydney, a vibrant metropolis, offers an enticing blend of urban excitement and cultural heritage. Nestled within the city, Woolloomooloo provides easy access to Sydney's rich tapestry of theatres, music concerts, and operas, creating memorable experiences for culture, entertainment, and romance seekers. Visitors can explore a mix of beaches, family-friendly shorelines, and historical monuments that dot the landscape, making Sydney a captivating destination.
  • Sydney Central Business District: Just 1km away from Woolloomooloo, the Sydney Central Business District is a bustling neighbourhood that pulses with energy. This area is renowned for its cultural attractions and entertainment venues, including theatres, music concerts, and operas. A short stroll reveals stunning landmarks such as marinas, harbours, and iconic monuments, offering a dynamic urban experience that blends work and play seamlessly.
  • Darling Harbour: Located 2km from Woolloomooloo, Darling Harbour is a lively neighbourhood that combines waterfront charm with a rich cultural scene. With an array of theatres, music concerts, and operatic performances, it promises an engaging experience for lovers of culture, entertainment, and romance. The vicinity is adorned with scenic marinas, harbours, and striking monuments that capture the essence of Sydney’s coastal allure.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Looking to save on your next escape? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, simply use our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's unique Trip Board offers you a convenient platform to plan new adventures, pick up from where you last stopped, or manage your travel arrangements. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in Woolloomooloo?
The most popular types of holiday homes in Woolloomooloo are apartments. Want something different? Bookabach has many options to match the diverse needs of our guests, so you'll see properties in all shapes and sizes, and for all budgets. The perfect fit is waiting for you — get hold of yours today.
How much does it cost to rent a holiday home in Woolloomooloo?
Different factors influence what you'll pay for a holiday home in Woolloomooloo, such as the type of property, season and length of stay. Still, all of our holiday homes have one thing in common — excellent value. Just add your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Woolloomooloo?
Prices for beach houses in Woolloomooloo can differ depending on the style and size of the property and time of year you're travelling. All you have to do is enter your travel dates into Bookabach and how many guests to view your options and prices. From there you can use our filter tool to tailor your search results by nearby activities, ratings, amenities and more.
Are there pet-friendly holiday homes in Woolloomooloo?
With 14 holiday homes that welcome four-legged guests, your furry best friend can join in on your Woolloomooloo break. Use the filter tool to search our pet-friendly holiday homes and find your pawfect digs on Bookabach.
What are popular home amenities in Woolloomooloo?
A garden, a sauna and a barbecue grill head the list of most popular home amenities in Woolloomooloo. Whether you're travelling on your own, with your other half or a group of family members, Bookabach can help you find a holiday home that matches your tastes with all the features you need.
Are there holiday homes in Woolloomooloo that welcome kids?
With 13 family-friendly holiday properties to select from in Woolloomooloo, now is the perfect time to introduce your children to the wonders of travel. Just check our "Properties good for families" filter box to find stays loaded with amenities perfect for travelling families, like multiple bedrooms, outdoor spaces, entertainment units and bunk beds.
What are the top attractions for families in Woolloomooloo?
Keep your kids occupied at these fabulous family-friendly attractions in Woolloomooloo:

  • Taronga Zoo
  • Manly Beach
  • Bondi Beach

Are there one-bedroom holiday homes in Woolloomooloo?
Yes, you can take your pick from 10 one-bedroom homes in Woolloomooloo. Whether you're searching for a cosy cottage or a fancy condo, Bookabach's one-bedroom properties are great if you don't require lots of space. One of the best parts about having your own place? You won't need to share your adventure with strangers.
Can I find two-bedroom holiday homes in Woolloomooloo?
Woolloomooloo has three two-bedroom holiday homes for you to pick from. Discover a holiday home with all the privacy and comfort you need at a price that's hard to resist on Bookabach.
Are there holiday homes with WiFi in Woolloomooloo?
Woolloomooloo has three holiday homes with WiFi, so you'll be able to stay connected during your trip. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with the family to scrolling social media, these Bookabach homes make it easy to get online.
How can I find holiday homes with air conditioning in Woolloomooloo?
Work out your travel dates and then use our filter tool to search for holiday homes with ac in Woolloomooloo on Bookabach. With seven air-conditioned properties to choose from here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a holiday home in Woolloomooloo?
The age limit can differ between properties on Bookabach, so be sure to check the rules of the holiday home in Woolloomooloo you're considering. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Woolloomooloo for?
It's up to the Woolloomooloo property. To browse available options offering extended stays, simply enter your travel dates and guest number into Bookabach. You can enjoy having the property to yourself, along with the comforts of home like a fully-equipped kitchen and a backyard to run around in. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

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