Woolloomooloo vacation rentals

We found 459 vacation rentals — enter your dates for availability

Discover a selection of 25 apartments and other vacation rentals in Woolloomooloo that are perfect for your trip. Vacation homes provide the best amenities for your family, friends, or furry companion, such as parking and air conditioning. At the end of the day, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
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Find out more about Woolloomooloo

Find out more about Woolloomooloo

Why visit Woolloomooloo

  1. Cultural Experiences: Woolloomooloo boasts a rich blend of culture with historic civic buildings and vibrant streets, perfect for exploration.
  2. Waterfront Charm: Enjoy the stylish waterfront with trendy cafes offering outdoor seating for a relaxed dining experience.
  3. Family-Friendly Activities: The suburb is ideal for families, providing various activities suitable for all ages.
  4. Local Vibe: Experience the friendly atmosphere and glimpse local life in nearby residential neighbourhoods.
  5. Diverse Accommodation: Choose from cozy apartments to spacious vacation homes, ensuring a comfortable stay.

Popular types of accommodation around Woolloomooloo

Discover your perfect getaway in Woolloomooloo with our extensive selection of vacation rentals. Whether you prefer a cozy apartment, a spacious private vacation home, or a charming cottage, we have options to suit every traveller's needs. Explore Woolloomooloo's vibrant atmosphere while enjoying the comfort of home. Find your ideal Woolloomooloo accommodation today and experience the best of this stunning destination.

  • Apartments: The top choice for travelers in Woolloomooloo, offering modern amenities and convenient locations for a comfortable stay.
  • Houses: A popular selection for those seeking a home-like experience, ideal for families and groups.
  • Cottages: Quaint and charming, these accommodations provide a cozy atmosphere for a relaxing getaway.
  • Cabins: Perfect for nature enthusiasts, offering a rustic retreat amidst beautiful surroundings.
  • Villas: Luxurious and spacious, villas are a great option for those looking for an upscale experience.**

Top attractions around Woolloomooloo

Woolloomooloo offers a delightful mix of culture, family-friendly activities, and entertainment options. Visitors can explore urban parks, vibrant streets, and historic civic buildings, making it an ideal destination for those seeking cultural experiences and outdoor adventures. Whether you're traveling solo or with loved ones, there's plenty to see and do in this lively Sydney suburb.

  1. Circular Quay: A vibrant harbour area offering stunning views and a lively atmosphere. Enjoy beach vibes while watching ferries and cruise ships come and go, with plenty of cafes and restaurants to relax in.
  2. Sydney Opera House: An iconic landmark renowned for its unique architecture and cultural significance. Experience a range of performances and exhibitions that showcase Australia's rich artistic heritage.
  3. Sydney Harbour Bridge: A historic bridge that provides breathtaking panoramic views of the harbour. Consider taking a walk or climb for an unforgettable experience of Sydney's skyline.

Things to do recommended for couples

For a romantic getaway in Woolloomooloo, enjoy a concert at Metro Theatre, indulge in delicious bites at Harry’s Cafe de Wheels, or unwind at the luxurious Cruising Yacht Club of Australia. Each experience is sure to enhance your couple's vacation with unforgettable moments.

Things to do recommended for families

Your family vacation in Woolloomooloo will be exciting! Enjoy a thrilling day at the Sydney Cricket Ground, swim at Bondi Icebergs, and take a relaxing stroll along the Cremorne Point to Mosman Bay Walk. Each experience is perfect for creating unforgettable memories together!

Things to do recommended for groups

Explore the vibrant Martin Place for shopping and entertainment, just 1.1km from Woolloomooloo. Stroll down Oxford Street, a lively area 1.6km away, or visit The Rocks Markets, also 1.6km away, for a taste of local culture and unique finds.

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

When planning your trip—whether you're travelling with a group, your family, or pets, or seeking extended stays—remember to set your priorities accordingly. Here are some helpful booking tips for Vrbo.

  • Traveling to Woolloomooloo with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Woolloomooloo with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like private swimming pools. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Woolloomooloo: For many families, a vacation isn't truly enjoyable without their furry companion by their side. If this resonates with you, we invite you to explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Woolloomooloo: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay around Woolloomooloo

Woolloomooloo offers a vibrant blend of culture and charm, perfect for families and romantic getaways alike. Explore the stylish waterfront, enjoy outdoor seating at trendy cafes, and stroll through the historic streets that showcase the suburb's rich heritage. The friendly atmosphere invites visitors to relax and connect, while nearby residential neighbourhoods provide a glimpse into local life. Whether you seek entertainment or a taste of the local vibe, Woolloomooloo promises an unforgettable experience.

  • Sydney Central Business District: As the bustling hub of Sydney, the Central Business District (CBD) is a vibrant area located 1.3km from Woolloomooloo. Visitors flock here for a rich cultural and entertainment experience, with a multitude of theatres, music concerts, and opera performances available. The CBD is also known for its iconic landmarks, including the Sydney Opera House and Sydney Harbour Bridge. Strolling along the marina and enjoying the scenic harbour views are must-do activities that will leave you enchanted.
  • Darling Harbour: Situated just 1.6km from Woolloomooloo, Darling Harbour is a lively waterfront precinct perfect for culture and entertainment enthusiasts. This area features a variety of venues showcasing theatre, music concerts, and opera, contributing to its romantic atmosphere. Visitors can explore significant architectural sites and enjoy the stunning marina views. With bustling restaurants and shops lining the waterfront, Darling Harbour offers a delightful experience for tourists and locals alike.
  • Potts Point: A charming suburb located a mere 322m from Woolloomooloo, Potts Point is an ideal destination for families seeking culture and entertainment. This vibrant area is home to theatres, music concerts, and opera, making it a cultural hotspot. The local attractions include notable monuments and a picturesque marina, providing a lovely backdrop for leisurely strolls. With its eclectic mix of cafés and boutiques, Potts Point is a delightful neighbourhood to explore during your Sydney adventure.

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 LowAverage
July55.9°F (13.3°C)Light RainMostly SunnyAverageSlightly Low
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 Vrbo is simple

Planning your next getaway and hoping to save some money? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider the potential savings from booking a longer stay. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect spot for your Canadian adventure!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, manage your travel arrangements, or keep track of your existing bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Woolloomooloo?
The most popular types of vacation rentals in Woolloomooloo are apartments. Want something different? Vrbo 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 vacation rental in Woolloomooloo?
Different factors influence what you’ll pay for a vacation rental in Woolloomooloo, such as the type of property, season and length of stay. Still, all of our vacation 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 traveling. All you have to do is enter your travel dates into Vrbo 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 vacation rentals in Woolloomooloo?
With 14 vacation rentals 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 vacation rentals and find your pawfect digs on Vrbo.
What are popular rental amenities in Woolloomooloo?
A garden, a sauna and a barbecue grill head the list of most popular rental amenities in Woolloomooloo. Whether you’re traveling on your own, with your other half or a group of family members, Vrbo can help you find a vacation home that matches your tastes with all the features you need.
Are there vacation rentals in Woolloomooloo that welcome kids?
With 13 family-friendly vacation 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 traveling 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 vacation rentals in Woolloomooloo?
Yes, you can take your pick from 10 one-bedroom rentals in Woolloomooloo. Whether you’re searching for a cozy cottage or a fancy condo, Vrbo’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 vacation rentals in Woolloomooloo?
Woolloomooloo has three two-bedroom vacation rentals for you to pick from. Discover a vacation home with all the privacy and comfort you need at a price that’s hard to resist on Vrbo.
Are there vacation rentals with WiFi in Woolloomooloo?
Woolloomooloo has three vacation rentals 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 Vrbo homes make it easy to get online.
How can I find vacation rentals with air conditioning in Woolloomooloo?
Work out your travel dates and then use our filter tool to search for vacation rentals with ac in Woolloomooloo on Vrbo. 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 vacation rental in Woolloomooloo?
The age limit can differ between properties on Vrbo, so be sure to check the rules of the vacation rental in Woolloomooloo you’re considering. But in general, it’s 16, 18 or 21.
How long can I rent a vacation rental 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 Vrbo. 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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