Woolloomooloo holiday lettings

We found 477 holiday rentals — enter your dates for availability
Discover a selection of 22 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

  • Scenic Woolloomooloo Wharf: Enjoy breathtaking views of the harbour while dining at delightful eateries along the waterfront.
  • Charming Urban Parks: Explore lush green spaces perfect for leisurely strolls and picnics amidst the vibrant atmosphere.
  • Historic Story Building: Discover local history and culture by visiting this iconic landmark in the neighbourhood.
  • Vibrant Local Shops: Wander down Dowling and Brougham Streets to find unique shops and friendly local faces.
  • Diverse Accommodation: Choose from a range of charming apartments and cottages with easy access to local attractions.

Popular types of accommodation around Woolloomooloo

Woolloomooloo, nestled in Sydney's picturesque New South Wales, offers a unique blend of urban charm and coastal beauty. With stunning harbour views and a vibrant atmosphere, it’s an ideal spot for a getaway. Popular accommodations include apartments, houses, and charming cottages, all providing easy access to the waterfront and local attractions. Experience the lively dining scene, scenic walks along the water, and the rich cultural heritage that Woolloomooloo has to offer.

  • Apartments: The most sought-after option for visitors in Woolloomooloo, offering modern amenities and convenient locations.
  • Houses: A popular choice for those seeking a homely atmosphere, complete with all the comforts of home.
  • Cottages: Quaint and charming, these lodgings provide a cosy retreat amidst the vibrant surroundings.
  • Caravan Parks: An adventurous option for families, perfect for those who enjoy the outdoors and community atmosphere.
  • Villas: Elegant and spacious, villas offer a touch of luxury for a memorable stay in Woolloomooloo.**

Top attractions in and around Woolloomooloo

Woolloomooloo, Sydney, New South Wales, is an enchanting neighbourhood perfect for a romantic getaway or cultural exploration. Visitors can enjoy the vibrant Woolloomooloo Wharf, where stunning harbour views meet delightful dining options. The area boasts charming urban parks and lively streets, ideal for leisurely strolls. With a mix of outdoor experiences and cultural attractions, Woolloomooloo offers a unique blend of relaxation and entertainment for all types of travellers.

  • Woolloomooloo Wharf: A vibrant marina that offers stunning views of the water and surrounding greenery. Here, you can enjoy a leisurely stroll along the promenade, indulge in waterfront dining, and soak up the lively atmosphere of this unique locale.
  • Circular Quay: A picturesque harbour that showcases beautiful scenery and is perfect for a relaxing day out. The area is bustling with activity, featuring ferry services and nearby attractions, ideal for those seeking a vibrant experience.
  • Sydney Opera House: An iconic symbol of Australia, this architectural marvel hosts a range of cultural performances. Its stunning design and scenic surroundings make it a must-visit for art and architecture enthusiasts.

Things to do recommended for couples

Woolloomooloo offers a charming escape for couples. Enjoy a romantic stroll along the picturesque waterfront, savour a candlelit dinner at a waterfront restaurant, or unwind at the nearby Royal Botanic Garden. Don’t miss a sunset cruise for a breathtaking view of Sydney Harbour.

Things to do recommended for families

Families will delight in the picturesque gardens of the Royal Botanic Garden, just a short stroll from Woolloomooloo, or enjoy a scenic ferry ride to Darling Harbour, where interactive exhibits at the Australian National Maritime Museum await. It's a perfect blend of nature and culture for all ages.

Things to do recommended for groups

Experience the thrill of motor racing at Sydney Speedway, located 19km from Woolloomooloo. Perfect for adventure seekers, this venue offers an exhilarating atmosphere for group travellers looking to enjoy sports and excitement together.

*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

When planning your trip, whether you're travelling with a group, as a family, with pets, or seeking extended stays, it's important to apply the right filters based on your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Woolloomooloo with a group: Think about how many bedrooms you'll require, as well as additional features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options, and much more, on Vrbo.
  • Traveling to Woolloomooloo with young kids: Traveling with young children can present its challenges. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Woolloomooloo: For many, a family holiday wouldn’t feel complete without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Woolloomooloo: If you’re in search of holiday rentals with offers 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. Don’t forget to include additional preferences like a parking spot, 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 Wharf in Woolloomooloo Bay, where you can soak in stunning views and dine at charming eateries. Explore the historic Story Building, and wander down Dowling and Brougham Streets to discover local shops and friendly faces. With its lively atmosphere and inviting community, Woolloomooloo is a perfect destination for a memorable getaway.

  • Sydney: As a bustling metropolis, Sydney is the heart of Australian culture and activity. Woolloomooloo, nestled within Sydney, offers visitors an array of cultural experiences, from world-class theatre productions to captivating music concerts and operatic performances. The iconic beaches provide a perfect backdrop for relaxation and recreation, while landmarks such as the Sydney Opera House and Harbour Bridge are must-see attractions. With its vibrant atmosphere and diverse culinary scene, Sydney promises a memorable travel experience for all visitors.
  • Sydney Central Business District: Located a mere 1km from Woolloomooloo, the Sydney Central Business District (CBD) is the city's bustling commercial hub. This vibrant neighbourhood is rich in cultural experiences, featuring theatres and concert venues that host a variety of performances. Visitors can enjoy the picturesque marina and harbour views, as well as stunning monuments that tell the story of Sydney’s history. The CBD is an ideal destination for those looking to immerse themselves in urban life while enjoying the city's iconic skyline.
  • Darling Harbour: Just 2km from Woolloomooloo, Darling Harbour is a lively waterfront precinct that attracts tourists seeking entertainment and cultural experiences. This area is home to a variety of theatres and concert venues, making it a hotspot for live performances. Visitors can enjoy the stunning marina and harbour views, as well as explore the nearby attractions, including museums and parks. With its vibrant atmosphere and array of dining options, Darling Harbour is perfect for both romantic outings and family adventures.

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 in March and December to January, 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 SunnyAverageAverage
March70.9°F (21.6°C)Light RainMostly SunnyModerately HighAverage
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 Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, please utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, manage your existing arrangements, or review your bookings. Your saved or reserved properties are neatly organised into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Woolloomooloo?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Woolloomooloo to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Woolloomooloo holiday house rentals?
You can find great discounts on house rentals in Woolloomooloo on Vrbo, 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.
Are there any Woolloomooloo holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
Can I find long-stay holiday rentals in Woolloomooloo?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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.
How early should I book a Woolloomooloo holiday rental?
Book your Woolloomooloo holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Woolloomooloo home rental booking on Vrbo?
To find Woolloomooloo holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Woolloomooloo holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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 Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo 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 Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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