Woolloomooloo holiday rentals

We found 467 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.
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    Enjoy full kitchens, laundry, pools, gardens and more
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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

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? Stayz 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 Stayz 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 Stayz.
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, Stayz 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, Stayz'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 Stayz.
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 Stayz 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 Stayz. 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 Stayz, 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 Stayz. 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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