Woollahra holiday rentals

We found 248 holiday rentals — enter your dates for availability
Discover a selection of 9 homes and other holiday rentals in Woollahra that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the best amenities for spending time at your holiday home, which might include air conditioning and a pool. 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 is accessible or non-smoking.

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Why visit Woollahra

  • Charming Streets: Stroll along picturesque streets lined with boutique shops and quaint cafés, offering a blend of urban sophistication and local warmth.
  • Scenic Parks: Enjoy leisurely walks in well-kept parks and gardens that provide a refreshing escape within the suburb.
  • Cultural Ambience: Immerse yourself in Woollahra's refined yet vibrant culture, reflecting Sydney's stylish lifestyle.
  • Family-friendly Atmosphere: Experience a welcoming neighbourhood ideal for families and outdoor enthusiasts alike.
  • Urban Elegance: Relish the harmonious mix of leisure and luxury that defines this fashionable Sydney suburb.

Popular types of accommodation around Woollahra

Discover Woollahra, Sydney’s charming neighbourhood in New South Wales, where you can immerse yourself in local culture and scenic beauty. With attractions like quaint boutiques and lush parks, there’s plenty to explore. Enjoy a range of holiday rentals including apartments, private holiday homes, and cosy cottages, ensuring the best Woollahra accommodation for your next rental holiday. Experience the perfect blend of leisure and luxury in this delightful locale.

  • Apartments: Most travellers opt for modern apartments, offering stylish spaces and conveniences in the heart of Woollahra.
  • Private Holiday Homes: Many visitors choose private holiday homes, perfect for those seeking comfort and a homely atmosphere.
  • Cottages: Quaint cottages provide a charming and cosy retreat, ideal for a relaxing break.
  • Caravan Parks: Caravan parks offer flexible, budget-friendly options for travellers on the move.
  • Villas: Elegant villas deliver a luxurious experience with spacious living areas and refined amenities.**

Top attractions near Woollahra

Woollahra, located in Sydney, New South Wales, is a charming neighbourhood perfect for families and outdoor enthusiasts alike. Visitors can enjoy a variety of attractions, including beautiful parks and vibrant streets, ideal for leisurely strolls. The area offers a delightful mix of cultural experiences and urban charm, making it a wonderful destination for those seeking both relaxation and adventure amidst the scenic backdrop of Sydney.

  • Circular Quay: A bustling harbour area, Circular Quay boasts stunning waterfront views, vibrant markets, and easy access to ferries, making it a perfect starting point for exploring Sydney.
  • Sydney Opera House: This iconic architectural marvel is a cultural hub, hosting world-class performances and offering guided tours that delve into its fascinating history and design.
  • Bondi Beach: Renowned for its golden sands and surf culture, Bondi Beach is ideal for sunbathing, swimming, and enjoying the vibrant local café scene.

Things to do recommended for couples

Discover the charm of Woollahra with a leisurely stroll through the picturesque streets, adorned with boutique shops and cafés. Enjoy a romantic picnic at Cooper Park, or indulge in a delightful meal at one of the area's fine dining restaurants overlooking the tranquil surrounds.

Things to do recommended for families

Families will delight in exploring the beautiful Centennial Park, perfect for picnics and cycling, or visiting the nearby Woollahra Village for boutique shopping and delightful cafés. Don't miss the interactive exhibits at the Australian Museum, providing an engaging experience for children of all ages.

Things to do recommended for groups

Groups travelling to Woollahra can enjoy the thrill of motor racing at Sydney Speedway, located 21km away. This exciting venue offers an adrenaline-fueled experience, perfect for those seeking adventure and sports vibes in a lively 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 Woollahra

If you’re travelling with a group, as a family, bringing your pets along, or seeking extended stays, it’s important to filter according to your key priorities. Here are some helpful booking tips for Stayz.

  • Traveling to Woollahra with a group: Consider the number of bedrooms required, along with amenities like a fully equipped kitchen or an outdoor area suitable for group gatherings. Thankfully, you can apply filters for all these features—and more—on Stayz.
  • Traveling to Woollahra with young kids: Traveling with young children can present its challenges. It is essential to prioritise their comfort and safety, as well as ensure the availability of age-appropriate facilities, such as a private swimming pool. Additionally, it is wise to consider the distance to attractions that cater to families.
  • Taking your pets with you to Woollahra: For many, a family holiday simply isn’t complete without their four-legged companion by their side. If this resonates with you, consider browsing Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels right at home.
  • Planning for a long term stay visiting Woollahra: If you're in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. You might also want to include options like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Woollahra

Woollahra, a fashionable suburb of Sydney, offers a delightful blend of refined elegance and vibrant culture. Visitors can explore picturesque streets lined with boutique shops and cafes, while enjoying the welcoming atmosphere that defines this family-friendly neighbourhood. Outdoor enthusiasts will appreciate the nearby parks and gardens, perfect for leisurely strolls. With its charming ambiance and rich experiences, Woollahra serves as a wonderful base for discovering the heart of Sydney's stylish lifestyle.

  • Sydney: As a vibrant metropolis, Sydney is renowned for its stunning harbour, iconic landmarks, and rich cultural scene. Visitors flock to the city for an array of experiences, from theatre performances and live music concerts to romantic evenings by the waterfront. Within close proximity to Woollahra, you can explore the beautiful beaches, family-friendly shores, and historical monuments that define Sydney's character. Whether you're enjoying a sunset at the Opera House or strolling through the Royal Botanic Garden, Sydney offers an unforgettable travel experience.
  • Sydney Central Business District: Located a mere 3km from Woollahra, the Sydney Central Business District is the bustling heart of the city. This neighbourhood is a hub for culture and entertainment, attracting visitors with its numerous theatres, concert venues, and opulent dining options. The area's landmarks, including the picturesque marina and the iconic harbour, provide a stunning backdrop for exploration. Whether you're seeking a romantic evening or a cultural outing, the CBD is a must-visit destination that encapsulates the essence of urban Sydney.
  • Bondi Junction: Just 805m away from Woollahra, Bondi Junction is a lively suburb perfect for families and beach lovers. This area is famous for its shopping mall, where visitors can indulge in retail therapy, as well as various theatres and music venues that cater to diverse tastes. The nearby Bondi Beach offers a stunning coastal experience, making it an ideal spot for sunbathing, swimming, or enjoying a leisurely stroll along the promenade. Bondi Junction captures the vibrant spirit of Sydney’s beach culture, providing a delightful escape for tourists.

Best time to go to Woollahra

If you're planning a trip to Woollahra, 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 make the most of your next holiday? Consider being flexible with your travel dates, as this can significantly affect pricing. Moreover, opting for a longer stay can often result in wonderful savings. To discover the ideal Stayz property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz's Trip Board provides a convenient platform for you to plan new journeys, manage your existing arrangements, or review your bookings. The properties you've saved or reserved are conveniently organised into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

When is the best time to visit Woollahra for a holiday rental?
The best time to visit Woollahra for a holiday rental is during February, which falls within the peak season of December to February. This vibrant month invites travellers to enjoy the warm summer weather, with average temperatures ranging from 20 to 30 degrees Celsius, superb for outdoor activities and leisurely strolls through the area's lush parks and gardens.

February in Woollahra is particularly appealing for those seeking cultural experiences. The local art scene flourishes, and visitors can explore the charming streets lined with boutique shops, cafes, and galleries. Additionally, the close proximity to Sydney's iconic attractions makes it convenient for day trips and adventures without the need for extensive travel.

If you're looking for a more budget-friendly option, consider visiting in July, when the atmosphere is quieter and accommodations might offer better value. This winter month allows guests to enjoy the local cafés and cosy experiences, such as exploring the nearby coastal walks or indulging in the delightful culinary scene.

Ultimately, your choice will depend on whether you prefer the lively buzz of summer or the calm, intimate experiences that come with the cooler months.
What are the top attractions in Woollahra, New South Wales, Australia?
In Woollahra, visitors can explore a variety of attractions that highlight the area's charming character. The picturesque Centennial Park is a major draw, providing expansive green spaces, walking and cycling paths, and beautiful gardens. Nearby, the renowned Woollahra Village offers a selection of boutique shops, cafes, and galleries, making it a great spot for leisurely strolls and lunch breaks.

Art enthusiasts can visit the nearby Judith Wright Centre of Contemporary Arts, which showcases both local and international exhibitions. Additionally, the area is conveniently located near the iconic Bondi Beach, just a short drive away, where visitors can enjoy sunbathing, surfing, and coastal walks along the scenic promenade.
Are all fees included in the Woollahra 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 Woollahra holiday homes with parking?
Stayz offers a wide selection of holiday homes in Woollahra 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 Woollahra holiday homes?
You can find great discounts on holiday homes in Woollahra 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 Woollahra holiday home booking on Stayz?
To find Woollahra 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 Woollahra?
A long-stay holiday home in Woollahra 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 Woollahra holiday home?
Book your Woollahra 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 Woollahra?
Prices for holiday homes in Woollahra 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 Woollahra 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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