Woollahra holiday rentals

We found 247 holiday rentals — enter your dates for availability
Discover a selection of 8 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

What is the most popular type of holiday home accommodation in Woollahra?
The most in-demand types of holiday homes in Woollahra are apartments. Want something different? Stayz has numerous options to match our guests' needs, so you'll see properties in all sizes and shapes. The ideal fit is ready and waiting for you — grab yours today.
How much does it cost to rent a holiday home in Woollahra?
Season, length of stay and property type are some things that can influence the price of a holiday home. Simply enter your travel dates to find your ideal escape. From cosy chalets to sprawling villas, all Stayz holiday homes provide incredible value.
How much does it cost to rent a beach house in Woollahra?
The average price for a holiday home near the beach in Woollahra will depend on when you'll be there and the type and size of property you want. You can quickly and easily find prices on Stayz by entering your travel dates. Then use the filters to select the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a pool.
Are there pet-friendly holiday homes in Woollahra?
Pack a bone and a squeezy toy for your pup because Woollahra has 20 holiday homes that roll out the welcome mat to pets. Let your four-legged pal get in on the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your dates and destination, then check our "Pets allowed" filter box.
What are popular home amenities in Woollahra?
When it comes to home amenities that people are searching for in Woollahra, a garden, a chef and a swimming pool are the most popular. With Stayz holiday homes, you'll discover options to match your style and taste, whether you're holidaying with your partner, your family or even pets.
Are there large group holiday homes in Woollahra?
You'll find five holiday properties in Woollahra that can host five or more people. From family getaways to special occasions, these stays have ample space to chill out with the people you love.
Are there holiday homes in Woollahra that welcome kids?
Bring the entire group together for a fun-packed adventure in Woollahra at one of our 20 family-friendly properties. Lots of these stays offer conveniences that are ideal for trips with the little ones, including full kitchens, bunk beds and swimming pools. Just click on the "Properties good for families" filter and book your favourite.
What are the top attractions for families in Woollahra?
Keep your kids entertained at these leading family-friendly attractions in Woollahra:

  • Taronga Zoo
  • Manly Beach
  • Bondi Beach

Are there one-bedroom holiday homes in Woollahra?
Yes, you can choose from four one-bedroom homes in Woollahra. Whether you're searching for a cosy cottage or an upmarket condo, our one-bedroom homes are just right if you don't need lots of space. One of the perks of having your own digs? You won't have to share your trip with strangers.
Can I find two-bedroom holiday homes in Woollahra?
Woollahra has seven two-bedroom holiday homes for you to select from. Go for a holiday home with all the privacy and space you're looking for at a price that won't break the bank on Stayz.
Are there holiday homes with WiFi in Woollahra?
You can choose from two holiday homes with WiFi in Woollahra. If you'd like to disconnect from the world on your escape, but still need to be connected to the internet, these properties have what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Woollahra?
Woollahra has six holiday homes where you'll be able to relax and recharge in air-conditioned comfort. To find a property on Stayz with this amenity, enter your preferred travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Woollahra?
The age limit can differ between properties on Stayz, so check the rules of the holiday home in Woollahra you're interested in. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Woollahra for?
The amount of time you can book a Woollahra holiday home for differs depending on the property. Simply enter your dates of travel to find options offering extended stays. They include all you need to make your extended holiday more comfortable like air conditioning and kitchens. Some holiday homes might also offer weekly or monthly discounts, so you can stick around for longer for less.

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