Photo by Mark Evans

Woollahra holiday homes

We found 233 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.
  • Peace of mind

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Woollahra

  • Charming suburbia: Woollahra offers a delightful blend of urban charm and family-friendly vibes, making it perfect for all types of visitors.
  • Lush parks and outdoor spaces: Enjoy the beautiful parks and outdoor living options, ideal for relaxing or family activities.
  • Vibrant local culture: Explore the lively Woollahra city centre, filled with friendly locals and unique shops.
  • Proximity to beaches: Take advantage of Woollahra's close location to stunning beaches for sunbathing and water sports.
  • Rich culinary scene: Savor delicious local cuisine at charming cafés and restaurants throughout the suburb.

Top attractions near Woollahra

Woollahra, a charming suburb of Sydney, offers a delightful blend of city and outdoor experiences perfect for families, business travelers, or those seeking a cultural getaway. Explore local attractions like beautiful beaches, urban parks, and vibrant streets. Don’t miss the chance to visit Woollahra's centre point and discover the surrounding areas of Sydney to make the most of your holiday.

  • Sydney Opera House: A world-renowned architectural masterpiece, this iconic landmark offers a vibrant cultural atmosphere, where you can enjoy performances or simply admire its stunning design against the harbour backdrop.
  • Circular Quay: A bustling harbour hub, Circular Quay provides beautiful beach views and scenic walks, perfect for soaking in the lively atmosphere while enjoying waterfront dining and art installations.
  • Hyde Park: An expansive urban park ideal for families, Hyde Park features lush greenery, playgrounds, and walking paths, making it a perfect spot for outdoor activities amidst the city’s hustle and bustle.

Things to do recommended for couples

For a romantic getaway in Woollahra, indulge in luxury at the Cruising Yacht Club, savour hearty meals at Harry’s Cafe de Wheels, or seek adventure at Ben Buckler Point. Each offers a unique vibe, perfect for couples wanting to create unforgettable memories together.

Things to do recommended for families

Experience the excitement of the Sydney Cricket Ground, just 1.6km from Woollahra, or take a dip at Bondi Icebergs and Redleaf Beach, both within two miles. These family-friendly spots offer great outdoor vibes and are perfect for creating lasting memories together.

Things to do recommended for groups

While in Woollahra, groups can enjoy a show at the Capitol Theatre for a touch of culture, shop at Martin Place for some city vibes, or explore Oxford Street for a lively shopping experience. Each spot offers a unique taste of Sydney's charm.

*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, family, or pets, or if you’re considering longer stays, it's important to filter your options according to your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Woollahra with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Woollahra with young kids: Travelling with young kids can be quite a task. It’s important to prioritise their comfort and safety, along with suitable facilities like a private pool. Additionally, it’s wise to think about how close you are to family-friendly activities.
  • Taking your pets with you to Woollahra: For many families, a holiday just wouldn't be the same without their furry companions. If you can relate, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Woollahra: If you're searching for holiday rentals with great offers 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 accommodations. Don't forget to include preferences like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Woollahra

Woollahra, nestled in Sydney's eastern suburbs, offers a delightful blend of city charm and family-friendly vibes. With its pleasant temperatures and outdoor living options, visitors can explore the vibrant Woollahra city centre, lush parks, and nearby neighbourhoods, each brimming with friendly locals and romantic spots. Whether you're after a relaxing family getaway or a bustling business trip, Woollahra has something for everyone, making it a perfect base for your Australian adventure.

  • Sydney: As a vibrant metropolis, Sydney is a must-visit for travellers seeking a rich cultural experience. Woollahra is nestled within this bustling city, offering easy access to iconic landmarks such as the stunning beaches and historical monuments. Enjoy an array of entertainment options, from world-class theatre productions to live music concerts and the renowned Sydney Opera House. Families will find plenty of activities to engage in, making it an ideal destination for all ages.
  • Sydney Central Business District: Located a mere 3.2km from Woollahra, the Sydney Central Business District is the city's commercial hub and a cultural hotspot. Visitors can immerse themselves in the local arts scene, enjoying theatre performances and music concerts, or take a romantic stroll along the scenic marina and harbour. With impressive monuments and a lively atmosphere, this area is perfect for those looking to blend business with leisure while exploring the city's dynamic offerings.
  • Darling Harbour: Just 4.8km from Woollahra, Darling Harbour is a picturesque waterfront neighbourhood renowned for its entertainment and cultural attractions. Visitors can indulge in a variety of experiences, from thrilling theatre shows to captivating music concerts. The area boasts significant architecture and a vibrant marina, providing a stunning backdrop for romantic evenings or family outings. With something for everyone, Darling Harbour is a delightful place to unwind and soak in the local atmosphere.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January73.4°F (23.0°C)Light RainMostly Sunny
February72.7°F (22.6°C)Light RainMostly Sunny
March70.9°F (21.6°C)Light RainMostly Sunny
April66.4°F (19.1°C)Light RainMostly Sunny
May61.2°F (16.2°C)No Rain (Dry)Mostly Sunny
June57.2°F (14.0°C)Light RainMostly Sunny
July55.9°F (13.3°C)Light RainMostly Sunny
August57.2°F (14.0°C)No Rain (Dry)Mostly Sunny
September61.2°F (16.2°C)No Rain (Dry)Mostly Sunny
October64.6°F (18.1°C)Light RainMostly Sunny
November67.6°F (19.8°C)Light RainMostly Sunny
December70.3°F (21.3°C)Light RainMostly Sunny

Booking with Vrbo is simple

Planning your next getaway and keen to save some cash? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, if you’re willing to book a longer stay, you could enjoy considerable savings. To discover a Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of holiday rental. We’re here to help you find the perfect spot for your adventure.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board gives you a handy space to plan new adventures, keep your travel arrangements on track, or review and organise your bookings. You’ll find your saved or booked properties neatly organised into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/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? Bookabach 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 Bookabach 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 Bookabach 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 Bookabach. 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 Bookabach 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 Bookabach.
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 Bookabach.
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 Bookabach 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 Bookabach, 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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