Woollahra holiday homes

We found 250 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.
  • Peace of mind

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • 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 urban strolls: Wander through Woollahra’s chic streets lined with vibrant boutiques and outdoor cafes, perfect for a relaxed day out.
  • Lush urban parks: Enjoy serene green spaces ideal for family picnics and leisurely walks.
  • Coastal escapes: Experience nearby beaches that offer a refreshing contrast to the city vibe.
  • Cultural delights: Immerse yourself in local art and community events showcasing Woollahra’s unique character.
  • Family-friendly ambience: Revel in a neighbourhood that balances refined elegance with a welcoming, laid-back feel.

Top attractions near Woollahra

Woollahra, nestled in Sydney, offers a delightful mix of family-friendly activities and urban charm. Enjoy leisurely strolls through its inviting streets, explore the lush urban parks, or relax at nearby beaches. This vibrant neighbourhood caters to those seeking cultural experiences and outdoor adventures, making it an ideal destination for a city-themed holiday. Discover local attractions that showcase Woollahra's unique character and embrace the beauty of this charming area during your visit.

  • Circular Quay: Experience a vibrant harbor with beach ambience and stunning scenery, only 5km from Woollahra.
  • Sydney Opera House: Immerse yourself in culture at this iconic landmark, also 5km away, capturing the artistic essence of the area.
  • Bondi Beach: Enjoy a lively beach atmosphere with classic coastal vibes, located 3km from Woollahra.

Things to do recommended for couples

Discover Woollahra's charm with cosy cafes and art galleries, stroll hand-in-hand through leafy streets, and enjoy intimate dinners at local bistros. Experience the neighbourhood's allure with scenic walks and hidden gems, ideal for an unforgettable couple's escape.

Things to do recommended for families

Families will love exploring the lush grounds of Centennial Park, home to playgrounds and picnics. You can also visit the charming Woollahra Village for boutique shopping and delightful cafés, or take a short drive to Bondi Beach for sun, surf, and sandcastle fun.

Things to do recommended for groups

Groups visiting Woollahra can experience the thrill at Sydney Speedway, a motor racing venue 21km away, boasting sports and adventure vibes perfect for an exciting group 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 Woollahra

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Woollahra with a group: Consider the number of bedrooms required, along with extra features like a fully-equipped kitchen or a backyard for group get-togethers. Luckily, on Vrbo you can easily filter for these and more.
  • Traveling to Woollahra with young kids: Traveling with young kids can be a challenge. You need to ensure their comfort and safety, along with amenities that suit their age, like your own private pool. It’s also wise to consider staying near attractions that are family-friendly.
  • Taking your pets with you to Woollahra: For many, a family holiday isn’t complete without their furry companion. If you can relate, consider browsing Vrbo properties that welcome pets, as most offer feeding bowls and beds to ensure every member feels at home.
  • Planning for a long term stay visiting Woollahra: If you're seeking holiday rentals with discounts for longer stays, you've come to the right spot. Simply apply the appropriate filters to 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

Discover Woollahra's top attractions as you wander through chic and whimsical streets, where refined elegance meets a family-friendly vibe. Enjoy outdoor cafes, serene parks, and vibrant boutiques that offer seating for relaxation. Whether it’s a business or a romantic escape, Woollahra's sophisticated charm and friendly atmosphere promise a memorable city-themed holiday right in the heart of Sydney.

  • Sydney: Sydney is a vibrant metropolis where Woollahra finds its connection to the broader city. This bustling hub offers a rich blend of culture-themed, entertainment-themed, and romantic experiences. Visitors can enjoy a range of activities, from catching a theatre performance or a live music concert to attending an opera. Wander around to discover iconic landmarks such as the beach, family beach, and monument, all set amid the city's dynamic urban mix. The journey to Sydney promises an immersive travel experience that captures the essence of city life.
  • Sydney Central Business District: Just 3km away from Woollahra, the Sydney Central Business District presents a sophisticated urban escape. Known for its culture-themed, entertainment-themed, and romantic allure, this neighbourhood offers an exciting array of activities, including theatre, live music concerts, and operatic performances. Visitors can explore prominent landmarks like the marina, harbour, and monument, all contributing to the district’s charismatic urban environment. The CBD serves as a gateway to a cosmopolitan travel experience, blending modernity with historical charm.
  • Bondi Junction: Located 805m from Woollahra, Bondi Junction is a lively suburb that caters to families, city enthusiasts, and beach lovers. This area is celebrated for its family-friendly atmosphere and city-themed vibe. Explore the local shopping mall centre for retail therapy or enjoy a theatre performance and live music concert. The nearby attractions, including the beach, family beach, and tourist precinct, offer a delightful mix of urban excitement and coastal charm, ensuring a well-rounded travel experience.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can differ. Plus, staying longer may mean even better savings. To discover the ideal Vrbo property within your budget, use our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy space where you can effortlessly start new trips, resume previous ones, or review and arrange your plans. Your saved or booked properties are neatly grouped into Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: 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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