Woollahra holiday homes

We found 238 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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    Enjoy full kitchens, laundry, pools, gardens and more

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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

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 Bookabach?
Bookabach 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?
Bookabach 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 Bookabach, 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 Bookabach?
To find Woollahra holiday rentals with free cancellation, just use Bookabach'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, Bookabach 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 Bookabach?
Bookabach'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 Bookabach 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. Bookabach offers something for every taste and budget, from affordable homes in Woollahra to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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