Woollahra vacation rentals

We found 254 vacation rentals — enter your dates for availability

Discover a selection of 9 homes and other vacation rentals in Woollahra that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the best amenities for spending time at your vacation home, such as WiFi and cable TV. No matter what you're looking for, you'll be able to choose a rental that has what everyone needs, including a place that is accessible or non-smoking.
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Find out more about Woollahra

Why visit Woollahra

  • Charming Woollahra Village: Discover boutique shops and quaint cafes that reflect the local culture.
  • Beautiful Beaches: Relax at nearby Wamberal Beach, renowned for its stunning coastline.
  • Urban Parks: Enjoy outdoor experiences in Woollahra's picturesque urban parks, perfect for family outings.
  • Diverse Accommodation: Choose from cozy apartments to spacious homes, ensuring a comfortable stay.
  • Welcoming Atmosphere: Experience the friendly vibe that makes Woollahra a popular destination for all types of travellers.

Popular types of accommodation around Woollahra

Explore the charm of Woollahra with our diverse selection of vacation rentals. Whether you're looking for cozy apartments, spacious houses, or charming cottages, we have the perfect Woollahra accommodation for your getaway. With transparent pricing and a focus on your needs, our Woollahra holiday rentals ensure you find the ideal house rental for your stay. Discover the best of this vibrant area while enjoying the comforts of home.

  • Apartment: The top choice for visitors in Woollahra, offering modern amenities and convenient city access for solo travellers or groups.
  • Private Vacation Home: A popular selection for families and friends, providing spacious living areas and a home-like atmosphere.
  • Cottage: A delightful option for a quaint and cozy getaway, ideal for those seeking charm and tranquility.
  • Villa: Elegant accommodations that blend luxury and relaxation, perfect for a memorable escape.
  • Cabin: A rustic retreat for those looking to immerse themselves in nature while enjoying a comfortable stay.**

Top attractions near Woollahra

Woollahra, a charming suburb in Sydney, offers a delightful blend of culture and outdoor experiences, making it perfect for family vacations, business trips, or city-themed getaways. Explore its beautiful beaches, urban parks, and vibrant streets, all while soaking in the local atmosphere. Whether you're seeking relaxation or adventure, Woollahra has something for everyone, ensuring a memorable holiday for all types of travellers.

  • Sydney Opera House: This iconic landmark is renowned for its unique architecture and cultural significance. Enjoy world-class performances and stunning views of the harbour, making it a must-visit for any tourist.
  • Circular Quay: A bustling harbour area, Circular Quay offers beautiful scenery and easy access to ferries. Stroll along the waterfront, take in the beach vibes, and enjoy the lively atmosphere.
  • Hyde Park: A lush urban park perfect for families, Hyde Park features sprawling lawns and beautiful gardens. It's an ideal spot for picnics, outdoor activities, and soaking in the city's vibrant atmosphere.

Things to do recommended for couples

For a romantic getaway in Woollahra, indulge in delicious bites at Harry's Cafe de Wheels, unwind with a soothing treatment at Treera Thai massage, and embrace adventure at Ben Buckler Point. These experiences will surely create cherished memories together.

Things to do recommended for families

During your family vacation in Woollahra, explore the Sydney Cricket Ground for an exciting sports experience, cool off at Bondi Icebergs with its family-friendly pool, and enjoy a day of fun at Manly Surf n Slide waterpark, perfect for adventure and entertainment.

Things to do recommended for groups

Groups visiting Woollahra can enjoy shopping along Oxford Street, only 1.3km away, or explore the vibrant atmosphere at Westfield Bondi Junction Shopping Centre, just 966m from Woollahra. Don't miss the lively Paddy's Market, located 3.2km away, perfect for a unique local experience.

*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 friends, family, or pets, or if you're seeking extended stays, it's important to prioritize your search criteria. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Woollahra with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Woollahra with young kids: Traveling with young kids can be quite the adventure. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Woollahra: For many families, a getaway wouldn't feel right without their furry companion. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Woollahra: If you're in search of vacation rentals offering discounts 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 rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Woollahra

Woollahra, a charming suburb in Sydney, offers a delightful blend of family-friendly vibes and a welcoming atmosphere. Explore the quaint Woollahra Village, where boutique shops and cafes abound, or take a stroll down Wallis Street for a taste of local culture. Just a short drive away, Wamberal Beach beckons with its stunning coastline, perfect for relaxation and recreation. Whether you're visiting for business or leisure, Woollahra provides a unique experience that captures the essence of Sydney.

  • Sydney: As a vibrant metropolis, Sydney is a must-visit destination for tourists. Located adjacent to Woollahra, visitors can immerse themselves in a rich cultural landscape, enjoying activities like theatre performances, music concerts, and opera shows. The city boasts stunning local landmarks, including beautiful beaches and family-friendly spots, perfect for relaxation and recreation. Wander through the iconic Sydney Opera House or take a stroll along Bondi Beach, where the ocean meets a lively atmosphere.
  • Sydney Central Business District: Just 3.2km from Woollahra, the Sydney Central Business District (CBD) pulsates with energy and excitement. This area is renowned for its cultural and entertainment offerings, making it ideal for couples seeking a romantic getaway or families exploring together. Highlights include access to stunning marinas and majestic harbors, alongside numerous theatres and concert venues. Don't miss the chance to visit the Sydney Tower for panoramic city views or enjoy a leisurely walk through the picturesque streets lined with historic monuments.
  • Darling Harbour: Located 4.8km from Woollahra, Darling Harbour is a bustling waterfront precinct that offers a blend of cultural attractions and entertainment options. Perfect for both romantic outings and family adventures, this area is home to impressive architecture and vibrant public spaces. Take in a show at the local theatres or explore the nearby marina and harbor. With a range of dining options and attractions, such as the Australian National Maritime Museum, Darling Harbour truly captures the spirit of Sydney.

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 in March and December to January, while off-peak times, like May to June and August tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January73.4°F (23.0°C)Light RainMostly SunnySlightly HighSlightly High
February72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
March70.9°F (21.6°C)Light RainMostly SunnySlightly HighAverage
April66.4°F (19.1°C)Light RainMostly SunnyAverageSlightly High
May61.2°F (16.2°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
June57.2°F (14.0°C)Light RainMostly SunnySlightly LowSlightly Low
July55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
August57.2°F (14.0°C)No Rain (Dry)Mostly SunnySlightly 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 SunnySlightly HighSlightly High

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, manage your existing travel arrangements, or review your bookings. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips, making it easier for you to stay organized. To check out the Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Woollahra?
In Woollahra, apartments are the most popular choice for vacation rentals, with around 11 available throughout the area. These apartments are typically located in charming neighbourhoods and often feature modern amenities such as fully equipped kitchens, spacious living areas, and access to communal facilities like pools or gyms. Many also come with balconies or outdoor seating, allowing guests to enjoy the pleasant Australian climate.
Are there any beach house rentals in Woollahra?
In Woollahra, New South Wales, there are several beach house vacation rentals available, making it a desirable location for travellers seeking a coastal experience. These rentals are often situated in charming neighbourhoods close to picturesque parks and local cafes. Expect amenities like spacious living areas, fully equipped kitchens, and outdoor decks or patios that allow guests to enjoy the pleasant Australian weather. Many of these beach houses offer multiple bedrooms, making them ideal for families or groups, and some even feature private gardens or pools for relaxation after a day spent at the nearby beaches.
How much does it cost to rent a vacation home in Woollahra?
Prices for vacation rentals 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. Vrbo offers something for every taste and budget, from affordable rentals in Woollahra to more spacious homes.
Are there any discounts for Woollahra vacation house rentals?
You can find great discounts on house rentals in Woollahra on Vrbo, 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.
Are there any Woollahra vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals 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 on Vrbo 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.
Can I find long-stay vacation rentals in Woollahra?
A long-stay vacation rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Woollahra for a vacation rental?
February is the most popular time to visit Woollahra, making it an ideal month for those seeking a vibrant vacation experience. This period falls within the peak season, which runs from December to February, offering warm temperatures and plenty of sunshine, great for enjoying the beautiful parks and gardens that Woollahra is known for. Expect highs around 26°C, creating a comfortable atmosphere for outdoor activities, leisurely strolls, and sightseeing.

Throughout the summer months, Woollahra comes alive with visitors eager to explore its charming streets, boutique shops, and delightful cafés. The nearby Bondi Beach is just a stone's throw away, allowing for quick beach excursions to soak up the sun or try your hand at surfing.

If you're looking for a more budget-friendly option, consider visiting in July. Although this is the low season, the cooler temperatures (averaging around 15°C) can still provide a pleasant backdrop for enjoying the local culture without the crowds. This quieter time allows for intimate exploration of Woollahra's art galleries and local markets, making for a refreshing vacation experience.
Are there any remote work vacation rentals in Woollahra?
In Woollahra, New South Wales, there are approximately 18 vacation rentals suitable for remote work. This affluent suburb offers a delightful blend of residential charm and proximity to Sydney's bustling city life. Many of the properties available come equipped with essential amenities for remote work, including reliable Wi-Fi, dedicated desk spaces, and comfortable desk chairs, ensuring a productive environment for those working away from home. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Woollahra vacation rental?
Book your Woollahra vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Woollahra?
In Woollahra, visitors can enjoy a variety of attractions that reflect the area's charm and elegance. The picturesque Queen Street is lined with boutique shops, cafes, and galleries, making it a delightful spot for leisurely strolls and local dining experiences. For those interested in art, the nearby Woollahra Gallery at Redleaf showcases contemporary works and hosts various exhibitions throughout the year.
Can I change or cancel my Woollahra home rental booking on Vrbo?
To find Woollahra vacation rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Woollahra vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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