- Australia
- New South Wales
- Sydney
- Woollahra
- Rentals by Owner
Discover Your Ideal Rental by Owner in Woollahra, Sydney for a Comfortable Stay
Discover Your Perfect Woollahra Rentals by Owner
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Woollahra Rentals by Owner
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- Pet Friendly
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- Guest Services
- Air Conditioner
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- TV
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- Balcony/Terrace
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- Pet Friendly
- Security/Safety
- Fireplace/Heating
- Guest Services
- TV
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Why Choose Rent By Owner for your Woollahra vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Woollahra Rentals by Owner
Where are the best neighborhoods to stay in Woollahra?
When exploring neighborhoods to stay in Woollahra, Sydney, New South Wales, Australia, you'll discover a charming and elegant area renowned for its historic architecture and vibrant local scene. This neighborhood offers a perfect blend of sophistication and relaxed living, making it an ideal choice for those seeking a comfortable retreat in one of Sydney’s most desirable suburbs. Whether you prefer a cozy rental by owner or a stylish apartment, Woollahra provides an inviting atmosphere that complements your travel experience. With its convenient location and friendly community, staying here ensures easy access to the best of Sydney while enjoying the quiet charm of this prestigious neighborhood.
Bondi Junction
Located just a short drive from Woollahra, this hub offers convenient access to shopping and transportation, making it an ideal base for exploring the region. Staying here puts you close to key attractions in Sydney while maintaining easy connectivity.
View 60+ Rentals in Bondi JunctionDouble Bay
This upscale neighborhood provides a refined atmosphere with waterfront views and boutique shopping, perfect for those seeking an elegant retreat near Woollahra. Here, you can enjoy a sophisticated ambiance while remaining within reach of the area's highlights.
View 28+ Rentals in Double BayPaddington
Known for its historic terraces and vibrant culture, Paddington offers a charming setting close to Woollahra’s stylish scene. It’s an excellent choice for travelers looking to immerse themselves in local arts and boutique shopping.
View 110+ Rentals in PaddingtonEdgecliff
This quiet suburb provides convenient access to public transport and is perfect for travelers wanting ease of movement around Sydney. Staying here ensures you’re well-connected to Woollahra and other regional attractions.
View 4750+ Rentals in EdgecliffBellevue Hill
Offering luxurious homes and scenic views, Bellevue Hill is an ideal neighborhood for those seeking privacy and elegance near Woollahra. It combines tranquility with proximity to the city’s vibrant cultural scene.
View 49+ Rentals in Bellevue HillCentennial Park
Encompassing lush gardens and open spaces, Centennial Park provides a peaceful retreat close to Woollahra where outdoor enthusiasts can relax and unwind amidst natural beauty. Staying nearby allows easy access to both leisure and regional attractions.
View 4500+ Rentals in Centennial ParkBest Times to Visit Woollahra
When should you plan your Rentals by Owner stay?
Understanding the best time to visit can enhance your experience in this charming area, allowing you to enjoy its unique atmosphere at the optimal season for weather and local events.
Peak Season Highlights
Summer (December to February)
During the peak summer months, you'll experience warm weather ideal for enjoying the outdoors and making the most of the area's vibrant community atmosphere.
Spring (September to November)
Spring brings mild temperatures and blooming gardens, creating a perfect setting for exploring the region’s charming streets and outdoor cafes.
Off-Season Highlights
Autumn (March to May)
The early autumn months offer cooler temperatures and less crowded attractions, providing a more relaxed experience here.
Winter (June to August)
Winters are quieter with cooler weather, making it an ideal period for those seeking tranquility and lower rates on your vacation rental by owner.
Weekly Weather Forecast for Woollahra
How to Book Your Woollahra vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Woollahra
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to private outdoor gardens or courtyards for relaxing in the fresh air.
- Take advantage of outdoor dining areas, perfect for meals under the sun or stars.
- Benefit from secure parking spaces within the rental property for added convenience and safety.
- Make use of outdoor entertaining spaces designed for gatherings with family and friends.
- Find properties with balconies or terraces offering scenic views of the surrounding region.
- Utilize communal outdoor pools or hot tubs available at select rentals for added leisure.
- Experience lush landscaped yards that create a peaceful outdoor retreat right at your doorstep.
Top Attractions Around Woollahra
What attractions are nearby?
While staying here, you'll have the opportunity to explore nearby parks, boutique shops, and delightful cafes that showcase the charm of the region, making your experience both relaxing and enriching.

Family Activities
- Sydney Woollahra Library: Engage your family with storytime sessions and interactive activities in this welcoming local library.
- Queen Street Shopping and Dining: Explore charming boutiques and family-friendly cafes that make for a delightful day of shopping and relaxing in the area.
- Woollahra Park: Enjoy picnics, playgrounds, and open green spaces perfect for outdoor fun and relaxation with your loved ones.
- Historical Walking Tours: Discover the area's rich heritage through guided or self-guided walks that are both educational and entertaining for all ages.
Adult Activities
- Woollahra Village Shopping Tour: Explore the boutique stores and quaint cafes that showcase the area's unique charm and vibrant local character.
- Art Gallery Visits: Discover contemporary and traditional Australian artworks at nearby galleries, perfect for art enthusiasts seeking cultural enrichment.
- Gourmet Dining Experiences: Savor exquisite cuisine at renowned restaurants in the region, offering a variety of menus to indulge your culinary interests.
- Historic Walks and Heritage Trails: Immerse yourself in the area's rich history through guided walks that highlight its elegant Victorian architecture and storied past.
Other Places to Stay in Woollahra
Woollahra Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Eateries: Take advantage of the area's renowned cafes and restaurants to enjoy authentic regional cuisine during your stay.
- Utilize Public Transport: Maximize your experience by using nearby train and bus services to easily access Sydney’s main attractions from your rental.
- Discover Hidden Gems: Wander through quaint streets and discover unique shops and parks that showcase the charm of this sought-after destination.
- Plan Outdoor Activities: Engage in outdoor pursuits such as leisurely walks or picnics in local parks, making the most of the region’s scenic beauty.
Transportation Options
- Sydney Trains: The area's train services connect you efficiently to the wider Sydney region, making it easy to explore beyond Woollahra from your rental accommodation.
- Bus Services: Local bus routes provide convenient transportation within the neighborhood and to nearby suburbs, offering flexible options for getting around this part of Sydney.
- Taxi and Rideshare: Taxis and rideshare services like Uber operate readily in the region, providing comfortable and quick travel directly from your rental property.
- Cycling: With designated bike lanes and scenic routes, cycling presents a healthy and eco-friendly way to navigate the area at your own pace.
Local Customs Options
- Respectful Greetings: When visiting here, it is customary to greet locals with a friendly nod or a casual "hello," reflecting the region's welcoming attitude.
- Dining Etiquette: Emphasizing table manners, you will find that sharing meals with neighbors or friends involves polite conversation and appreciation for local cuisine traditions.
- Environmental Respect: The area's community places a high value on sustainability, so engaging in eco-friendly practices during your stay aligns well with local customs.
- Community Engagement: Participating in neighborhood events or supporting local businesses demonstrates your respect for the area's vibrant culture and enhances your experience.
Frequently Asked Questions About Woollahra Rentals by Owner
1. What are the top vacation rentals in Woollahra?
There are a lot of options in Woollahra. If you plan on staying in the Woollahra area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Woollahra:
- Paddington Dream - Modern light filled Urban Oasis
- Courallie is a Gorgeous Apartment with Harbour Glimpses
- DESIGNER CHIC IN HEART OF WOOLLAHRA VILLAGE
- DESIGNER DELIGHT- BEAUTY ABOUNDS IN THE HEART OF WOOLLAHRA
- Charming Victorian terrace house in the heart of Woollahra village
- Bondi Junction Apartments by Urban Rest
- A Provincial Abode in Woollahra
- Woollahra house beautiful 3 bedroom terrace
- Elegant 3BR Apt -Bondi Junction & Stunning Skyline
- Superb Location Between City & Bondi Beach in Bondi Junction
2. How many Rentbyowner vacation rentals are available in Woollahra?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 60 in the Woollahra area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Woollahra.
3. What is the cancellation policy for rental properties by owner in Woollahra?
4. How do I communicate with the property owner in Woollahra before booking?
5. Are there any additional fees or charges when booking a rental by owner in Woollahra?
6. What amenities are usually included in rentals by owner in Woollahra?
7. How can I ensure my stay in Woollahra rental by owner will be safe and legitimate?
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