Woollahra Rentals by Owner

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9.4 (15 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
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9.0 (3 Reviews)
Apartment
  • Security/Safety
  • Fireplace/Heating
  • Guest Services
8.0 (3 Reviews)
Apartment
  • TV
  • Balcony/Terrace
  • Security/Safety
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8.8 (4 Reviews)
Apartment
  • Security/Safety
  • Fireplace/Heating
  • Guest Services
8.0 (1 Review)
Apartment
  • Security/Safety
  • Fireplace/Heating
  • Guest Services

Why Choose Rent By Owner for your Woollahra vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best 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

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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.

Average Temperature Daytime: 25-30°C - Nighttime: 18-22°C
spring
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.

Average Temperature Daytime: 20-25°C - Nighttime: 12-16°C

Off-Season Highlights

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Autumn (March to May)

The early autumn months offer cooler temperatures and less crowded attractions, providing a more relaxed experience here.

Average Temperature Daytime: 17-22°C - Nighttime: 10-14°C
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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.

Average Temperature Daytime: 13-17°C - Nighttime: 8-11°C

Weekly Weather Forecast for Woollahra

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

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.
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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.
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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

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?

Cancellation policies vary depending on the individual rental listing. It is recommended to read the specific cancellation terms provided in the listing details or contact the owner directly for clarification before booking.

4. How do I communicate with the property owner in Woollahra before booking?

You can reach out to the property owner through the messaging feature on the rental platform. This allows you to ask questions about the property, availability, and any special requests prior to confirming your reservation.

5. Are there any additional fees or charges when booking a rental by owner in Woollahra?

Additional fees such as cleaning fees, service charges, or security deposits are typically listed separately in the property details. It’s advisable to review these charges carefully and confirm with the owner if needed before completing your reservation.

6. What amenities are usually included in rentals by owner in Woollahra?

Amenities vary by listing but often include essentials like Wi-Fi, kitchen access, parking, and laundry facilities. To ensure the property meets your needs, check the detailed amenities section in the listing or contact the owner directly.

7. How can I ensure my stay in Woollahra rental by owner will be safe and legitimate?

Booking through a reputable platform like Rent By Owner provides verified listings and secure payment options. Always review guest reviews and ratings, and communicate directly with the owner to address any concerns before finalizing your reservation.

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