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Business Details
16 Years
experience
Holiday Rental Property Management Experts in Bowral, NSW
Holiday Rental Specialists is a family-owned business dedicated to managing holiday rental properties across New South Wales and beyond. Since 2010, we have grown from managing 20 properties to over 400, helping owners maximise returns while ensuring guests create unforgettable memories. Our expertise spans advertising, bookings, housekeeping, and maintenance, supported by a dedicated team and local holiday managers nationwide. We specialise in prime locations like Culburra, Callala, Currarong, Jervis Bay, the Southern Highlands, Kiama, and Port Stephens. Our founder, Rebecca Cribbin, brings corporate call centre experience to streamline operations, ensuring owners and guests benefit from efficient processes.

Recognised with awards including the Southern Highlands Business Award for Tourism Services (2016 - 2024), we focus on industry innovation and regulatory advocacy through ASTRA. Our mission is to make holiday rental ownership profitable and stress-free while delivering exceptional guest experiences. With a 4.6 Google rating from 2,000+ reviews, we pride ourselves on transparency, local expertise, and 24/7 support. Our team invests in technology and systems to adapt to the evolving holiday rental landscape, ensuring long-term success for owners and satisfaction for guests.
Services
Property Management Holiday Rentals Guest Support Owner Support Online Booking
Details
  • Year established: 2010
Highlights and features
  • We manage 400+ properties with a 4.6 Google rating from 2,000+ reviews.
  • Established in 2010, we combine 14 years of local expertise with industry innovation.
  • Our team provides 24/7 support for owners and guests nationwide.
  • Award-winning service with Southern Highlands Business Awards (20162024).
  • We use advanced systems to streamline bookings, maintenance, and guest communication.
What people say
Excellent from start to finish Beautifully decorated with mod cons Highly recommend for relaxation Immaculately clean and cosy Fantastic local amenities nearby
Services
Property Management
We handle all aspects of holiday property management, including marketing, bookings, maintenance, and guest relations. Our team ensures properties are presented beautifully to attract guests while maximising owner returns. With local managers nationwide, we provide responsive support for issues and regular updates to keep owners informed.
Holiday Rentals
Our portfolio includes 400+ holiday rentals in premium locations like the Southern Highlands and Port Stephens. Properties are curated for comfort, with amenities ranging from spa tubs to modern kitchens. Guests enjoy seamless online bookings and 24/7 support for a stress-free holiday experience.
Owner Support
We assist owners with property setup, regulatory compliance, and optimising rental potential. Our team provides guidance on furnishing, pricing strategies, and marketing to ensure competitive visibility. Owners receive regular performance reports and access to an online portal for property management transparency.
Guest Support
Guests benefit from 24/7 assistance during stays, including emergency contact and local recommendations. Our team ensures check-in/check-out processes are smooth and addresses any issues promptly. Reviews highlight our responsiveness and commitment to guest satisfaction through tailored experiences.
Online Booking
Our user-friendly platform allows instant bookings for 400+ properties, with real-time availability and secure payment processing. Guests can filter rentals by location, amenities, and group size. Owners access analytics and booking history through a dedicated portal to track performance and occupancy rates.
People
Rebecca Cribbin
Founder
Rebecca Cribbin founded Holiday Rental Specialists in 2010, leveraging corporate call centre experience to streamline holiday rental operations. She advocates for industry regulation as a former ASTRA board member and authored 'Ready, Set, Booked' to guide new investors. Rebecca focuses on maximising owner returns while ensuring guest satisfaction.
Questions
How do I book a holiday rental?
Book instantly via our website or call 02 4862 5200 for assistance. Our platform offers real-time availability and secure payment options.
What areas do you manage properties in?
We manage rentals in Blue Mountains, Southern Highlands, Kiama, Port Stephens, Shoalhaven, and Illawarra regions, with growth across Australia.
How can owners list their property?
Contact us via phone or email to discuss property eligibility. We provide a free consultation to assess your property's potential and management strategy.
Are pets allowed in rentals?
Pet-friendly options are available. Check property details or contact our team to confirm specific rental policies.
What support is available during stays?
Guests receive 24/7 emergency support and local recommendations. Our team resolves issues promptly to ensure a comfortable stay.
How are maintenance issues handled?
Local managers and trusted trades address maintenance requests swiftly. Regular inspections ensure properties remain in excellent condition for guests.
Videos
Reviews (7)
Chloe Barsha
Jan 25, 2022 Report
We loved our stay. This house is more than comfortable and very well equipped. We had 8 people, 4 adults and 4 kids and there was plenty of room for all.
Beds comfortable, place was clean, and the management was responsive and professional. We have holidayed in Nelson Bay/ Shoal Bay for 10 years, and the management of this place is the best we have experienced. Location is beautiful, beach just opposite is perfect for young kids, it is an off the lead dog beach so we kept a closer eye on them around dogs but had no problems. Excellent bike/ walking track just across the road. Fabulous for kids
Chandi Perera
Jan 19, 2022 Report
Positive:Professionalism,Quality
The location was amazing. House is spacious and very comfortable. We ran out dishwasher tablets and response from the agent was not quick when we asked for a few more. It might be good to provide a bit extra so we dont have to buy unnecessary supplies.
Chandi Perera
Jan 17, 2022 Report
Positive:Professionalism,Quality
The location was amazing. House is spacious and very comfortable. We ran out dishwasher tablets and response from the agent was not quick when we asked for a few more. It might be good to provide a bit extra so we dont have to buy unnecessary supplies.
Emma Heath
Jan 14, 2022 Report
We stayed as a group of 14 friends at The Farmhouse in Canyonleigh over the Christmas to New Year break and we absolutely loved our stay. The house has the most amazing views and we felt very relaxed and able to have a great time for our NYE celebrations. The owner was lovely too, dropping off supplies from their house down the track and making sure we were having a good time, but very respectfully and never felt imposing. The team at Holiday Rental Specialists were super helpful and responsive before and during our stay to answer any questions we had. Wed use again and I would highly recommend
Andrea Oh
Jan 13, 2022 Report
Great family property at Bundanoon 'Duncraig House', the property has all the ammenties for a weekend away, the team were very responsive to our needs and helped ensure us a great stay. Everything at the property was prefect and well thought out, which allowed for a relaxing break from the city. We have used HRS a number of times and always had a great holiday, thank you team. Five stars.
Meeta Mallya
Jan 06, 2022 Report
The service provided by Holiday rental specialists was prompt and good
The view and location are excellent too. The property though was a let down:
It started with the lack of parking and a rickety gate
The bedroom that sleeps 5 with bunk beds has no windows or ventilation
The bathroom flushes really need to fill in quicker, when 10 people share 2 bathrooms that was a very sore point. And the couches all felt old and itchy. It needs some repairs and some fixing.
Justine Tully
Jan 02, 2022 Report
Stayed at Palm Oasis in Gerringong over Christmas 2021 for five days. Would not recommend. Property is run down. Towels were old with bleach marks on them, WiFi did not work, shade cloth shown in pictures is no longer there, property was tidy but no clean on arrival, no ceiling fans just noisy floor fans, fly screens broken, blinds are mouldy. We called the number left by Holiday Rental Specialists multiple times during our stay, no action was taken. Disappointed in service.