Holiday Rental Specialists

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Holiday Rental Specialists We manage over 400 holiday homes across the Southern Highlands, South Coast & Port Stephens Turning your holiday dreams into a reality!

Happy guests, lovely stays and reviews that make our day! đź’™We're sharing some kind words from guests who have enjoyed th...
11/11/2026

Happy guests, lovely stays and reviews that make our day! đź’™

We're sharing some kind words from guests who have enjoyed their time in our holiday homes. Thank you for choosing Holiday Rental Specialists and making each stay special.

06/11/2026

Experience the best life has to offer at Blackwood Manor Retreat!

With 11 spacious bedrooms accommodating up to 26 guests, it features expansive outdoor entertaining areas, a gas BBQ, and plenty of room for everyone to relax and enjoy. Kids can have fun with the trampoline, sandpit, and slide, while pets enjoy the sprawling lawns.

Stay here: book direct and save up to 12%*
https://www.holidayrentalspecialists.com.au/accommodation/holidayrentalspecialists-blackwood-manor-…



(*Savings vary depending on third-party booking platform promotions and discounts).

23/10/2026

Your next unforgettable stay begins at Grants, with magnificent Shoalhaven River views, a private beach and your own jetty, perfect for a boat or water skiing.

This luxurious estate is nestled on 50 acres of pristine farmland and native bushland with nine beautifully appointed bedrooms that comfortably accommodates up to 28 guests.

Stay here: book direct and save up to 12%
https://www.holidayrentalspecialists.com.au/accommodation/holidayrentalspecialists-grants/

We’re delighted to be a finalist in the Australian Small Business Champions Awards in the Property Business category. Fr...
21/10/2026

We’re delighted to be a finalist in the Australian Small Business Champions Awards in the Property Business category.

From helping guests find their perfect holiday home to working alongside property owners, there’s a lot that goes into creating great holiday experiences. What a lovely reason to celebrate the work we do every day! 💙✨

Even the little ones give us five-star reviews! 🌟 Our holiday homes have something for everyone, big and small. 🏡💙
14/10/2026

Even the little ones give us five-star reviews! 🌟 Our holiday homes have something for everyone, big and small. 🏡💙

30/09/2026

The roads come alive, the bikes roll through the Southern Highlands, and Bowral gets that special kind of energy. Whether you’re riding, supporting, or simply soaking up the atmosphere, make a weekend of it in beautiful Bowral. 🚴‍♂️

Bowral Classic weekend is coming, secure your stay now and stay close to the action! Check out our Southern Highlands properties and find your perfect stay. 🏡✨

https://www.holidayrentalspecialists.com.au/search/?check-in=17-10-2026&check-out=19-10-2026&sleeps=any®ions%5B%5D=southern-highlands-nsw

📸 The Cycling Classics

Address

2/38 Wingecarribee Street
Bowral, NSW
2576

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