Family-friendly holiday rentals in Robertson

Wollemi House - in forest and waterways with pool

Escape to your private oasis nestled among beautiful trees and surrounded by breathtaking natural scenery in the Southern Highlands of Robertson. This gorgeous property sits on a sprawling acre of land with a rare Wollemi pine tree in the backyard and a serene creek that winds through the property. With its pool and deck, this tranquil retreat is the perfect place to kick back and relax on warmer days. And when the nights turn chilly, cozy up by the fire pit and gaze up at the stars above.

Cloud Pad – Mountain Retreat at CloudFarm

Welcome to Cloudfarm Cloudfarm is a unique 33-acre sanctuary perched at the highest point of the Illawarra escarpment, offering breathtaking, ever-changing views — where the sky feels close enough to touch. A world away, yet just 7 minutes from Robertson and 25 minutes from Bowral and Moss Vale, it’s the perfect base for a romantic escape or a slow meander through the Southern Highlands — with its cool-climate vineyards, farm gate produce, misty trails, and a touch of chic country charm.

Luxurious,Cosy & Relaxed Apartment with Spa Access

Are you looking for something a little bit special? Located in picturesque Robertson, an easy 20 minute drive from Bowral, ‘Highlands Meadow View’ is a modern spacious light filled 2 bedroom apartment offering guests a luxurious and quiet getaway in a pretty, rural setting. Situated just 2 minutes by car from the main street of Robertson, it is an ideal base if you’re travelling down for a wedding, exploring the Highlands or visiting Kiama and other beautiful parts of the South Coast.

Rosewood Cottage - on a working regenerative farm

Renovated 2 bedroom 1930s Cottage, perched on the gentle slopes of a lush 120 acre working regenerative farm, where happy sheep and cows graze on chemical-free pasture. Relaxing, family-friendly, off-grid, with breathtaking views of the beautiful Kangaroo Valley escarpment. Only 4kms from the charming Kangaroo Valley Village and 20min from historic Berry and its nearby beaches. Rosewood Cottage will offer you a comfortable and cosy stay with everything you need for a short getaway.

Pear Tree Cottage

Enjoy a peaceful country retreat in the heart of the Highlands surrounded by nature at its best. This spacious, newly renovated, two-bedroom cottage is a separate dwelling situated on 5 acres of parkland that can sleep up to 5 people. It has a kitchenette, dining table and comfy lounge with a cosy warm fireplace for cold nights and is just a 5 minute drive or 30 minute walk to Bundanoon village. Pear Tree Cottage gets its name from the ornamental pear trees that line the driveway.

WATERSHED - Robertson

Welcoming country chic interiors with all the mod cons. You will enjoy luxury finishes in this converted machinery shed. Fully insulated, with double glazed windows & doors. There is a wood fire & heaters. The shed is 80+ metres away from the 1880s farmhouse where we live & so you are far enough way to feel that you have the property to yourselves. There are dogs, alpacas, sheep. A wonderful farm stay property, a walk away into Robertson or a very short drive. @watershedrobertson

100 acre lush mountain paradise all to yourself

Ameroo Farm is the ideal mountain hideaway, perfectly placed 10km from the vibrant township of Berry and the quaint village of Kangaroo Valley. Surrounded by nature with beautiful mountain views and lush green paddocks, Ameroo is a working family farm, with an abundance of wildlife including wombats, kangaroos, wallabies and echidnas. Collect fresh eggs from the chickens, hand feed Patchy the miniature horse and Quinny the cow. Wander the open spaces and enjoy the quiet life.

Contemporary Rural Luxury in Lush Garden

Nestled on the edge of beautiful Bowral, this contemporary two-bedroom space is your idyllic escape. Enjoy modern amenities, including an EV charger, in our stylish and sunny self-contained Guest Wing. Your backyard? Step out onto stunning walking trails in Mansfield Reserve and immerse yourself in nature's serenity. And you're just a 10-minute drive from Bowral's vibrant cafes and shops. This property offers the perfect blend of rural tranquillity and urban convenience.

Southern Highlands Get-a-Way —Breakfast Supplies—

A pet friendly, comfortable and well-appointed, self-contained apartment for rent amongst the gum trees. Only a short walk to Mittagong train station, Sturt Gallery, shops, restaurants and galleries. Newly renovated, the apartment has reverse cycle air-conditioner, a private entrance, designated parking area and a private outdoor outlook. Wi-fi and Netflix all included. Comfortable, private, quiet get-a-away so stay a week or more. No cleaning fee.

The Escarpment Loft / pet friendly

Nestled on an escarpment overlooking the Great Dividing Range, at the top of Macquarie Pass and set amid 14 acres of lush countryside, this two-bedroom contemporary apartment is an ideal rural escape. Whether you're passing through for a night or you’re taking a few days to recharge, you will feel the cares of the world fade away as you drive through the gates and make your way up the winding road to the residence.

Ranelagh Cottage Robertson

Robertson part of the Southern Highlands community is very relaxing and you will not regret recharging your batteries here. Its so peaceful but there are a lot of attractions within a short drive if this is what you are looking for, the township is within easy walking distance and everything within the home has been catered for to ensure you stay is as comfortable as possible.

MaddOx Farm Cottage | Farm Stay

Situated in the beautiful countryside of Burrawang in the Southern Highlands. Kick back and relax in this calm, stylish farm stay. This bespoke cottage has been purpose built for your visit. Enjoy the peace and fresh air of the country whilst you overlook the paddocks and dam. Meet the friendly residents - Cows, Alpacas, Goats & Sheep and enjoy a cuddle or feed with them.