Family-friendly vacation rentals in Robertson

Miss Flying? Stay in our Airline Themed Tiny Home!

Welcome to Just Plane Cosy! To keep with aircraft tradition, we have named our tiny home “Maiden Seattle”. She is a fully functional off-grid, Eco-friendly, all the mod-cons, super cool, airline themed Tiny Home! We think the first of its kind! Our tiny home sits in a secluded spot on a beautiful farm just outside of Robertson in the beautiful Southern Highlands, only about a 2 hour drive south of Sydney’s CBD. The property has a lovely rainforest stream and resident sheep, alpacas & wombats!

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.

Pepper Tree Passive House

Awards & Acknowledgements - Sustainable Architecture Award 2022 from the Institute of Architects - Energy Efficiency Award 22/23 from Grand Designs - People’s Choice Award 22/23 from Grand Designs - People's Choice Award 2022 Habitus House of the Year - Single Dwelling Sustainability Award 2022 - Best of the Best Sustainability Award 2022 - Excellence In Sustainability 2022 Master Builders Association NSW - National Sustainability Residential Building Award 2022 Master Builders Australia

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.

Roy's Run Farm Stay.

The comfortable one bedroom cottage is located on our 450 acre working cattle property. We are close to the seaside towns of Shellharbour and Kiama. You can enjoy the beaches and then come home and just sit and gaze at the views of the farm. We have many animals for you to get close to if you desire and an abundance of bird life on the property. The cottage has a comfortable veranda for you to relax and watch the horses and cattle graze. A country experience just 2 hrs drive from Sydney.

"The Quarters" Foxground", Berry views farm

The Quarters is cottage style accommodation in a fantastic tranquil location. Wonderful views There are two garden areas, a bar be que and a covered patio area for outdoor entertaining. Foxground is close to the beach and all the local wineries .All areas of The Quarters are fitted with reverse cycle air conditioning .This let is a working farm with many animals. DO NOT BOOK FOR CHILDREN or PETS. This Airbnb is for a maximum of 2 people. Situated on working horse training facility.

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

The Escarpment Above & Beyond - all about the view

Nestled on an escarpment at the top of Macquarie Pass, with views reaching over the Great Dividing Range and spanning across to the coast, 'The Escarpment - Above & Beyond' is a deluxe two-bedroom residence and is an ideal escape for couples and families. Set on 14 acres of lush countryside, you will feel the cares of the world fade away. The location is the best of two worlds; country living with close proximity to the most beautiful beaches within a 30-40 minutes drive.

Sedalia Farm Cottage - stunning rural retreat

Enjoy the serenity and truly picturesque backdrop of captivating rural vistas at this unique charming, private stand alone cottage that sits separately from the main farm house. It is only a short ten minute drive to Bowral or Mittagong. Wake up to the sounds of nature and enjoy the lush gardens that provides a quiet sanctuary in an incredibly tranquil location. Sedalia Farm has 3 Alpacas, 1 horse, 1 miniature donkey and 2 Huskies who all live on the property!

The Little House - Pet friendly*/Mid-week special!

While 'house' might be a stretch for this cosy studio-style room, it does have separate facilities. There's a separate "kitchenette", shower and toilet. IT HAS ONE KING SIZE BED and ONE SOFABED. The sofabed is charged at an additional $20/night. The Little House has everything you need for a short stay in The Highlands! * The property welcomes gentle, well socialised pups. The Little House backyard is also shared by my super friendly dog and ewe!

Highlands view house, Pizza Oven and Rolling views

Lovely French style home in Robertson, with a focus on outdoor entertaining including a Pizza Oven, fire pit entertainment area, bushbeck outdoor fireplace/grill and a large deck to cook on. It has spectacular views of the rolling green hills of the highlands.With air conditioning, Heston BBQ, and an acre garden to explore. A perfect retreat. Incredible Swimming hole 1km away, beach 40 mins Ideal for up to 3 couples +kids . (4 double rooms

Falls Cottage, in the rainforest at Jamberoo

Falls Cottage was built by a Jamberoo local in the 1980s and has grown in charm and character with every passing year. We have lovingly restored it with a country cottage kitchen, hand crafted interior finishes, a comfortable mezzanine bedroom and a deck and barbeque area to maximise guests’ enjoyment of the beautiful rainforest surrounds. We now have an EV charging station on the property . Type 2 , up to 22 KW an hr. Costs apply .