Family-friendly holiday rentals in Robertson

Bespoke Highlands Cabin

Newly refurbished self-contained cabin combining the beauty of country with the comforts of town. Enjoy trees, abundant bird life, cosy fireplace, luxurious king bed, kitchenette, bath and tv. Exclusive use tennis court; Bowral's best walks at your doorstep; and 5 min drive to fine restaurants, pubs and great shopping. Easy access to Milton Park; Bong Bong Racecourse; Ngununggula Regional Art Gallery; Bradman Museum and Corbett Gardens. Private, cosy and beautiful, it's Bowral's hidden gem.

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!

Japanese Studio Fitzroy Falls

Relax in our private beautiful Japanese Studio , open plan bedroom and living room with seperate small bathroom. NOT suitable for children or pets. The Studio has a bar fridge , microwave, toaster, coffee pod machine and kettle. No kitchen. .Enjoy stunning 9 acres of gardens . Perfect location for photo shoots, wedding ceremonies or getaway. We also have 'The Dairy' which is a 1 bedroom cottage with a kitchen and fireplace. Strictly Non smoking. All guests to be COVID vaccinated. STRA 6648

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.

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.

Little Shed on Woodhill

For those longing for a country escape with the comforts of city living, Little Shed sits mountain-side just 5km out of Berry township. A true farm-stay, gaze upon paddocks, bushland and the sea; or catch a glimpse of our roaming Scottish Highlander Cattle. Soak up the view, visit the famous Seven-mile Beach and return for a night by the fireplace. If you derive comfort from the country, Susie the Goat and Stephanie the Deer will be there to greet you, any time of the day.

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!

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 .

Angel Place Robertson

Built in 1895, The Church was lovingly converted and completed on 24 May 2019 as a one bedroom very large studio, full of original art works with a creative interior design. Situated in the heart of the picturesque Robertson village and a short distance to many highland markets and wineries, waterfalls and gorgeous countryside, The Church is the perfect location for your Southern Highlands getaway.