Holiday rentals with breakfast 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.

Family · Location · Outdoor spaces

Little Ronnie's Cottage

Recently refurbished (2021) cottage set in our lovely tiered private garden on the slope of Mt Alexander. Views to the Mittagong Ranges and a very quiet and peaceful location. Easy 15 min walk to train station and many food and drink venues. A/C (heat/cool), wood burner, ceiling fan, double glazed windows. Queen bed, bathroom with heated floor, heated towel rail and a well equipped kitchenette with basic breakfast provisions including tea and coffee. Private, peaceful & perfect for couples.

Location · Value · Walkability

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.

Family · Value · Parking

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.

Family · Location · Walkability

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

Family · Value · Decor

Tailor's Cottage | Kangaroo Valley

Step into one of Kangaroo Valley's oldest homes – a lovingly restored 1800s Tailor's cottage, rated 4.98 stars by over 500 guests and a Guest Favourite in Airbnb's top 5%. 100m from the village heart. Community pool across the road. Open fireplace, queen bed with blackout blinds, reverse cycle A/C, 67 Mbps WiFi, Netflix, full laundry and full pantry provisions included. Warm up by the fire in winter. Cool off at the pool in summer. Perfect for couples and small families.

Value · Location · Layout

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.

Family · Value · Air conditioning

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 .

Family · Value · Decor

'Rosevilla' in Berrima.

Built in 1883, this gorgeous historic cottage is right in the heart of Berrima village, within easy walking distance of exceptional restaurants and cafes, quaint local shops, historic buildings, the beautiful river and Australia's oldest continually licensed inn. Bendooley Estate is only a 5-minute drive away, making the cottage an ideal choice for wedding guests. Numerous wineries and Berkelouw Book Barn are all close by.

Value · Location · Cleanliness

Berry Farm House

Forget your worries in this spacious 1900’s country cottage, lovingly restored amongst manicured gardens by two artists, interiors are a combination of collected treasures and vintage finds, the farm cottage is set on sprawling gardens to a lake of a private 16 acre farm located only 4 mins drive to Berry town and 5mins to the ocean, Berrys Bay / Seven Mile Beach.

Family · Location · Barbecue

Berry Cottage Escape. Beach, Wineries & Village

Escape to our 2-bedroom sandstone cottage on 3 acres of award-winning gardens, just 1 km from Seven Mile Beach and 6 km from Berry Village. Perfect for couples or families, with stunning north-facing views, cosy interiors and thoughtful touches throughout. Relax by the fire pit in winter, enjoy breezy summer days, and explore nearby wineries, walks, and beaches.

Value · Family · Hospitality

Orchard Cottage & Gardens

Orchard Cottage, set in beautiful private gardens in a quiet and exclusive street just 2 mins drive to Moss Vale CBD. It is part of an historic former farmhouse dating from 1917 and originally part of the 1000 acre Throsby Park Homestead, which can be viewed from the garden. The accommodation is extremely comfortable, warm in the winter, cool in the summer.

Location · Value · Checkout