Holiday rentals with breakfast in Robertson

The Hideaway at Sylvan Glen Estate

Unique and stylish, The Hideaway is located within Sylvan Glen Estate, privately situated between The Homestead and The Cottage. It's a couple's only retreat, with luxurious finishes including full kitchen, 72sq/m living area, deck, firepit and even a wood fired outdoor bathtub. Airconditioning, king bed with Egyptian linens, 16 sq/m ensuite with double shower, sun deck overlooking the Estate's 7th fairway. It's a special place for special memories - quiet countryside with city inclusions -enjoy

Romantic hideaway at HAMPDEN HOUSE

This magnificent country home provides a blessed setting for an unforgettable Kangaroo Valley experience .The comforts of modern country living with all the charm of yesteryear .Your own private POOL,sun dried linen wood fire ,treats of French bubbly and locally handmade chocolates await you .WiFi,coffee machine ,three acres of gardens and lawns,RIVER FRONTAGE .Hampden House is only a 10 min stroll or bike ride to the village and get remains a peaceful little world of its own. PID-STRA-589

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.

Fantoosh

Welcome to your blissful getaway! This beautifully designed picture-perfect cottage is nestled in the heart of Sutton Forest, the ideal fit for anyone looking to relax and unwind. Enjoy the heated floors and an Internal fire at the press of a button. Firepit outside awaits, sizzle a steak or toast marshmallows under the stars. Snuggle up on the couch, stream a movie you never got to see or work on the super fast internet. Take a walk along the country lanes and enjoy the fresh air.

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 Tailor's Terrace | Valley Views & Fire Pit

A beautifully designed architect home with sweeping escarpment views, rated 4.98 stars by 200+ guests and an Airbnb Guest Favourite. Sleeps 5 across 2 bedrooms – each with a private ensuite – plus a third bathroom, fire pit, BBQ deck, and a backyard where kangaroos visit daily. 81 Mbps WiFi and a dedicated workspace included. 100m to the village. Community pool across the road. Can be booked with The Tailor's Cottage for up to 7 guests.

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 .

The Villa @ The Vale Penrose

Set on five acres of beautifully landscaped grounds in the Southern Highlands, The Villa @ The Vale Penrose is a refined country escape designed for couples seeking space, privacy, and understated luxury. Part of The Vale Penrose—an established boutique farm stay welcoming guests since 2019—the Villa offers a balance of contemporary design and rural tranquillity, with expansive interiors and uninterrupted views over rolling hills.

Spiral House – Mountain Hideaway for Two

Spiral House at CloudFarm is a beautifully designed round house made for two—a romantic, private hideaway perched on the highest point of the Illawarra escarpment. Completely surrounded by forest and sky, it’s made for slowing down and remembering what matters. Wake to mountain-to-sea views, soak in the open-air tub, and let the quiet—broken only by birdsong—do its work.

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.

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.

Tiny House at Foxground

Our Tiny House is tucked into a secluded corner of our 80 acre property, adjacent to the rainforest. It has a stunning view of the escarpment and abundant wildlife around. It is totally off-grid. It has it's own solar system, water tanks collecting roof water with filters, hot water with an outdoor bath, a self composting toilet (not smelly) and a firepit.