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Shelter at Gerroa

Feel the instant relaxation while taking in sweeping coastal views from this stylish living space, just 90 mins south of Sydney and a 700m walk to Seven Mile Beach. Open the bifolds to feel the ocean breeze and extend the space out to an expansive deck. Or get cosy by the fireplace in colder months. With breakfast servery and outdoor lounge area, you’ll be spoilt for places to gather. Your pootch can run wild in the grassy, fully fenced yard, and enjoy time at the region’s dog friendly beaches.

Unique Self Contained Loft in Beautiful Gerringong

Onyx Loft is a stunning rural / coastal luxury couples retreat. Located on a private hillside, 60 acre farm perched on top of one of the rolling green hills of Gerringong. Offering breathtaking panoramic views of the ocean and farmlands and only minutes away from Werri Beach. Onyx Loft is totally private and is the perfect setting for a couples romantic getaway or a relaxing holiday. The Loft is attached to the far end of the main residence but has its own private entrance and parking bay

Bradman Studio -tranquil garden, easy walk to town

Host of the Year Finalist 2025. Bradman Studio is located right near picturesque Bradman Cricket Oval in the charming Old Bowral precinct and an easy 10 min walk to Bowral's main street. Spacious open layout, abundant natural light and wide views over mature, private rear garden. Adjoining deck for outdoor dining. A/C and double glazed windows assure comfort year round. KS bed, heated bathroom floor, beautiful quality bedlinen and bath/body products. On-site EV charger. Idyllic couples retreat.

Kialla Down, rural vista, peace and quiet

Lovely views across to Mt Gibraltar, attracting 5* feedback from 95% of guests. Sunny aspect. Quiet, semi-rural neighbourhood. Small patio with garden furniture and barbecue. Free car parking adjacent to private ramped entrance. Key-safe access. By negotiation a small, mature, well-behaved dog accepted in living area, (not in bedrooms, please) and under control in garden area. My place is unsuitable for long term rental so I am not depriving anyone of an affordable housing opportunity.

Haven Bundanoon Southern Highlands

Your perfect base to explore beautiful Bundanoon and the Southern Highlands. Completely private, located at one end of our home is “Haven”, your very own guest suite. You'll enjoy having your own access, stylish decor and little extras! Comprising of one or two bedrooms (please confirm one or two rooms at booking) and spacious ensuite bathroom: perfect for the solo traveller, couples, or friends. Comfortable queen size beds, small sitting area with garden views, spacious shower, and spa bath.

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.

29 on Shepherd

29 On Shepherd is a small original 1940’s , cosy cottage within easy walking distance to the centre of Bowral. The owner lives in the back 2 storey extension connected by a solid door with total privacy for both and is often away. Noise is not an issue! The two guest bedrooms have one king and 2 king single very comfortable beds, reverse cycle air conditioning, overhead fans, and wardrobe space. A full bathroom with bath, shower and toilet + powder room. Kitchenette, eating area and lounge.

The Studio @ The Vale Penrose

A secluded garden retreat with private rainforest spa Set within five acres of beautifully manicured gardens in the quiet village of Penrose, The Studio @ The Vale Penrose is an intimate and refined escape designed for couples seeking peace, privacy, and a touch of indulgence. Part of The Vale Penrose—an established luxury farm stay welcoming guests since 2019—the Studio offers a more secluded, nature-immersed experience, where thoughtful comforts meet the beauty of the Southern Highlands.

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.

Mansfield Park, five acres of garden retreat

Mansfield Park is located in Bowral just 10minutes from the town centre and very close to Milton Park and Ngununggula Regional Art Gallery. Perfect location for a family or two couples. The space consists of two bedrooms and two bathrooms. There is also a private kitchenette with a kettle, coffee machine, toaster and bar fridge. Please note there are no additional cooking or laundry facilities. While the space is joined to the main house, guests have their own private entrance.

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 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!