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Bradman Studio -tranquil garden, easy walk to town

Host of the Year Finalist 2025! Located in the charming Old Bowral precinct, Bradman Studio is a level, easy 10 min walk to Bowral's main street and only 100m from picturesque Bradman Cricket Oval. Spacious open layout, abundant natural light and wide views over our mature, very 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 & well equipped kitchenette. On-site EV charger.

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.

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.

Designer Beach Studio Relax & Unwind Beach Style

This air-conditioned designer Beach studio, only 1 minute walk to pristine beach, park and cycle way. Beautiful bedroom with an ensuite bathroom. Combined living, dining and kitchen plus deck area. Netflix and WiFi included. 5 minute walk to the cafe, baker and grocery store. Less than 5 minutes drive to local Shopping centre and restaurants. 10 minute drive to Wollongong CBD and UOW. Relax and swim in crystal clear waters. Perfect for couples, solo adventurers, business travellers.

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.

Ocean Views from your Pillow

Private, clean, spacious studio with super comfortable Queen bed and amazing ocean views. Private bathroom and roomy sitting area with tea/coffee, fridge, microwave and TV. Continental breakfast provided. Across the road we have Cathedral Rocks, The Boneyard, The Coastal Track and a sheltered cove for snorkelling. It is 700m to two great beaches. Kiama with its coffee shops, cafes and boutique stores is less then 10min drive. A great spot for walking, cycling, photography and whale watching.

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.

Stroll to Bowral, Cherry Tree Walk, Mt Gibraltar

This newly-renovated, light, private guest suite is in a quiet area, in walking distance of pool, cafes, Bowral town centre and train station. If the Cherry Tree Walk and bush walks up Mount Gibraltar are appealing, this is for you. You will have separate access into a comfortable lounge room. There is a gas fireplace. The kitchenette has a bar fridge, microwave, coffee and tea facilities. You have a private courtyard off the bedroom, which has a fan and air conditioner.

Wake up to the ocean at LegaSea

LegaSea is a self contained Guest House overlooking the historic Shellharbour boat harbour and coastline. Guests will feel as though they are levitating directly over the glistening waters of the calm harbour and can observe the activity of the nearby village from a comfortable, luxurious space. Village cafes and amenities are a short stroll away, and the beach or famous cowries surf break is at your doorstep. Find us on Instagram @Legasea_shellharbour

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!

Burradoo Loft with King size bed.

Down a lovely tree lined drive, sitting on one acre, a beautiful loft apartment awaits you. Fully self contained with its own entrance, this space has the feel of an art gallery. As the apartment is upstairs, this property is not suitable for people with restricted mobility. Property not suitable for children under 12 years. Unfortunately we cannot welcome pets. 2km to the cafes and shops of Bowral. Bed configuration other than King by request.