Private suite vacation rentals in Southern Highlands

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.

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.

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.

The Captain’s Cabin

Nestled in our citrus and nut orchard is the 'Captain's Cabin'. A hideaway in your own private section of the garden, with an amazing outdoor bath, ample cooking facilities inside and out, and fire pit, not to mention a comfortable queen bed with natural linen and towels, it's your base for the perfect Kangaroo Valley escape. A 5 minute walk from the village centre and 50m from the cycle and walking path, it's the perfect location too. Coffee machine, record player and provisions included.

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.

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.

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.

Rosebud Character Filled Country Guest Suite in Berry

Our self-contained apartment oozes contemporary country charm with all the comforts of home. Settle back on the Adirondack chairs on the rear porch and watch the rainbow lorikeets feed in the dogwood tree shading the private courtyard. Snuggle up for a cosy night in watching the latest movies on Netflix or wander just minutes into town to enjoy the many outstanding cafes, restaurants and shops Berry has to offer.