Private suite holiday 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.

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.

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 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 6 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.

Kiama Waters

Perched high on the cliff above the rocks and beach this coastal property has so much to offer in a quiet suburban locale. Cool breezes in summer and a warm cosy atmosphere in winter give Kiama Waters an all year round appeal. Captivating views of the famous Cathedral Rocks, Jones beach, Minnamurra headland, Bass Island, Bass Point and the surfing hotspot Boneyard are sprawled out like a magnificent canvas. Whales can often be seen from May-July & Sept to Nov - an unforgettable experience

Little Ronnie's Cottage

Newly refurbished studio 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 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.

Oksana's Studio

We would like to welcome you to Oksana's Studio which is a newly renovated space with modern furnishings and fixtures. It opens onto a large and private outdoor living area where you can relax taking in the rural vista while having a BBQ or sitting by the fire after exploring the local beaches and national parks. The property is set in a peaceful, rural landscape with bushland and wildlife to explore. All within a short drive of Jervis Bay and surrounding areas.

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

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!

The Studio @ The Vale Penrose

The Vale is a masterpiece of rural design, encompassing expansive manicured grounds, an eclectic mix of farm animals and wildlife and a range of luxurious accommodations to suit the most discerning taste. The Studio @ The Vale is the perfect location for that special weekend away or that midweek escape from the hustle and bustle of the daily grind. A private Spa nestled among the rainforest perfectly complements the already decadent offering.

Bibara Studio

Modern studio. Beautiful/luxury space for couples. Perfect for a short getaway to relax and unwind. Bathtub with views of the mountains, sunset and stars, double shower, king size bed with luxury linen sheets, BBQ (on request) and outdoor deck with views of farmland and four local mountains. Located just a 10 minute walk from the Gerringong CBD which has beautiful cafes, bars and restaurants. Also a short drive to local beaches and wineries.