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.

Yallah Hideaway

Yallah Hideaway is a detached guesthouse on acreage. Access to beaches, golf courses, Wollongong, Illawarra and Southern Highlands. Easy access from rail and Illawarra Airport the rental is also close to highway for road access. Photos show this is a two room establishment with galley kitchen - bedroom - dining area and bathroom. Privacy and seclusion is guaranteed with ample off street parking. Tradies more than welcome. We do not normally provide for family pets as there are no fences.

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.

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 nd 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.

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.

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

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.

Modern 1 BR with free wifi & aircon

This modern 1 bedroom guest suite has airconditioning, free wifi & free laundry facilities and is located in a quiet street. A portable cooktop will be supplied for stays of 3 nights or more. Local attractions are Port Kembla beach and Nan Tien Buddhist temple. A local shopping centre, restaurants, and fast food outlets are only a 2 minute drive or a 10 minute walk. Warrawong markets are held every Saturday. Drive to: Wollongong/WIN Stadium - 12 mins Kiama/Berry - 30 mins

Arcadia at Hopewood House

Situated near to the original Hopewood Residence, lies ‘Arcadia’. Self-contained with private entry from the garden - ‘Arcadia’ - perfect for a couples escape. Set on the beautiful, private estate of one of Australia's most renowned landscape artists, this is truly a unique opportunity to explore the grounds of curated sculptures, artwork and rare botanicals. If you would like to visit the private Hopewood Gallery of Tim Storrier while you are staying please contact Janet .

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.