House holiday rentals in Southern Highlands

Romantic 1890s Abode - Special Event Accommodation

Take a step back in time in the beautifully appointed, Stane Dyke Homestead. The venue has been tastefully decorated, paying homage to the period it was built & having all the mod cons to make your stay cozy and relaxing. The venue makes an ideal abode for wedding accommodation, that special event, or just to escape reality for a time and get lost in those old world vibes. The evergreen gardens are great for a stroll, photography or even some yard games that are on hand. Or simply just be!

Bundeena Beachside Oasis

This newly renovated home provides timeless beach house appeal: sweeping water views, indoor/outdoor living and that all-round 'oasis' feel. Special bonus... being able to experience an equally dreamy sunrise and sunset! The property's rare balance of modernity and warmth makes you instantly feel at home. Whether you're soaking up rays on the seaside terrace or seeking a moment of shaded tranquility in the lush, cascading garden - every aspect of this house offers a little bit of magic.

Cottage on Kings

Cottage on Kings is situated on Moss Vale's premiere street. A short stroll to cafes, bars, homewares and fashion boutiques and 2kms to The Briars, the highlands most popular country pub. A one bedroom cottage with seperate living area, kitchenette and large deck overlooking a beautiful oak tree. Luxe Queen bed and large linen sofa, cushions, blankets will ensure you relax in comfort. TV in bed or on the lounge. Bluetooth and wifi for streaming music, or your favourite program in peace.

Views, 4/5 queen bedrooms and a boutique vibe

Welcome to BBH - with multiple living spaces, fully equipped kitchen with coffee machine, pool table, ducted heating & fans, north facing and made for relaxing. Lush gardens and private setting, hot tub & firepit. **Please note: For 4 bedrooms/ main house, select up to 8 guests. To book the separate Shack/5th bed, select 9 guests, price will automatically update. Rates includes cleaning and linen. If not booked, Shack remains empty - property is all yours. Licence number PID-STRA-8519

The Cottage: luxury & Heritage in Bowral's heart

Immerse yourself in the quintessential Bowral lifestyle. 'THE COTTAGE' combines historic elegance & charm with custom curated equine themed luxury decor brands, positioned perfectly for those attending weddings, exploring 'Tulip Time' or seeking a sophisticated village haven. This spacious & cosy 3 bedroom home accommodates 6 guests in the exclusive high-end 'old Bowral', featuring a ready-to-light fireplace, a large entertaining deck & a quiet, tranquil tree-lined central location to the CBD

'The Bower' Stylish garden bungalow Mount Kembla

'The Bower' is located in lush gardens in the historic village of Mt Kembla. This stylish bungalow is the perfect relaxing retreat or home base to explore the Illawarra and South Coast. Walk to the Historic Mount Kembla Hotel for dinner and a drink or explore the many bush walks located in and around the area. Wake up amongst the trees and end your evenings relaxing on the large deck or around the fire pit. Only fifteen minutes away from Wollongong CBD or beautiful beaches of the area.

Rosewood Cottage - on a working regenerative farm

Renovated 2 bedroom 1930s Cottage, perched on the gentle slopes of a lush 120 acre working regenerative farm, where happy sheep and cows graze on chemical-free pasture. Relaxing, family-friendly, off-grid, with breathtaking views of the beautiful Kangaroo Valley escarpment. Only 4kms from the charming Kangaroo Valley Village and 20min from historic Berry and its nearby beaches. Rosewood Cottage will offer you a comfortable and cosy stay with everything you need for a short getaway.

The Potting Shed at Bunya House Bowral

The Potting Shed at Bunya House is a gorgeous purpose built guest accommodation with every amenity covered to make your stay in Bowral an enjoyable one. Positioned overlooking a beautiful vegetable garden designed by the renowned Australian garden designer Paul Bangay, The Potting Shed with it's polished concrete floors, weatherboard walls, king bed and kitchenette with breakfast making facilities is the perfect spot for a mini vacay. Parking on site, and an easy walk to town.

The Lair - luxury retreat with stunning views

The Lair, Kangaroo Valley is situated on 14 acres of pristine bushland. Nestled high it enjoys 180 degrees views into the Valley below. Architecturally designed, by Alexander Michael, with a Scandi aesthetic. Featuring 6 metre high ceilings, polished concrete floors and birch ply walls, along with extensive use of glass that adds a wonderful sense of space and warmth, allowing the light to stream in from sunrise to sunset. It offers the perfect getaway Winter or Summer.

Stunning Highlands Manor-Accommodates 2-12 people

A Quintessential Southern Highlands property on the sunny slopes of Mt Gibraltar. A magnificent two-storey manor, exquisitely furnished, surrounded by picturesque gardens featured in several house & garden magazines over the years. Just moments from the convenience of Bowral & Mittagong town centres, popular wedding venues, wineries and amazing restaurants. Ideal venue for group family/friends get-togethers, wedding stays, golf weekends & the likes

Fire @ Ethel & Ode's

Self contained studio for two, bath, kitchen, private deck, Tesla charger ... This gorgeous seaside escape is an adults only retreat for singles or couples wanting to escape from the world. Tucked away on the E&O property, Fogo offers absolute waterfront views and privacy. Equipped with kitchen, ensuite and its own private deck - you will never want to leave! Tesla charger is available by prior arrangement.

Kalamunda Estate with Pool, Fire Pit & BBQ Deck

Kalamunda Estate is a spacious retreat set on 5 acres, just 3 km from Bundanoon. Perfect for large groups, it features a pool, a large outdoor BBQ deck with stunning bushland views, and a games room. The 5-bedroom house accommodates up to 11 guests, making it ideal for family gatherings or friends' get-togethers. With a vast garden, there’s plenty of room for kids to play and enjoy the outdoors.