Villa holiday rentals in Southern Highlands

JezOmi Hideaway - Private, spacious, close to town

JezOmi Hideaway is a hidden treasure – freshly renovated with the most stunning kitchen, 2 generous bedrooms, cozy living areas, sunny rear deck - tucked away in the most private yet central Bowral location. Casually walk next door to Park Proxi with bar, restaurant and golf club, or easily drive to many local wedding venues, wineries and attractions. While only moments away from Bowral’s vibrant Main Street, once you enter the villa and start to relax, it will be very hard for you to leave!

The Hidden Door Bowral Villa -the❤️of Old Bowral

Our architect designed Villa is a flat 3 minute walk to the heart of Old Bowral with 2 bedrooms featuring new Super King Bed and new King Bed that can be split into Two Single Beds. Perfect for golfing weekends, wedding guests, girls' weekends, romantic weekends, families and business travellers etc. We are also Pet Friendly. For larger groups, we have 3 properties which are only a couple of minutes walk from the heart of Old Bowral that can accommodate up to 14 people as detailed below.

Amaroo Valley Springs Luxury Stays - Highcliff

Highcliff Luxury Villa. Exceptional Views & Ultimate Comfort. Adults Only. Welcome to Amaroo Valley Springs, an adults-only retreat in the Southern Highlands — the perfect place to relax and unwind whilst enjoying spectacular views and ultimate comfort. Highcliff is a 1-2 bedroom luxury villa for up to 4 guests, featuring king-size beds and offering everything you need for a memorable stay—you may never want to leave... We look forward to welcoming you. See you soon... Andy & Mark

Kaya @ Jingella - EcoLuxe Villa - Kangaroo Valley

Jingella Estate, Kangaroo Valley offers brand new luxury accommodation with stunning views from every room and a unique off-grid experience on 146 acres incl. private golf course, nature walks & wild swimming in our private creek rock pool. KAYA is a 2 bedroom villa sleeps up to 4 Pls ask at booking for discounts if 2 people or less, to split King bed into 2 singles, or for special check in/out times. Ensuites Covered patio Log fire Firepit Aircon TV Wifi BBQ Towels&linen

Fig View | Luxury Coastal Vineyard Villa

Escape to Crooked River Estate—where vineyard views and rolling landscape meets the Pacific Ocean. Wake up above the vines with the sunrise over the ocean and unwind with a glass of wine as the sun sets over the valley. Fig View is a private villa with its own plunge pool, expansive deck and sweeping views across the vineyard, valley and ocean beyond. Designed for couples, family or small groups, it’s the perfect place to unwind, explore and reconnect.

Wattamolla Lodge

Our lodges offer a private, self-contained getaway in the midst of the beautiful countryside, just 10 minutes drive from historic Berry village. Each lodge has been thoughtfully positioned in a secluded spot within the stunning grounds of The Drawing Rooms of Berry, nestled on Woodhill Mountain and close to the famous Drawing Room Rocks bushwalk. Each lodge offers 2 bedrooms, 2 bathrooms, a kitchen, dining and living area, along with a mini laundry.

The Villa @ The Vale Penrose

Set on five acres of beautifully landscaped grounds in the Southern Highlands, The Villa @ The Vale Penrose is a refined country escape designed for couples seeking space, privacy, and understated luxury. Part of The Vale Penrose—an established boutique farm stay welcoming guests since 2019—the Villa offers a balance of contemporary design and rural tranquillity, with expansive interiors and uninterrupted views over rolling hills.

AVALON at HUSKISSON

Fully self contained NEW MODERN villa with own parking at entry and seperate driveway. Comfortable living room, kitchenette, bathroom, fully equipped laundry, outdoor area, air conditioning, FREE WI-FI. KING bed with luxury white cotton linen and towels are provided. A 5 minute walk to the main street (Owen St) Huskisson, which is home to Husky Pictures, Boutique Shops, Cafes, Restaurants, Clubs & The Famous Husky Pub.

Lazy Dayz Shellharbour 99m to Beach

Built in 2016, this as new 2 bedroom self contained unit is in a fantastic location 100 metres to the beach. Kitchen has fridge, microwave and cooking facilities. 5 min walk to ever popular Little Lake and also Warilla Bowling Club plus a lazy 15 min stroll along the beach to vibrant Shellharbour Village. Free wifi plus NETFLIX -Lazy Dayz Shellharbour is just a perfect beachside spot for a short or extended stay

Cosy 2 Bedroom Studio Apartment Quiet Location

2 Bedroom Self Contained Villa with All the comforts of home including Foxtel Gas Heating and Wifi Just a small Stroll to the Main Street of Thirlmere including Shops and Cafes Seperate Kitchen , Lounge and Laundry areas and bathroom with bathtub and shower Key Distances Jamberoo Action Park 1 hour Wollongong Beaches 35 mins Bowral 30 Mins Lake Burragorang 25 mins Penrith 50 mins City /Airport 1 Hour

ARUNA Estate Luxury Farm Villa

ARUNA Estate is a rural retreat, offering an escape from the everyday, just 90 minutes out of Sydney or Canberra. We have 4 Villas on the property, as well as 2 off-grid cabins, and offer a taste of the highlands with a generous hamper of local wine and produce. We run sheep and boast a 4-acre ‘no till regenerative’ garden, with local small-scale farmers, Two Birds Farm.

Huskisson Home in central Location, 900m to beach

Located in sought after holiday destination, this comfortable private villa offers all the ingredients for a perfect holiday. White sandy beaches, nature trails, bicycle paths and the shopping village all close to your front door. Retreat from the days activity in a quiet, sunny and conveniently located home surrounded by nature.