Vacation rentals in Windellama

Coolabah Pines

Discover the gorgeous landscape that Roslyn and John have surrounding Coolabah Pines. A tranquil place, for a restful, rural time. Awake to the pleasant sound of the birds singing and grass rustling in the breeze. Cows, sheep and horses graze quietly in the distant paddocks. Centrally located if you are wanting to visit Bungonia Gorge, historic Goulburn, Canberra, Crookwell or Bungendore. A fire pit can be used during the cooler months, April until August. Easy parking. Instant Booking.

Value · Location · Parks

Stunning Homestead on 100 acres

Reconnect with nature at this unforgettable escape. At the end of a long tree line driveway, at the top of a hill, you will find this fabulous property. Located 15 min from Mittagong and within 20 min of Bowral, Berrima and all the popular towns in The Southern Highlands. As you enter the house you will be in awe of the large open plan living area boasting amazing country views. The perfect setting for a book or glass of wine in front of the fire. There is additional accommodation available

Location · Family · Nearby

The Farmhouse - Privacy, space, bushland & farm

Reconnect with people, nature & yourself on the unique Birkenburn Farm. Seasonal beauty & guaranteed privacy in a tranquil country getaway. Enjoy space & wholesome activities like fire-pit, games, walking trails. Unspoiled mountain bush-land & plentiful wildlife. Free late checkouts available. Perfect for families, friends, retreats & workshops. Acres of quiet peace, yet close to Canberra, Braidwood & Bungendore for wineries, galleries, museums, restaurants, shops, national parks & bike trails.

Location · Family · Indoor spaces

Banksia View Retreat

Welcome to Banksia View Retreat — your home away from home in Goulburn. This spacious 5-bedroom home offers plenty of room for families, groups, or work stays. With two living areas, there’s space for everyone to relax and unwind in comfort. Step outside to the outdoor entertainment area and take in the fantastic views over Goulburn — the perfect spot for a morning coffee, BBQ, or evening drink as the sun sets. Banksia View Retreat is the perfect place for work crews ,families or small groups.

Value · Family · TV

Luxury Country Escape at Colyersdale Cottage

Set on a 350 acre cattle property 10 minutes from Moss Vale you will find this purpose built, luxurious Hampton’s style cottage. With a 2 car connected garage and indoor/outdoor sandstone fireplace, it comprises 2 large king bedrooms each with a walk-in robe and ensuite. There is ducted air conditioning, fully appointed kitchen, open plan living dining, concealed laundry, outdoor dining terrace, swinging seat and BBQ. Perfect for 2 couples or a family of 4 or 5. Message me for longer stays.

Family · Location · Hospitality

“Southern Highlands Estate”, Private Rural Oasis.

This private oasis delivers tranquil outlooks across level acreage and water views over its own dam. Elegant, generously scaled renovated interiors reflect a modern country aesthetic, creating a refined retreat where space, light and serenity define everyday life. Stunning outdoor entertaining areas and a superb volume of space within stylish living rooms add to the sense of retreat and provide a platform for an enviable lifestyle. With a fabulous pool, it's the stuff dreams are made of.

Location · Family · Hospitality

Contemporary Country Experience

Contemporary country experience Enjoy the simplicity and restoration that rural peace offers without getting your hands dirty (*unless you want to!). This design inspired cottage provides a place for up to 6 people to take in the sunset sitting by the open fire, then wake to collect fresh eggs and watch the horses, cows and kangaroos graze, or wander down to the creek for a picnic. The cottage is fully enclosed in a fenced area 800m2. We have changed the fencing so none is electric.

Value · Family · Grill

‘The Dairy’ @mattanafarm 2 bedroom cottage

The ultimate surf and turf experience. Nestled on a 100 acre cattle and horse breeding property and only 10 mins from beautiful beaches. This is the perfect place to enjoy the country life with the convenience of being a taxi ride from renowned restaurants of Milton and Mollymook. The cottage is a renovated dairy with modern kitchen and bathroom without loosing its rustic charm. Ideal for a romantic get away with a fire pit, wood heater and twin shower heads. Instagram mattanafarm

Value · Location · Accuracy

Yarralaw Springs Vine Loft

The Vine Loft provides a unique winery experience in the Goulburn region. Fully self contained, kitchen, lounge, TV and air-conditioned in a organic strawbale winery. Private tour and tastings. Enjoy a glass of Yarralaw Springs wine overlooking the secluded valley, the native wildlife, together with farm produced olives. Centrally located to explore the nearby region including Canberra, Crookwell, Bungonia National Park, Bungendore and Braidwood. One Raceway - just 15 mins away.

Family · Location · Getting around

Millynn House - Unit 1

Step into a piece of history with this fully renovated apartment nestled within an early 1900s heritage building. Located in the heart of Goulburn, this charming space combines historic charm with modern comforts for an unforgettable stay. Just steps away from local cafes, restaurants, and shops, this apartment provides the perfect base for exploring the town's rich history and vibrant culture. Immerse yourself in the timeless elegance of this beautifully renovated apartment!

Value · Location · Comfort

Shamrock Lodge, Goulburn

The whole group will enjoy this comfortable, spacious and unique home. On a rural setting, this historic home is located only 5 km from the center of Goulburn, and less than 2 hours from Sydney. You will love this peaceful country escape, surrounded by farm animals and native wildlife. There is free on-site parking with enough space for large trailers out of public view. At the rear of the house is the "Tool Shed" (people cave) which guests are welcome to use as well.

Location · Value · Heating

The Horseman’s Rest | Horse & Dog Friendly Stay

The Horseman’s Rest is a cozy tiny house on a peaceful working horse property in Marulan, NSW, just 700 m from the Hume Highway. Ideal for travellers between Sydney, Canberra or Melbourne, especially horse people. Horses and dogs stay free, with on-site yards, stables and a secure dog yard available. Sleeps 2 with a flexible king bed, self-catering kitchen, heating and cooling, all set in a quiet bushland setting that’s easy to reach and easy to relax in.

Value · Location · Indoor spaces