Holiday houses 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.

Basil's Folly

Hi I'm Basil. I live with my donkey family on a beautiful property in Exeter. Come and stay in a lovely private barn beside my paddock. It has 2 queen beds, a spacious & warm living area, with a kitchenette and a stylish bathroom. Escape the stresses of the modern world & enjoy the view over the pond. Curl up on the couch in front of the wood fire. Explore the delights of the Southern Highlands-cafes, restaurants, lovely drives and walks. We are only 10mins from beautiful Morton National Park.

Infinity on Willowvale

Gorgeous boutique stay in Gerringong. Custom-built for a couple, Infinity on Willowvale has a king-size bed, bath for two, private firepit, and a huge deck to take in the views and sunsets. Everything is designed for relaxation. Infinity is set among the rolling green hills on the idyllic Willowvale Road, which boasts dairy farms and the stunning Crooked River Winery. Ten minutes to Kiama and Berry on the NSW South Coast. Just 5 minutes from the beach, you'll feel a million miles from anywhere.

Enough | Good

Enjoy a unique Tiny House that was designed and built on this very farm. "Dovolj | Dobro" is annexed off our 3acre Selah Gardens, which you will have access to. Nestled amongst gum trees overlooking a large dam, it is surrounded by native wildlife and grazing stock. A unique feature of this location is a walking track through our working farm to The Olive View Restaurant, with great food and amazing coffee. In keeping with minimum impact on the environment, it contains a composting toilet.

Unique'Danglestone' Couples Hideaway in the Forest

Awe inspiring views surrounded by nature. Nestled in the lush greenery of a private forest this modern architecturally designed cabin is luxury at its best. With the warmth of the heated floor & indoor gas fire you will be toasty warm all year round. Sutton Forest is very near several vineyards and villages. An ideal location to escape the city. PETS allowed but please disclose when booking- Max 2 people only (not suitable for infants) 1 Queen bed only MASSAGE available nearby (plse ask)

Creek side Tiny House in a sub-tropical rainforest

Located creekside in a rainforest our Escape Pod (tiny house) is in one of the most beautiful locations the region has to offer. You will feel your worries ebb away while you listen to the natural surrounds, or your fave tunes. What you get up to during the day is totally up to you, go hiking, explore the local beaches, shops, cafés and eateries or simply sit by the fire with a good book and be alone with your thoughts! Your off-grid venture awaits – This is not your normal hotel stay!!

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. Wakefield Park - just 15 mins away.

StarGazer - Beautiful lake views

Mystic Ridge Estate offers ‘StarGazer'. Be amazed by the breathtaking panoramic lake views as the property is situated on the west ridge overlooking Lake George. The lake bed is visible during the dry years and the lake will slowly reappear during wet years. The lake is currently the fullest it’s been in many years. You are encouraged to view it before it dries up again! We have three accommodation choices on the property so please check out the other two listings!

Tawillah Milton Luxury Retreat for Couples

Tawillah is an exclusive accommodation for one couple with a king size bed. It has commanding views of Milton countryside and the nearby Budawang Ranges. The space features high quality finishes throughout. The generous bathroom has a stone bath, separate double shower and underfloor heating. Outside there is a large deck with sun lounges, fire pit and outdoor shower. This beautiful accommodation is just 2 minutes drive to Milton town and 5 min to Mollymook beach.

The Stables @ Longsight

The original stables at historic Longsight have been lovingly restored and converted to luxury boutique accommodation. Many of the original features have been preserved such as the exposed wood rafters, weatherboards, iron roof and facade. Even the original saddle racks remain in the bathroom and old framing timber has been repurposed into a beautiful kitchen island. Perfect for couples or families looking for a relaxing country getaway.

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.

The Hideaway at Sylvan Glen Estate

Romantic couples retreat | Outdoor bath | Southern Highlands escape Escape to your own private retreat in the Southern Highlands. Wake up to birdsong, soak in the outdoor bath under the stars, and spend cozy evenings by the fire pit overlooking the countryside. Less than two hours from Sydney and Canberra, it’s the perfect countryside getaway for a romantic weekend, anniversary or relaxing escape.