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Pear Tree Cottage, Burradoo near Bowral

This cottage is 4 mins drive from Bowral with delightful country views to the Wingecarribee River. It has 2 bedrooms - both Queen size beds with reverse cycle air conditioning. A functioning kitchenette as well as a breakfast table & chairs, smart TV/Nettflix in a cosy sitting room. Blue & white bathroom. Ideal for a couple or with baby or 2 couples. I get a lot of 2 + 1 guests which works equally as well. Two private outside areas to sit and enjoy the peaceful rural views is also available.

The Studio @ The Vale Penrose

A secluded garden retreat with private rainforest spa Set within five acres of beautifully manicured gardens in the quiet village of Penrose, The Studio @ The Vale Penrose is an intimate and refined escape designed for couples seeking peace, privacy, and a touch of indulgence. Part of The Vale Penrose—an established luxury farm stay welcoming guests since 2019—the Studio offers a more secluded, nature-immersed experience, where thoughtful comforts meet the beauty of the Southern Highlands.

The Schoolhouse at The Rift Estate

The Schoolhouse at The Rift Estate has been transformed into a romantic guest house imbued with comfort and country charm. A pebbled path leads to leadlight French doors and a private balcony overlooking jasmine, citrus and lilac-filled gardens with views to the field and woodland creek. The open-plan living features a library lounge and dining nook, grand four-poster bed with a separate generous gourmet kitchen and bathroom. A scenic walk to town, it encapsulates the very best of Bowral.

The Orchard Farm, house & farm to yourselves!

Set amongst 80 acres of Tallong's last remaining working fruit orchard is Homeley Homestead, a lovingly restored 3 bedroom cottage, with clawfoot bath overlooking the cherry trees, fireplace in the lounge room & a large country kitchen with a full pantry to cook your own breakfast in the morning! Unplug, unwind and relax (with limited mobile coverage!) Sit back on the verandah, enjoy the Kangaroos , Wombats and other wildlife! Follow the journey of our Orchard on Insta at "theorchardfarm"

The Treehouse Kangaroo Valley on Kangaroo River

*The Treehouse offers picturesque Glamping perched over Kangaroo River in the Heart of Kangaroo Valley. *It has a beautiful large stone outdoor bath to soak in set amongst the canopy of the gum trees. *Cosy internal fireplace. *Large outdoor deck overlooking Kangaroo River. *The Treehouse Kangaroo Valley sleeps up to 4 adults(2 couples) or really close friends & is an ADULTS ONLY *PETS: on application only. Enquire PRIOR TO BOOKING for our T and C to see if your pet qualifies.

Morton Park Rural Retreat

Tucked away amongst the gums tree, a cockatoo and a kangaroo, Aussie wildlife at its best: wombats, goannas, koalas, emus all in the comfort of your private, cosy, self-contained cottage, set on a 130-acre farm. Large covered veranda with outdoor dining. Pet friendly. NO HIDDEN CLEANING FEES. Plenty of on-farm activities, only 1.5 hrs from Sydney, 1 hr from Wollongong, 1.5 hrs from Canberra. In the heart of the Southern Highlands, so you can explore Bowral, Berrima, Bundanoon.

The Shed @ Broger's End Kangaroo Valley

Broger’s End is a piece of heaven bordered by the Kangaroo River and Broger’s Creek, offering self-catered accommodation and the perfect peaceful escape! The Shed is a converted machinery shed, which has been lovingly and creatively transformed into a luxurious eco-haven accommodation, using reclaimed and recycled materials. Established walking tracks through varying landscape offer many picnic spots with breathtaking views, abundant wildlife and fabulous swimming spot's.

Tailor's Cottage | Heritage Gem | Kangaroo Valley

Step into one of Kangaroo Valley's oldest homes – a lovingly restored 1800s Tailor's cottage, rated 4.98 stars by nearly 500 guests and a Guest Favourite in Airbnb's top 5%. 100m from the village heart. Community pool across the road. Open fireplace, queen bed with blackout blinds, reverse cycle A/C, 67 Mbps WiFi, Netflix, full laundry and full pantry provisions included. Warm up by the fire in winter. Cool off at the pool in summer. Perfect for couples and small families.

Japanese Studio Fitzroy Falls

Relax in our private beautiful Japanese Studio , open plan bedroom and living room with seperate small bathroom. NOT suitable for children or pets. The Studio has a bar fridge , microwave, toaster, coffee pod machine and kettle. No kitchen. .Enjoy stunning 9 acres of gardens . Perfect location for photo shoots, wedding & ceremonies We also have 'The Dairy' which is a 1 bedroom (1 queen bed) cottage with a kitchen and fireplace. Strictly Non smoking. STRA 6648

SkyView Villa - WOW Views & Comfort

Set on 150 acres of manicured rolling green hills, SkyView enjoys arguably the best views in a country resort with sweeping views over lakes, glades and the lush green golf course. Ideal for families and couples alike, beautifully appointed and comfortable. Skyview Villa has the Aspire range of mattresses from Sealy Posturepedic, thus ensuring guests the best possible night's sleep. Skyview villa offers free WiFi, plus Netflix via three large screen smart TV's.

Sant Feliu - A French-Inspired Country Estate

A French-Inspired Country Estate Nestled in the heart of the Southern Highlands, Sant Feliu is a romantic French-style retreat set on five breathtaking acres of manicured gardens, classical hedges, a spectacular featured Oak tree and an enchanting tranquil dam bordered by sweeping willow trees. This character-filled estate offers a truly unique escape, perfect for couples, families, or small gatherings seeking timeless elegance and a hint of European luxury.

Hideout 3.0 - Luxury Tiny Home

NOTE- Please check our profile for more available tiny homes on the property. Hideout 3.0 is an exclusive luxury tiny home in an idyllic farm setting. This tiny home is set on a beautiful dam of a working horse farm, situated on over 150 acres. Guests are able to interact as much or as little as they like with the surroundings. Hideout is located 5 minutes from Moss Vale township and is also a short drive to many of the other Southern Highland townships.