Holiday rentals in Peelwood

Casper's Cloud Oberon - Private Guest Studio

Casper's Cloud invites you to slow down and escape to a rural estate in Oberon, NSW. Our private-access king suite guest studio is designed to capture the essence of the Oberon high country. You can close the gates and immerse yourself in the serenity of the estate and its beautiful gardens. We can't wait to welcome you! Breakfast provided in the studio consists of toast, condiments, yoghurt and muesli. Our farm fresh eggs are also availble for purchase. Take home some of our cluckers produce.

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

Eudora Farm

"Eudora Farm" a beautiful country farm. Serene, picturesque gardens, a large courtyard for kids to ride scooters while the parents relax and enjoy a glass of wine or afternoon nap. Beautiful sunny spots to hide away with a book, over 200 acres of undulating land as well as some bush land, a swimming dam, an outdoor fire pit for the cooler months and an indoor fire place to snuggle up by in the evenings. Various farm animals, and stunning views. Also a lovely getaway for couples and friends.

Beautiful ‘Beechwood Cottage’.

Meander down a quiet country lane near the hamlet of Edith & immerse yourself in the charm of ‘Beechwood Cottage’. Only 12-minutes from Oberon & not on a noisy main road, our Cottage had its humble beginnings back in 1890s as a pisé or rammed-earth farm worker’s dwelling. It has been lovingly transformed into a warm, comfortable & modern country residence. Come, stay awhile… marvel at our wide-open skies, enjoy the song of the birds & be touched by the dusting of starlight.

Kubo Villa in Oberon

Enjoy rural living, only minutes from town. Quality family home with high, vaulted ceilings and slow combustion fireplace. 3 good-sized bedrooms, an entertainment space and a stylish kitchen. On 6 acres with magnificent gardens and trees. Extensive garden beds with David Austen roses, and a home orchard. Established trees include conifers, oaks and flowering cherries. Tall original eucalyptus trees provide privacy. In a private and picturesque rural location. Its a perfect weekend hideaway!

Chalet Kanimbla

Escape to our mountain-top retreat, perched 792 meters above sea level, offering breathtaking 360-degree views of the Blue Mountains. Enjoy the Cedar lined Steam Sauna, the stargazing by the cosy Fire Pit, and wake up to kangaroos greeting you at your doorstep. Just 2 hours from Sydney, explore the wonders of the Blue Mountains, or venture 30 minutes to Lake Lyell for a day of water sports. Unplug and unwind in a setting where the sky meets the peaks, and nature is your closest neighbour.

The Barlow Tiny House

Nestled in the middle of a working cattle and horse farm in the Yass Valley, The Barlow Tiny House is the ideal place to relax, unwind and reconnect with nature. Enjoy this Tiny House in the countryside that makes a big statement. Enjoy breakfast inside or out, with surrounding views of the rolling hills.Take a wander and explore, and discover our kangaroo and wombat neighbours.If you are interested, we can provide recommendations on the best walks in the area, suitable for all abilities.

Essington Park your Countryside Retreat

Welcome to Essington Park, a historic country estate in the stunning Oberon region, surrounded by rolling farmland and beautiful rural views. When you book, the entire estate is exclusively yours. The beautifully restored Shearers’ Quarters offers five bedrooms and sleeps up to 10 guests, perfect for gatherings with family and friends. Enjoy slow mornings overlooking the countryside and unforgettable evenings gathered around the fire pit beneath the star-filled sky — pure Oberon magic.

Shearers Cottage | Quiet Country Escape

The Shearers’ Cottage is a restored two-bedroom cottage set on farmland in the high country, just 10–15 minutes from Oberon. Originally built in the mid-1900s for farm workers, it’s been thoughtfully refurbished while retaining its character — simple, cosy, and comfortable. The setting is private and peaceful, with views across farmland, forest, and distant hills. It’s well suited to couples or small groups looking to switch off, slow down, and enjoy an authentic rural stay.

Iron Mine Cottage

Iron Mine Cottage is a charming Tiny Home that offers an idyllic escape for those looking for a weekend away . Surrounded by farmland and impressive country views, this Tiny Home is only minutes away from local cafes, markets, country pubs and quaint shops in rural Crookwell. Designed for simplicity and serenity, this cozy retreat blends modern comfort with timelessness. Iron Mine cottage is situated 2.5 hours from Sydney and 1.5 hours from Canberra and the Southern Highlands.

Frogs' Hole Creek, A Nature Lovers' Dream

Break away from the hustle and bustle of city life and indulge in all nature has to offer on this beautiful 350 acre property. Frogs' Hole Creek offers a haven of peace and tranquility with picturesque views in all directions. Spend your days trailing through lush gardens, mingling with kangaroos and admiring the many different bird species who call this wonderful place home. Don’t hesitate. Book now and enjoy the eco escape you've been longing for.

RedGround Cottage | Luxury Couples Retreat

Escape to RedGround Cottage, a luxury retreat nestled on a working truffle farm in Oberon. Wake to peaceful rural views, cosy evenings by the wood fire and spectacular star-filled skies. Perfect for couples seeking a relaxing country escape. Winter guests can also enjoy our award-winning truffle experiences. Due to the working farm environment, including unfenced dams and farm machinery, the cottage is not suitable for children or infants.