Family-friendly holiday rentals in Olinda

Jacky Winter Gardens - Modern, Artistic Cabin Close to Creek

Recharge by the open fireplace of this beautiful cabin, sequestered in the Dandenong Ranges. Rustic on the outside, modern on the inside, this serene space inspires relaxation in proximity to wild nature, far from the stresses of daily life. Designed by interior architects Hearth Studio, Jacky Winter Gardens brings together the calming waters of Clematis Creek, the rich soil of the gardens, the pure air of the Dandenong Ranges and every modern convenience you can imagine to give you a wholly satisfying holiday experience. Our mission is to offer private and secluded luxury accommodation for visitors to the hills, including singles, couples and small groups, as well as showcase the work of our artists and incorporate it into the day-to-day life of the house. Through our monthly artist-in-residence program we also support other commercial artists working in any discipline. We’ve feathered our nest with work from some of The Jacky Winter Group’s world-renowned stable of artists. From custom-made glasswork and wallpaper, to games and framed prints, you’ll become acquainted with new artists, or perhaps be reunited with some you already know. The beautiful Clematis Creek meanders along the bottom of the gardens, and its cheerful burbling is the aural backdrop to your stay. If you want to get closer to the water there is easy and safe access down to the creekbank, which makes it the ideal spot for meditation or private reflection. Located just 45-minutes from Melbourne by car, and situated within walking distance to the town centre with its wonderful Cameo Cinemas, Jacky Winter Gardens straddles the two worlds of nature and civilisation, achieving a perfect holiday balance for solo travellers, couples and small groups. You can find more information and photos of the property online at our dedicated property site which isn't difficult to find ;) During their stay, guests have private and exclusive access to the entire house, gardens, and studio. None, but available on phone, email, and in person (when possible) to answer any questions! The house is a luxury creative retreat set amidst a half-acre of stunning flora, a creek, and natural bushland. The wild yet tranquil beauty of the Dandenong Ranges has attracted artists to the area for more than a century. Jacky Winter Gardens is situated in Belgrave, Victoria, a short walk from the train station and centre of town. Full directions will be provided upon booking. Car – Belgrave is a 45-minute drive from Melbourne. Train – From Flinders Street Station, catch the Belgrave train to Belgrave Station (it takes just over an hour). Jacky Winter Gardens is a ten-minute walk along a paved walkway from the train station. Jacky Winter Gardens is the perfect retreat for solo travellers or couples, but we are able to accommodate up to five guests: two in the master bedroom, two in the living room on the double-bed fold-out sofa, and one in the studio on a single sofa bed. Jacky Winter Gardens is now dog and child friendly. We also accept single night bookings when available. ***Please message us if you wish to bring your pet or want to stay for a single night before booking*** Each additional guest (beyond the first two) will incur a tariff of 25.00 per night. Unfortunately, due to site limitations, there is no wheelchair access at this time. Due to our location in a high fire risk area, we also have detailed Fire Safety policies which are outlined on our website, which once again is not hard to find.

Country style retreat in Yarra Valley.

Escape to a private retreat in the stunning Yarra Valley! Set on 14 scenic acres, The Stable is a super cozy, self-contained guesthouse, perfectly secluded for total privacy. Just minutes from top Yarra Valley wineries, the Dandenong Ranges, and the Warburton Trail, it’s ideal for a romantic escape or a peaceful country getaway. Unwind in nature, explore nearby attractions, or simply relax in comfort— your perfect retreat awaits in this unforgetable location surrounded with paddocks and nature.

Melbourne Topview Villa Dandenong Ranges Australia

The house was very clean and comfortable with great beds , luxurious linen, a well equipped kitchen and super sensational modern bathrooms. Beautiful outlook with stunning views and privacy amongst the trees. just sitting on the deck, enjoying the sunrise, watching Rosella’s, king parrots, lorikeet’s, cockatoo’s. A family of deer will show up occationally. the location is just perfect it feels so private and in nature but close to essentials such as the local shops just a close drive away.

Writer's Block is a peaceful and romantic retreat

Writer’s Block retreat is the perfect romantic getaway for couples or writers and artists. It was selected as 1 of 11 finalists in the 2022 Airbnb Best Nature Stay for Aus & NZ. Set on 27 acres and surrounded by gums and chestnut trees, this private rural retreat is within a 10-minute drive to cafes, restaurants, shops, picturesque walks and the famous Puffing Billy. The Yarra Valley is only a 30-minute scenic drive to local wineries and farmers' markets. Fully functional kitchen and laundry.

'The Sett'. Your private luxury mountain retreat.

The Sett Finalist for Airbnb’s Best New Host 2025 award, The Sett is a private couples’ retreat in the Dandenong Ranges. Enjoy your own private entrance, a cosy gas fire, a luxury bathroom, and a welcoming space with large windows that frame the forest surrounds. Thoughtful touches make every stay special., including a delicious continental breakfast. To keep the retreat calm & carefree, The Sett does not include full cooking facilities. A kettle, coffee machine, and toaster are provided.

Merri Loft

Escape to Merri Loft, our charming sunlit cottage providing a cozy haven for relaxation and a perfect base to explore the Dandenong Ranges. Begin your mornings with a leisurely stroll to the delightful Proserpina Bakehouse before ventureing into nature with walking trails such as Sherbrooke Forest, Alfred Nicholas Gardens, and the iconic 1000 Steps. Alternatively, unwind indoors by the open fire, soak in the inviting bathtub, and luxuriate in the comfort of French linen sheets.

Cosy 2 Bedroom Cottage with spabath and fireplace

Welcome to our cozy 2-bedroom cottage. Nestled in a tranquil setting, our retreat is the perfect haven for those seeking a peaceful escape. The wood fireplace invites you to unwind, while the bedrooms promise restful nights. The spa bath adds a touch of luxury, and the backyard is perfect for morning coffee or evening chats. Whether you seek a romantic escape or family getaway, this cottage is a haven of comfort and charm, promising a peaceful experience. Pets are welcome.

Luxury Treetop Escape with a Garden Glasshouse

Fiesole Villa is set in a tranquil spot in the Dandenong Ranges. A short drive from the city to escape the hustle and rejuvenate amongst the trees. Enjoy a unique experience in our garden glasshouse. Tree stumps for chairs, enjoy a meal and the city lights. Enjoy the open fireplace, soak in the modern bath or enjoy fern filled walks at your fingertips. Glasshouse is available to hire for micro weddings, elopements, proposals and birthdays for an additional cost.

Sunrise Cottage (at Mont du Soleil Estate)

Sunrise Cottage part of the 'Mont du Soleil' Estate, located in Emerald on 40 acres, in the heart of the beautiful Dandenongs. A truly unique property inspired by the buildings & grounds of Provence & Tuscany. You’ll love the unique design & ambience of the property, the stunning views, peace and tranquility; yet less than an hour by car from Melbourne CBD. Featured on Neighbours Xmas special December 2024. Note: We host photoshoots but not in the Cottage.

Dingleigh of Sassafras - Reader's Cottage

A forest hideaway in the Dandenong Ranges. Nestled between ferns and maples, Dingleigh of Sassafras is one of the original cottages on the property, lovingly restored and updated. Walking proximity to Sassafras, local shops, famous gardens & the national park. Dingleigh and its gardens offer an ideal location for wedding preparations and small wedding ceremonies. Photo shoots and video locations are also available upon request.

Precinct Cottage (Olinda - Old Police station)

Stay in the heart of Olinda Village at the Old (heritage) Olinda Police Station. From the moment you step into the Cottage grounds you are surrounded by history and the sights and sounds of nature. All local attractions are only moments away. You can retreat to the cottage to enjoy the luxury accommodation and facilities, experience the local village or explore the great surroundings on your door step.

Villa with Lush Gardens, Spa & Fireplace

Welcome to Mountain Villa – Your Peaceful Getaway to relax and reset - Stunning greenery views from every room - Outdoor hot spa for relaxation with a glass of wine - Cozy indoor wood fireplace and outdoor firepit - Expansive gardens perfect for reading or unwinding - Fenced area for your pet to play & have fun - Short drive to cafes, restaurants, nature trails, and the townships of Olinda & Sassafras