Family-friendly holiday rentals in Olinda

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.

Menzies Cottage

Menzies Cottage is an hour east of Melbourne & set high on a mountain-side in the beautiful Dandenong Ranges. Enjoy views out to the Wellington Road farmlands & Cardinia Reservoir. On a clear day you can see Arthur’s Seat, Port Phillip & Westernport Bays. Visit nearby Puffing Billy Steam Train, go bushwalking, feed the friendly farm animals or settle-in for a lazy afternoon before watching the sun set. The cottage is fully self contained & with your own private entrance, deck & enclosed garden.

The Maples - Gatehouse Luxury Bed and Breakfast

Named for the magnificent maples that grace this beautiful property, The Maples - Gatehouse is one of two luxuriously appointed apartments, perfect for a romantic getaway and is fully accessible. Just a short stroll from the cafes, restaurants and quaint shops of Olinda village, The Maples is ideally located to explore the stunning nearby Botanical Gardens and bushwalking trails. Afterwards, enjoy a glass of wine on your private deck, curled up by the fire or relaxing in your high back bath.

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.

Little House on the Hill

The Little House on the Hill at the eastern end of Warburton overlooks the chooks, the veggie patch, the orchard and across the valley to gorgeous 270° views. It is next door to the Big House, set on an acre that slopes down to the Yarra River. A great swimming spot on hot days and a good way to access the town and the rail trail (five minutes there, maybe ten minutes return - uphill). There are plenty of lovely walks nearby including the Aqueduct Trail that starts further up the hill.

Duck'n Hill Cottage (& EV charge station)

Built by eccentric artists in the 80's this quaint little mudbrick sits in the heart of the Yarra Valley surrounded by wineries, stunning gardens and views. Recently renovated for comfort with concrete flooring, new A/C, hot water system, renovated bathroom and numerous outdoor spaces. The kitchenette includes a coffee machine, kettle & facilities, air fryer, toaster, egg steamer, utensils, bar fridge & microwave. The perfect romantic getaway surrounded by nature.

Entire ground floor in the heart of Mt Dandenong

Enjoy the sunset over the surrounding hill then indulge in a luxurious spa under the stars or simply watch the abundanthe wallabies/deers/wombat that often graze on the grassy slopes at dawn and dusk. Have a delicious BBQ, then enjoy the fun of basketball and table tennis. Dozens of Cockatoos fly over the house at dusk. Lombardy poplar leaves on the drive way turn yellow in the fall, and don't forget to take photos with the incredible red maples at the front yard!

Vintage Caravan, Rainforest & Lyrebirds

Our 1959 vintage caravan is just 12ft long, best for a couple or two friends. Wake up to the sounds of Lyrebirds, enjoy a private walk in our rainforest gully and stroll around the garden, one of the best private gardens in the Dandenongs. Offering a minimum of one night stay for a quick getaway or to stay longer & enjoy the peace, light the fire pit, which is under cover, ideal if it's raining (made from a beer keg), and roast marshmallows.

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.

Mountain Ash

Welcome to Mountain Ash! Wrapped with a bank of windows with forest views and elevated cathedral ceilings, a full sized kitchen and a real wood fire, this space is suited for couples and families alike. Settle in and enjoy a wine or hot chocolate by the fireplace, or lose yourself amongst the natural forest surrounds, with plenty of shops and hiking spots nearby.

Picturesque mountain escape for 2

Enjoy a mountain escape amongst the trees. The perfect spot for a relaxing break, you will wake up to the sound and sight of nature. Short drive to several nature walks, 1000 Steps, and lookouts. Have brunch at the famous Miss Marple’s Tearoom or have lunch with panoramic views at Sky High cafe/restaurant.

Forest Retreat

On the doorstep of the Dandenong ranges, our 4 bedroom, 2 bathroom, newly renovated home comes with an outdoor shower, massage room, entertainment area and wood fire sauna amongst the trees. Enjoy forest therapy without a neighbour in sight for your holiday away. Follow us on IG @forestretreatupwey