Family-friendly holiday rentals in Pakenham

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.

Stylish unit with all the comforts of home

✨⭐️ Welcome to Pakenham ⭐️✨ Designed for families, friends, or small groups, our 2-bedroom unit offers all the comforts and conveniences of a real home, perfect for both short stays and extended visits. Nearby attractions include Gumbuya World (15 min) and Puffing Billy Railway (25 min) — ideal for family outings. You’ll also find the Mornington Peninsula, Yarra Valley, Phillip Island, and Melbourne CBD all within an hour’s drive — perfect for day trips if you need ideas to fill your calendar.

Vintage Caravan, Rainforest & Lyrebirds

Our 1959-vintage caravan is just 12ft long, best for a couple or two friends. At a pinch, two children could sleep in the king single bed; see the photos and description further down. 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 one-night stay for a quick getaway, or stay longer & enjoy the peace, sit by the fire - made from a beer keg, and roast marshmallows.

The Chapel, Villa Maria Circa 1890 Eco Friendly

Villa Maria Beaconsfield Circa 1890 This charming old homestead and country chapel, 100 metres from the Old Princess Hwy (train station 15 min walk, Monash Fwy close by) is ideally located on the gateway to Gippsland. This open aired chapel added to the main homestead 100 years ago, is attached to the main house. A beautiful relaxing space, which has its own private entry and is locked separately from the main house. Situated on a rise, in a quiet court with open garden views. Parking available.

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.

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 Cabin farm stay in Emerald Alkira Glamping

OUTDOOR BATH BLISS! Dreaming of the perfect weekend escape? This stunning, modern cabin (ranked #2 on Airbnb’s most wish-listed stays!) is the kind of place that steals your heart the moment you arrive. Sink into your outdoor bath under the stars, surrounded by mountain air and serenity. With stylish interiors, a fully equipped outdoor kitchen, a separate shower and bathroom area, and friendly animals, it’s the ultimate cozy retreat, just an hour from Melbourne CBD. An unforgettable getaway!

Duck'n Hill Barn (& EV charge station!)

Watch miniature highlands, geese on the dams & stunning sunsets across city views from rocking chairs on The Barn's private deck. Perfect for romantic getaways, family retreats, micro weddings & bridal parties. Whatever the agenda you won't want to leave! A fabulous location within minutes drive to ideal Yarra Valley attractions such as the Yarra Valley Chocolaterie, Yarra Valley Dairy, Panton Hill Hotel, Coldstream Brewery, Rochford, Healesville Sanctuary & Four Pillars Gin Distillery.

Country Vineyard Escape/Fire Pit/Sleeps 12

The perfect country escape for wedding prep, group getaways and winery weekends. Sleeps up to 12 next door to Cannibal Creek Vineyard with direct access, and just 7km from Gumbuya World. Gather around the outdoor fire pit, enjoy long lunches on the verandah overlooking established gardens, and wake up to peaceful rural views — all just 2.5km from the M1 for an easy drive from Melbourne. The home has 4 bedrooms (4th doubles as 2nd living) 2 beautiful bathrooms plus a third toilet.

The Workshop @ Kilfera

Looking for a weekend getaway or simply a place to lay your head after a busy day of catching up with family and friends? Come and stay at the Workshop@Kilfera on the fringe of Melbourne. A fun, unique and quirky suite for two on a private property in beautiful Harkaway, only minutes from restaurants and tourist attractions. Enjoy the peaceful setting surrounded by gorgeous nature. Listen to the birds chirping and the rustling of wind through the 100 year old Cypress trees.

Tanglewood Cottage Wonga Park

Escape the city: Now with wifi !! A gorgeous provincial-style stone cottage on the outskirts of Melbourne is the perfect easy get away for couples and families. Stay in a picturesque rural setting with access to fabulous gardens where you can relax and enjoy the tranquil surroundings. You will feel miles away in the country but still close to shopping and the Yarra Valley. Very well appointed and has everything you need for a wonderful getaway. Photos are captioned -

Barn with free Breakfast

Nestled on 10 acres in Gembrook, this private barn is spacious & exudes rustic charm. Within an hour's drive of Melbourne, you'll stay amongst gums where the birdsong is often the only sounds you'll hear. Native wildlife is abundant and often passing through. The township of Gembrook is only a 5 minute drive & boasts fine dining at the Independent, cafes, and more. Puffing Billy is a regular visitor to the railway station. Free cooked breakfast inc in your stay.