Family-friendly vacation rentals in Pakenham

Take in Valley Views from a Comfortable Guest Suite

Relax in comfort in this elegant, well-situated 1930’s home. Pour a glass of wine, light a fire, and enjoy the fresh air and surrounding forest setting from total privacy in the cosy living room before retiring to the spacious bedroom. Bottom floor of old hills house. Entire ground floor Available when needed. The home is located near Belgrave Township, close to the Puffing Billy railway and just a short drive from the gorgeous towns of Sassafras, Olinda, and Mt. Dandenong. A lovely English-style tavern with live music sits at the end of our quiet street. Killlik Rum distillery is also at the end of the street for food and cocktails. Parking out front on road (cul de sac) Bus stop on corner to access hills towns Belgrave station 10 minutes walk Steps up to the house. Two cats live on property (Buddy & Braveheart) but probably wont impact on guests unless they are cat lovers!

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.

Leith Hill Tiny House | Warburton Mountain Views

Leith Hill Tiny House is a home away from home for anyone looking to relax & unwind, surrounded by gorgeous scenery & mountain views. Relax with a good book on the day bed or a coffee or a wine on the front deck; and then finish off the evening getting toasty by the outdoor fire watching the sun set over the mountains. You can pat our friendly cows, see the new lambs, get a visit from our resident kookaburras, king parrots, rosellas & cockies during your stay- or even a wombat on some nights!

The loft, 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 13 min walk, Monash Fwy close by) is ideally located on the gateway to Gippsland. This open aired apartment is craftsman built, detailed and has architectural shaped ceilings. A beautiful relaxing space, which has its own parking, private entry foyer and is locked separately form the main house. Situated on a rise, in a quiet court with open undulating views.

M&M Green stay and gallery

A cozy guest suite, beautifully designed for unique and inspiring stay. its ideal for a couple, and situated on the ground floor, completely privet, and divided by acoustic wall. It’s in the heart of our native garden available for you at all times. There are loads of amenities listed, have a look at what your stay can look like. Heating and cooling via our A/C And There are musical instruments to enjoy. Use the hammock, fire pit or a privet bbq area. Wi-Fi and Streaming available.

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.

Dandaloo Luxury Escape short drive to Yarra Valley

Dandaloo Luxury Escape is a self-contained 2-bedroom house set in the grounds of Dandaloo homestead, circa 1890s. It has been tastefully renovated and built to take in the ambiance of surrounding gardens and natural bush. Each morning of your stay you can begin the day by enjoying a leisurely breakfast on one of the 3 decks, using the quality provisions left for you in the fridge. Later you can relax in the outdoor bath on the back deck and maybe see kangaroos or king parrots.

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.

Bus in Toomuc Valley

Full size Sydney yellow bus converted in style. A comfortable bed, with self contained kitchen, refrigerator, TV, couch, laundry, and. great for horse enthusiasts. Small paddock beside bus for your horse. Ride through to Chambers Reserve and the many horse trails. Enjoy farm life, complete with baby wombats to feed. Every cent of funds go to the wildlife Shelter. Peaceful bush surrounds, perfect for artists, nature lovers, and good old relaxing.

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.

Mary's Wonderland

Welcome to our charming farm stay nestled in the beautiful Wandin East, the perfect launching pad for exploring Yarra Valley and Dandenong Ranges. Take a break from the hustle and bustle of city life and let the calm of our farm stay soothe your soul. Come experience the beauty of Wandin East and create memories that will last a lifetime.