Family-friendly holiday rentals in Pakenham

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.

Tiny Home Farm Stay Converted Cosy Container

Have your own unique tiny home experience in this converted shipping container with large decking and outdoor area 2 night min stay weekends (Fri to Sun) Available 7 days a week Located in the foothills of the Dandenong ranges, close to many tourist attractions including Puffing Billy The site is shared with the owners dwelling, but you will still get the spacious feel as the 2 dwellings are set far apart Nestled on a 6.5 acre farm that houses an array of friendly farm animals No Children Policy

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.

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 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.

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.

One bedroom studio apartment in Ferntree Gully

This cosy self contained apartment is located just 5 minutes by car from the iconic 1000 stairs and just a 15 minute walk to ferntree gully train station. New listing with tv, heating and wifi. On street parking. Please note unfortunately we couldn't get more ceiling clearance when we renovated so if you are over 195cms tall this might not be the ideal place for you. Even without ceiling fans! Secure digital door lock with new code generated for each new guest for peace of mind.

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.

The Poplars Farm Stay

Escape the city's hustle and bustle and unwind among wildlife and magnificent rural scenery. The Poplars is a beautifully restored 1930s pioneers’ cottage, set on a private farm with acres of serene gardens, towering Manna Gums, and abundant wildlife! From the moment you arrive, let your holiday begin effortlessly with one of our locally curated hampers—designed to help you settle in quickly, indulge in a gourmet breakfast, or celebrate a special occasion in style!

By the Vineyard Stay/Large Cottage/Sleeps 12

Lovely large rural cottage, large verandah, outdoor eating area & well kept gardens. 2.5kms from M1. Next door to Cannibal Creek winery with direct access. 7km to Gumbuya World, 6km to Pakenham Race track. 4 bedrooms.4th bedroom is also a 2nd Living area. Two stunning bathrooms. Large laundry with 3rd toilet, Two evaporative & reverse cycle aircons, wood heater, electric oven, dishwasher & 60 & 65inch TV's. Free Wireless Internet. Enjoy the country feel

Langwarrin Luxury Lodging

Super clean lodge, classy safe area, private access, fully equiped Kitchen, Laundry/wash line, Internet, smart TV and private courtyard / bbq. Enjoy the incredible beaches, cafes and winery’s on offer, just a short drive to the Mornington Peninsula. Village Cinema/Restaurants & Karingal Shopping Hub 3km. Frankston Hospital 12min drive. Peninsula Private 1km. A family of 4 live above Lodge. Both spaces are private, only the driveway is shared.