
Family-friendly holiday rentals in Pakenham
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Top-rated family-friendly rentals in Pakenham
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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.

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.

Tranquil hideaway - escape to the rainforest
Welcome to Steep Creek Retreat, a peaceful oasis. You'll be treated to a warm and comfortable 3 bedroom house nestled in the rainforest, with views of Belgrave Lake Park, trees and ferns, possums, birds and the most wonderful forest sights and sounds. Feed rainbow lorikeets on the verandah, sit by the fire, relax in the bath, scramble down to the park and Monbulk Creek walks, or stroll to Puffing Billy or Belgrave's bands, bars and night life. When you're here, it feels like another world.

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.

Modern Townhouse in Eden Rise Berwick opp Park
This townhouse is perfect for small families or couples, in a peaceful, leafy location opposite a park, ideal for walks & picnics. Car not needed, as shopping mall 'Eden Rise' is next door and Zagames including MPD steak kitchen is walking distance away. If you do have a car, a fully enclosed & secure 2 car garage is available. The house is close to hospitals such as Casey & St John of God and close to Berwick Village where there's great restaurants, boutiques & Botanical Gardens to explore.

Hide n Seek in the Yarra Valley
If you are looking for that special place to stay, this is it. Hide n Seek offers a spectacular architectural designed home in a quiet court located just a short walk from the Healesville township. From the infinity pool, to its gorgeous panoramic views from every level, this place ticks all the boxes. Whether you are coming as a group or couple, this home accommodates for all scenes. The house offers climate control and a cosy wood fire. If your looking to hide or seek, this is the one..

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.

Cloud house
With breathtaking views overlooking Mount Victoria, this 1950s home has been lovingly restored and modernised into an open plan, bright space. Only a few minutes walk to the Main Street of Warburton, you can stroll into town or just sit on the large deck and listen to the many birds in the surrounding trees. An open kitchen with German appliances, a wood heater for cozy nights and a king bed for watching the many cloud formations that drift by makes this getaway so memorable.

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.
Popular amenities for Pakenham family-friendly rentals
Family-friendly home rentals with a hot tub

Mountain Farm Retreat - The Cottage

Wildernest - Escape to Paradise

Olinda Woods Retreat

Villa with Lush Gardens, Spa & Fireplace

Private Guesthouse. Pool. Spa. Tennis. Fire

Merri Loft

Yarra Valley Serenity House in Golf Country Club

OCEAN-FRONT | Kids Pet Friendly | Pool Spa Bar Gym
Family- and pet-friendly home rentals

Secluded Hideaway on the beach near Phillip Island

Seaford Sands - Across from beautiful Secret Beach

Lovely Yarra Valley farmhouse with beautiful views

Farm stay at Farmhouse house on Jameson

The Snow Globe Suite - Scrumptious Couples Retreat

M&M Green stay and gallery

Luxury Treetop Escape with a Garden Glasshouse

The Canopy House, Healesville. Yarra Valley.
Family-friendly home rentals with a pool

4 Bedroom Home in the foot of Yarra Ranges

Bayview Luxe Entertainer | Pool & World Class View

The Barn at Four Oaks Farm

Casa Frida Studio Moonlight cinema & pool

Best-views Healesville - house with pool (5- bed)

Stonehill Retreat in the Yarra Valley

Tranquil retreat and apartment in Mount Eliza.

Hurstbridge Haven
When is the best time to visit Pakenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £135 | £139 | £145 | £117 | £119 | £121 | £121 | £127 | £122 | £121 | £121 | £126 |
| Avg. temp | 21°C | 21°C | 19°C | 15°C | 12°C | 10°C | 10°C | 11°C | 12°C | 14°C | 17°C | 19°C |
Quick stats about holiday rentals that are family-friendly in Pakenham

Total holiday rentals
Explore 40 holiday rentals in Pakenham

Nightly prices starting at
Pakenham holiday rentals start at £22 per night before taxes and fees

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Over 940 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Pakenham holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pakenham rentals

4.6 Average rating
Pakenham stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Melbourne Holiday rentals
- Yarra River Holiday rentals
- South-East Melbourne Holiday rentals
- Gippsland Holiday rentals
- South West Holiday rentals
- Southbank Holiday rentals
- Canberra Holiday rentals
- Docklands Holiday rentals
- St Kilda Holiday rentals
- Apollo Bay Holiday rentals
- Launceston Holiday rentals
- West Melbourne Holiday rentals
- Chapel Street
- Phillip Island
- Crown Melbourne
- Melbourne Convention and Exhibition Centre
- Marvel Stadium
- St Kilda beach
- Rod Laver Arena
- Sorrento Beach
- Peninsula Hot Springs
- Melbourne Cricket Ground
- Queen Victoria Market
- Smiths Beach
- Sorrento Back Beach
- Puffing Billy Railway
- Royal Botanic Gardens Victoria
- AAMI Park
- West Side Place
- Flemington Racecourse
- Mount Martha Beach North
- Melbourne Zoo
- Werribee Open Range Zoo
- Palais Theatre
- Gumbuya World
- Somers Beach





