
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.

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.

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.

Farmstay-Parkerfarmstay 1 of 2 Somerville Mton Pen
#Parkerfarmstay is a 11 acre hobby farm. We have 2 units on the farm PF1 sleeps 5 and PF2 sleeps 7. This one is cosy next to chickens/ducks, the other is larger + laundry next to the playground. Ideal for family or friend groups who want to stay together on the Mornington Peninsula. We are close to Beach, Wineries, Hot Springs, Big Goose, Dinosaur World,weddings, EnchantedMaze, Moonlit Sanctuary, Funky Farm, Hastings Marinas bring your boat! Check out latest happenings on #parkerfarmstay.

House of Friends in Kangaroo Ground
This private country retreat residence on a shared 25 acre hobby farm located within the Dress circle of Kangaroo Ground. Beautiful city views suround the home, kangaroos pay a visit most early mornings. Our paddocks are homes to horses, our roads welcome bike riders. The Beautiful Fondatas restaurant is only 2kms away, only 40 minutes from Melbourne CBD at the gateway to the Yarra Valley & it’s magnificent wineries, this farm home offers something for everyone. @casa.diamici on insta

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.

Sunrise Cottage (at Mont du Soleil Estate)
Sunrise Cottage part of the 'Mont du Soleil' Estate, located in Emerald on 40 acres, in the heart of the beautiful Dandenongs. A truly unique property inspired by the buildings & grounds of Provence & Tuscany. You’ll love the unique design & ambience of the property, the stunning views, peace and tranquility; yet less than an hour by car from Melbourne CBD. Featured on Neighbours Xmas special December 2024. Note: We host photo shoots on the property but NOT in the Cottage.

CHERRY ORCHARD CABIN - Yarra Valley FARM STAY
Nestled on a 30-acre working fig and finger lime orchard in the Yarra Valley, Cherry Orchard Cabin offers a peaceful retreat with fresh air and sweeping hill views. Just an hour from Melbourne, it’s perfect for exploring nearby wineries, many just a short drive away, and 2.5 km from the Warburton Rail Trail. The iconic Puffing Billy Railway and Healesville Sanctuary are also nearby, making it an ideal spot for nature lovers and those seeking a blend of relaxation and adventure.

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

The June at Birch Creek

Wildernest - Escape to Paradise

Olinda Woods Retreat

GreyGum Getaway fully renovated home in the forest

Merri Loft

Private Guesthouse. Pool. Spa. Tennis. Fire

Yarra Valley Serenity House in Golf Country Club

Mountain View Spa Cottage
Family- and pet-friendly home rentals

Quiet, quaint and private guesthouse.

Modern Studio with a View in Selby-Belgrave

Secluded Hideaway on the beach near Phillip Island

Modern Townhouse in Eden Rise Berwick opp Park

Farm stay at Farmhouse house on Jameson

Grasmere B&B Cottage

Tiny House on the beach near Phillip Island

M&M Green stay and gallery
Family-friendly home rentals with a pool

The Barn at Four Oaks Farm

Casa Frida Studio Moonlight cinema & pool

Hide n Seek in the Yarra Valley

Room With A View and a Spa

Lovely Yarra Valley farmhouse with beautiful views

Stonehill Retreat in the Yarra Valley!

Tranquil retreat and apartment in Mount Eliza.

Black Rock Beach Escape - Pool, Beach, & Village!
When is the best time to visit Pakenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $310 NZD | $319 NZD | $333 NZD | $269 NZD | $274 NZD | $278 NZD | $280 NZD | $293 NZD | $281 NZD | $278 NZD | $278 NZD | $290 NZD |
| 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 $51 NZD per night before taxes and fees

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Over 940 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Pakenham holiday rentals include Wi-Fi 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
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- West Melbourne Holiday rentals
- Brunswick Street
- Phillip Island
- Melbourne Central
- Crown Melbourne
- Melbourne Convention and Exhibition Centre
- Marvel Stadium
- St Kilda beach
- Rod Laver Arena
- Peninsula Hot Springs
- Melbourne Cricket Ground
- Sorrento Beach
- Queen Victoria Market
- Smiths Beach
- Sorrento Back Beach
- Puffing Billy Railway
- Melbourne City Centre
- West Side Place
- Royal Botanic Gardens Victoria
- AAMI Park
- Flemington Racecourse
- Melbourne Zoo
- Mount Martha Beach North
- Redwood Forest
- Somers Beach





