Family-friendly vacation rentals in Pakenham

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Top-rated family-friendly rentals in Pakenham

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious living area features a modern fireplace at the center, surrounded by seating options including a gray sofa and a yellow armchair. Large windows allow natural light to brighten the room, with indoor plants and a patterned rug enhancing the inviting ambiance.
Home in Belgrave
4.97 out of 5 average rating, 191 reviews

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.

Guest favorite
A spacious bed with crisp white linens is adorned with two decorative yellow cushions. Framed abstract art pieces hang above the headboard, while small potted plants and illuminated branches flank the bed, adding a gentle touch of warmth to the ambiance.
Home in Pakenham
4.91 out of 5 average rating, 128 reviews

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.

Top guest favorite
A wooden tiny house is depicted next to a well-maintained grassy area, with blooming flowers and shrubs surrounding it. A cow grazes nearby, contributing to the rural ambiance. In the background, trees frame the scene against a clear blue sky.
Tiny home in East Warburton
5 out of 5 average rating, 284 reviews

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!

Top guest favorite
A bright entrance leads into a spacious living area furnished with blue sofas. Natural light streams through a doorway into a bedroom area, where a soft bed with patterned bedding is visible. Light wooden flooring extends throughout the clean, modern space.
Apartment in Beaconsfield
4.96 out of 5 average rating, 454 reviews

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.

Guest favorite
The entrance of Sunrise Cottage is framed by vibrant white flowers and lush greenery. Potted plants and a decorative urn are positioned near the doorway, while a cozy seating area is visible through the window, inviting leisurely moments in a tranquil setting.
Cottage in Kallista
4.92 out of 5 average rating, 356 reviews

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.

Guest favorite
A rustic doorway framed by natural stone greets visitors. A welcome mat is placed at the entrance, leading into a warm interior visible through the open door. Wooden chairs and a dining area are subtly hinted at inside, with natural light illuminating the space.
Barn in Gembrook
4.91 out of 5 average rating, 143 reviews

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.

Guest favorite
An open living space features a large picture window showcasing expansive views of rolling green hills. A cozy armchair accessorized with a throw blanket and decorative cushions is positioned beside a round ottoman. A wooden dining table with black chairs complements the warm atmosphere.
Farm stay in Strzelecki
4.93 out of 5 average rating, 423 reviews

Halcyon Cottage Retreat

Halcyon Cottage Retreat provides a modern take on Bed and Breakfast accomodation in Gippsland. It overlooks the Strzlecki Ranges offering the perfect escape to the country, or a 'home base' for out of town professionals. It's an easy drive from Melbourne, but you will feel a million miles away. Huge picture windows overlook Wild Dog Valley. You will feel on top of the world as you sit back and lose yourself in the never ending green hills and star- studded skies.

Top guest favorite
A calm outdoor area features a sparkling pool bordered by large tiles. A spacious lounge area is shaded by an umbrella, with cushioned seating and potted plants providing a relaxing atmosphere. The backdrop includes a modern structure with sliding doors that offer access to the interior.
Guesthouse in Black Rock
4.96 out of 5 average rating, 180 reviews

Black Rock Beach Escape - Pool, Beach, & Village!

A treasure in a fantastic location with great facilities - close to everything! This is an open plan unit with a seperate bathroom and a fully appointed kitchen that faces the pool and outdoor area. Seperated from the main house with private access and just 300m from the lovely Black Rock beach and 500m to black rock village restaurants, bars, and cafes. The coastal bike path provides over 30km's of safe cycling, and beautiful walks along the coastline tracks.

Top guest favorite
The exterior of the modern cabin features corrugated black siding and a covered porch area. An outdoor bathtub sits elegantly on the porch, alongside a small table. Soft lighting illuminates the space, framed by surrounding trees and natural foliage.
Tiny home in Kallista
4.94 out of 5 average rating, 335 reviews

The Cabin farm stay in Emerald Alkira Glamping

OUTDOOR BATH BLISS! Dreaming of the perfect weekend escape? This stunning, modern cabin 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!

Guest favorite
A charming cottage is framed by vibrant autumn foliage and lush greenery. The gravel pathway leads to the inviting entrance, accented by a stone feature. The peaceful surroundings highlight the natural beauty of the property in the Dandenong Ranges.
Cottage in Sassafras
4.95 out of 5 average rating, 102 reviews

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.

Guest favorite
A light-filled living area features a spacious sofa adorned with pillows and a coordinating coffee table. A wood stove adds warmth, while a television is mounted on the wall. Large windows provide views of the surrounding greenery.
Farm stay in Upwey
4.97 out of 5 average rating, 193 reviews

Harvest Homestead Farm & Flowers in the Dandenongs

Escape to this charming farmstay cottage in Upwey, at the base of Dandenong Ranges National Park, just 45 mins from Melbourne city. Located on the property is a regenerative micro flower farm, Ferny Creek, an enclosed permaculture orchard, vegetable gardens and a few farm animals. Perfect for families and nature lovers seeking a unique experience that combines the tranquility of a countryside retreat yet so close to Melbourne.

Guest favorite
Several friendly alpacas are seen walking across a gravel driveway, while ducks graze nearby. Lush greenery, including palm trees and hedges, frames the scene, creating a serene environment typical of a farm setting.
Farm stay in Wandin North
4.93 out of 5 average rating, 269 reviews

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.

Popular amenities for Pakenham family-friendly rentals

When is the best time to visit Pakenham?

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Avg. priceﺩ.ﺇ 665ﺩ.ﺇ 683ﺩ.ﺇ 712ﺩ.ﺇ 577ﺩ.ﺇ 588ﺩ.ﺇ 595ﺩ.ﺇ 599ﺩ.ﺇ 628ﺩ.ﺇ 602ﺩ.ﺇ 595ﺩ.ﺇ 595ﺩ.ﺇ 621
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Quick stats about vacation rentals that are family-friendly in Pakenham

  • Total vacation rentals

    Explore 40 vacation rentals in Pakenham

  • Nightly prices starting at

    Pakenham vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

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  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Pakenham vacation 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