Family-friendly vacation rentals in Oakleigh

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Oakleigh

  • Total vacation rentals

    Explore 20 vacation rentals in Oakleigh

  • Nightly prices starting at

    Oakleigh vacation rentals start at G$6,284 GYD per night before taxes and fees

  • Verified guest reviews

    Over 340 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Oakleigh vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oakleigh rentals

  • 4.7 Average rating

    Oakleigh stays receive an average rating of 4.7 out of 5 from guests

Top-rated family-friendly rentals in Oakleigh

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

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Top 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, 197 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.

Top guest favorite
A welcoming entrance reveals a modern cottage surrounded by lush greenery. Double gates open to a gravel drive leading to a charming facade. Sunlight filters through the trees, creating a warm ambiance, while a gentle plume of smoke rises from the chimney.
Home in Sassafras
5.0 out of 5 average rating, 101 reviews

Private cottage in 1/2acre forest Dandenong Ranges

Proudly 5 star rated, "Eurella" awaits you in the heart of the Sassafras forest. Set on vast sweeping land, this newly built cottage has a luxury vibe including many double glazed windows that are perfectly framed to take in the private enchanting garden and forest. Other luxuries included are wall mounted TVs/heat, ceiling fans, split system, open fireplace, stone benchtops, latex queen mattresses, separate kitchen/pantry, European laundry, window seat looking over the Sassafras gully and more.

Guest favorite
A welcoming dining area features a light-colored table surrounded by white chairs. A grey sofa extends along one side, complemented by decorative cushions. Natural light filters through the large bay window adorned with balanced blinds, enhancing the cozy ambiance of this open space.
Apartment in Clayton
4.95 out of 5 average rating, 153 reviews

Conveniently located Cosy Apartment

A cosy self contained Unit with separate entrance in a quiet and safe location. Exempt from Vic Govt Tax. Short walk to Monash Medical/Children's Hospital, 2 km to Monash Campus & Heart Hospital. Double Beds in both rooms and BIR's & Ceiling Fans and it's own Central Heating to keep you warm in colder months. Easy access to public transport with bust top on top of the street and 10 mts walk to Huntingdale Station and 10 minutes drive to Chadstone Shopping centre. Unit is connected yet private.

Guest favorite
An outdoor patio area features a dining set with multiple chairs arranged around a long table. A pool is visible, set behind a glass barrier, surrounded by wooden decking. Lush greenery provides privacy, while the sky above is partly cloudy.
Tiny home in Camberwell
4.91 out of 5 average rating, 227 reviews

Loggia in Leafy Camberwell

The Loggia is a standalone bungalow with Queen-sized bedroom; en-suite bathroom; combined kitchen/living room, large flat-screen TV. Private access via driveway. Walking distance to Train / Tram. - Approximately 30 mins to MCG / CBD via Train. - About an hour via Tram as stops every few blocks. Safe parking on quiet leafy street. Great Cafes/Restaurants within easy walking distance. Booking includes provision of initial breakfast supplies, shampoo/conditioner; hairdryer; iron/board, etc.

Guest favorite
An open plan living space features wooden floors and high ceilings with exposed beams. A cozy fireplace stands beside a comfortable bed, and a hand crafted kitchen is visible in the background. Natural light filters through wooden blinds, illuminating the space.
Apartment in Armadale
4.92 out of 5 average rating, 342 reviews

Studio 1158

Loft apartment newly renovated tucked away behind High Street; renowned for designer brands, galleries and antique shops. The apartment is sleek, quiet, liveable and maintains total privacy. It is the ideal blend of design and comfort. Perched up looking over a lush garden, this open plan light filled space is equipped with a hand crafted kitchen, a cosy fireplace and a slick bathroom. Close to Lune (croissant), Victor Churchhill, Alberts Wine Bar, Leaf grocery store, and Moby for coffee.

Guest favorite
An expansive covered deck features a wooden floor, comfortable seating arrangement, and a dining area. A barbecue grill is located beside a large white fridge. Natural light filters through large windows, creating a bright and airy atmosphere, perfect for gatherings.
Apartment in Mount Waverley
4.88 out of 5 average rating, 282 reviews

Tranquil Javanese Studio and Pond!

No service/Cleaning Fees, EV Charger, Study the Antique Javanese Garden Wall or meditate by the calming fishpond. BBQ on the covered deck, also a perfect place for catching some morning rays, shared area. Settle back with a book from the well-stocked shelves. A fully self-contained Studio Apartment for two, set at the rear of a suburban block offering a comfortable, tranquil and memorable experience - you won't be disappointed! FREE Wi-Fi & off-street-Parking. LONG TERM Discounts apply.

Guest favorite
A spacious bedroom is highlighted by a striking tree-patterned feature wall. A large window allows natural light to illuminate the room and offers a view of the private outdoor space. A comfortable bed is paired with decorative pillows, and a small desk is present in the corner.
Villa in Carnegie
4.76 out of 5 average rating, 159 reviews

Renovated private unit & courtyard. Near transport

Updated light filled apartment in quiet residential street. Super convenient location to shops, cafe and parks. This unit is free standing, and is privately tucked away at the rear of our home. Public transport including tram, train and bus a short walk away. We are located just one train stop to Caulfiled Monash University, and a short bus ride to bus interchanges at Chadstone Shopping Centre and Oakleigh. Parking is freely available on the street with no time restrictions in place.

Guest favorite
A small courtyard is illuminated with warm string lights, showcasing a wooden bench and a folding table with two chairs. Greenery surrounds the area, creating a relaxed atmosphere. The entrance features a dark gate, providing a sense of privacy.
Guesthouse in Bentleigh
4.92 out of 5 average rating, 130 reviews

Quiet, quaint and private guesthouse.

This recently renovated guesthouse is separate to the main house. • Entire guesthouse is yours • Pet friendly • Large open living area • Your own private entrance & driveway It’s private and very quiet, which makes it the perfect retreat for a family or a group of friends. Bedroom 1 has a queen bed, bedroom 2 a double bed and the living room has a large comfortable sofabed. The kitchen is fully equiped & the living room opens up to a large al fresco area - perfect for entertaining.

Superhost
The modern kitchen features sleek cabinetry with ample storage and a spacious black countertop. Stainless steel appliances are visible alongside a breakfast bar with three stools. Natural light fills the area through a window, complemented by a fresh fruit bowl on the countertop.
Home in Bentleigh
4.86 out of 5 average rating, 152 reviews

Edwardian charm, Resort living

Four Bedroom, huge living areas combine with superb landscaped garden including pool and putting green. Close to Brighton beaches, and easy walking to public transport and shops. A perfect location to explore Melbourne's famous sand belt golf courses .pet friendly, welcome hamper.everything supplied.10 minute walk to rail and tram, 20 minute trip to CBD melbourne. surrounded by parks and golf courses.unlimited internet and cable tv with surround sound .all rooms heating and aircon.

Guest favorite
A modern living area is centered around a light grey sofa, adorned with decorative cushions featuring plant motifs. In the background, a dining table is visible, accompanied by stylish chairs. Large windows allow natural light to fill the space, enhancing the sense of openness.
Townhouse in Glen Waverley
4.88 out of 5 average rating, 276 reviews

Entire two bedrooms townhouse in Glen Waverley

Central location in glen Waverley and close with everything. A few minutes away from Brandon Park, The Glen shopping centre, Glen Waverley train station, Direct bus to Monash Uni, Monash hospital. Two Master bedrooms with own bathrooms, toilet and fully facility. Nice, quiet and comfortable. Laptop friendly workplace. Heating and cooling reverse cycle split aircon in own room. Bathroom essentials, towels, body wash, shampoo, hair dryer and much more.

Superhost
A cozy studio apartment features a spacious bed with layered bedding against a neutral wall. A green couch is positioned nearby, alongside a small dining table with a linen tablecloth. Large glass doors provide natural light and a view of the outdoor space.
Guesthouse in Bentleigh East
4.84 out of 5 average rating, 164 reviews

A perfect location granny flat

Keep it simple at this peaceful and centrally located place. Convenience public transport to the major hotspots of whole city. Enjoy a fast connection to the Chadstone and Southland, no more jams in traffic. Close to the Karkarook Park and some most beautiful and welcome golf club, such as Yarra Yarra and Commonwealth. At mean time, 15 mins to Mentone Beach and you are on the fast lane to beach life of Mornington Peninsula.

Guest favorite
A modern living area is highlighted by a spacious, light-colored sofa and a round black coffee table. A large television is positioned on a wooden media console. Natural light fills the room through expansive glass doors that open to the outdoor space, creating a welcoming ambiance.
Home in Bentleigh East
4.9 out of 5 average rating, 108 reviews

Modern townhouse

Welcome to our newly renovated townhouse in Bentleigh East. Sleeps up to 5 guests with 2 bedrooms and a study configured as an extra bedroom. Modern interior, fully equipped kitchen, and stylish living area. Nestled in a vibrant neighborhood, just moments away from the renowned Chadstone Shopping Centre, a shopper's paradise, where you can indulge in a world of retail therapy, restaurants and entertainment options.

Popular amenities for Oakleigh family-friendly rentals

When is the best time to visit Oakleigh?

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Avg. priceG$39,588 GYDG$32,466 GYDG$35,399 GYDG$34,351 GYDG$35,817 GYDG$38,331 GYDG$34,142 GYDG$33,304 GYDG$34,351 GYDG$37,703 GYDG$37,493 GYDG$44,824 GYD
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