
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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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
Family-friendly home rentals with a hot tub

Mountain View Spa Cottage

The Beach House: Waterfront with Boat Mooring

Mountain Villa with Spa & Lush Gardens

Merri Loft

Yarra Valley Serenity House in Golf Country Club

Tranquil Retreat open plan overlooking bush land.

St Kilda Beach, Art Deco apartment.

Olinda Woods Retreat
Family- and pet-friendly home rentals

Groovy Studio

Casa di Amici in Kangaroo Ground

★★★ SPACIOUS GARDEN GROUND FLOOR APARTMENT

Quiet Designer Home steps from High St & Hawksburn

Melbourne Topview Villa Dandenong Ranges Australia

The Chambers - South Yarra Luxury and Location

Luxury Treetop Escape with a Garden Glasshouse

St Kilda/Elwood water views - Woy Woy One
Family-friendly home rentals with a pool

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

Orchards Private Retreat

*Private check in, studio+ensuite. Walk to train*
///ARCHITECTURAL HOME / BEACH /CBD / CAFE PRECINCT

Doncaster East Studio Apartment 舒适单间套房

4 Bedroom Home in the foot of Yarra Ranges

Stylish Apartment, Resort Facilities and Location!

Ultra-Luxe City Penthouse with Jaw-dropping Views
When is the best time to visit Oakleigh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,588 GYD | G$32,466 GYD | G$35,399 GYD | G$34,351 GYD | G$35,817 GYD | G$38,331 GYD | G$34,142 GYD | G$33,304 GYD | G$34,351 GYD | G$37,703 GYD | G$37,493 GYD | G$44,824 GYD |
| Avg. temp | 20°C | 20°C | 19°C | 15°C | 13°C | 11°C | 10°C | 11°C | 13°C | 14°C | 17°C | 18°C |
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- Monash University
- Royal Botanic Gardens Victoria





