
Family-friendly holiday rentals in Caulfield South
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Top-rated family-friendly rentals in Caulfield South
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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.

Delightful self contained cottage
The cottage is self contained and is a well designed space that accommodates a queen sized bed, bathroom and a separate study and is set in an enchanting cottage garden. The well equipped kitchen is in a separate space though part of the cottage and is accessed by its own door from the decking, so you don't have far to go. In the morning lorikeets and other wild birds come to feed and you will be awoken to the romantic sound of birdsong. During spring and summer the garden is at its loveliest.

Art Deco Inspired 2 bedroom House Wifi & Parking
There are many reasons to stay at Gardenvale Cottages, here's just a few: Comfortable and clean 2 bedroom house. Spacious and stylish space. Comfortable Beds Smart TV and Wifi Full kitchen and Laundry facilities Books and Games for kids and adults Free parking in your own driveway Quiet, Private, secure surroundings. No internal stairs or lifts to navigate Fantastic Location with easy access to public transport, car hire and walking/cycling tracks. Short walk to amazing restaurants and cafes.

Couples retreat, walk to racecourse & Monash Uni
Our apartment is beautifully appointed and ideal for couples on short or longer stays. Close to trams and trains, walking distance to Caulfield racecourse and Monash Uni Caulfield campus. Only 20 minutes by train to the city, the location is perfect for both holiday and business guests. We are happy to be on hand or leave you to your own devices. There is a secure key safe at the front door of the apartment. Please ask us if you require a kosher kitchen as we can provide everything you need.

Stylish Park View 2B2B NETFLIX+Carpark+Wifi
A brand new park side luxury apartment in an ideal location. Situated directly opposite Caulfield Park with Trams 3, 3A, 16, 64 at your doorstep, walking distance to supermarket, cafes, restaurants and Malvern station. 2 Bedrooms 2 Bathrooms Secure Undercover car park NBN(50MBPS) 55" 4K LED TV NETFLIX Furnished with all amenities Large Balcony with 270 degree park view Laptop friendly desk By Car/Taxi CBD 12 mins St.Kilda 7 mins Chapel St 5 mins Chadstone SC 7 mins Monash Caulfield Uni 3 mins

*Private check in, studio+ensuite. Walk to train*
Private entrance - come and go as you please! Elsternwick location: - 🏬 600m walk: Gardenvale 🚂 Station, cafes, stores, laundromat - 🚂 18 min to Flinders St Station - 🚌 30 min to Monash University - 🚘 Car Rental (5 min walk) - 🏖 2.5km to Elwood Beach, 3 rail stops to Brighton Beach Amenities: 🛌 1 xQueen sized bed 🛀 Private bathroom with rain-shower 💻 Desk & unlimited Wifi 🏊 Access to heated pool in summer. ☕️ Kettle, mugs, coffee & tea making facilities, (no kitchen nor laundry)

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.

Classy & Spacious 2 Bedroom, 2 Bathroom (En Suite)
Featuring 2 bedrooms and 2 chic bathrooms (one as an En Suite) both equipped with rain shower. Alfresco dining, Miele kitchen appliances, large integrated fridge & split system air-conditioning. Setback to the rear of the building and with double glazed windows, offering a super quiet oases. Located in the heart of Elsternwick, the city and beach are within 15-20 minute travel time. Cafe's, shops, restaurants & public transport are all within a 2 minute walk.

Charming Victorian Getaway with Outside Images
This beautifully renovated Victorian terrace is bright clean and welcoming with all the modern comforts. It is in the heart of Elsternwick in a quiet tree lined street. Only a 1-2 minute walk to Cafe’s , restaurants and shops. Public Transport is very close with the tram about a 2 minute walk or the train an 8 minute walk. By train you will be in the city centre in 16 minutes. Two $12 Myki(public transport cards) are also provided for your use.

St Kilda/Elwood water views - Woy Woy Two
Located in the iconic modernist Woy Woy building on Marine Parade, this renovated apartment is perfect for those looking for more than a hotel room. Enjoy the close proximity to St Kilda's Acland Street & Elwood's vibrant Ormond Road Village. Close to city transport Woy Woy 2 is the perfect base for holidays or business travel looking for a lifestyle location. Stay here and live like a local. (Sorry no cats please).

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.

Modern, stylish, 2 Bedroom, 2 Bathroom apartment.
Welcome to our stylish ground floor apartment in the heart of Elsternwick. Within a few minutes walk to the Glenhuntly Road shopping precinct you will be spoiled for choices in cafes, restaurants, bars, shops and Cinema. With a train and tram at your doorstep, you can be in the heart of Melbourne in under 15 mins this is the perfect place for a weekend getaway, a work trip or even an extended stay.
Popular amenities for Caulfield South family-friendly rentals
Family-friendly home rentals with a hot tub

Amazing Views @ Heart of Melbourne on 62nd floor

Period Cottage in St Kilda

Stylish Central Terrace with Natural Wood Fire

Merri Loft

Yarra Valley Serenity House in Golf Country Club

Mountain View Spa Cottage

Spacious and cozy 3 bedroom home

Fully renovated 3 bedroom apartment
Family- and pet-friendly home rentals

New York Converted Warehouse Apartment in Richmond

*2bedroom Brighton 10 mins to beach 15 mins to CBD

20% Off: Spacious & Cozy Holiday tiny house
Beachfront Oasis with Private Courtyard

King bed,Ideal for long /short term stays Richmond

Pet friendly bed garden apartment next to St kilda

Newly Renovated 2 Bedrooms Bentleigh Retreat

Stunning themed house in prime location
Family-friendly home rentals with a pool

Stunning Executive South Yarra 1 B/R Queen Bed

Lv56 Melb Central Luxe Sky Suite
///ARCHITECTURAL HOME / BEACH /CBD / CAFE PRECINCT

Port Melbourne Beachsider Princes Pier

Stylish Apartment, Resort Facilities and Location!

LIGHT FiLLED Corner Apartment Gym, Pool + Sauna

St Kilda Stunner - Rooftop Infinity Pool + Parking

Comfortable and convenient plus parking available
Quick stats about holiday rentals that are family-friendly in Caulfield South

Total holiday rentals
Explore 20 holiday rentals in Caulfield South

Nightly prices starting at
Caulfield South holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 240 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Caulfield South holiday rentals include wifi access

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

4.8 Average rating
Caulfield South stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Melbourne 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
- Sorrento Beach
- Melbourne Cricket Ground
- Queen Victoria Market
- Smiths Beach
- Sorrento Back Beach
- Puffing Billy Railway
- Melbourne City Centre
- Torquay Beach
- Geelong Waterfront
- Royal Botanic Gardens Victoria
- West Side Place
- AAMI Park
- Flemington Racecourse
- Melbourne Zoo
- Mount Martha Beach North





