House holiday rentals in Oakleigh

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Top-rated house rentals in Oakleigh

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Top Guest favourite
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
4.98 out of 5 average rating, 183 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 favourite
An open-plan living area features red couches arranged invitingly around a coffee table, with a grand piano visible in the corner. Natural light floods the space through large glass doors that lead to a private courtyard, enhancing the atmosphere of relaxation.
Home in Windsor
4.97 out of 5 average rating, 302 reviews

Space design luxury. Zinc house - urban oasis

Private and spacious ultra modern 2 Storey townhouse, minutes walk from the Windsor restaurants and cafes in Chapel Street. Relax on the big red couches surrounded by the art and music. Fully equipped kitchen. Classic Victorian dining table. Bedrooms boasting space, big comfy mattresses, quality linen, and fluffy doonas. Private courtyard. Easy parking. Easy access. Perfect living. Your host is the owner. Whether for pleasure, business or visiting friends the ultimate Windsor abode.

Top Guest favourite
A panoramic view of Melbourne's skyline at dusk showcases a vibrant spread of city lights against the darkening sky. The foreground features treetops framing the scene, while cable lines run across the image, connecting the natural and urban landscapes.
Home in Mount Dandenong
4.93 out of 5 average rating, 235 reviews

Luxury Home with a spectacular view

Luxury home on the top of Mt Dandenong Situated less than an hour from the Melbourne CBD, on the uppermost reach of the Dandenong Ranges, amid cool ferny glades and lush towering native forests. This is one of Mount Dandenong's premier getaway homes with majestic views to be experienced day or night over the Melbourne skyline. Walking distance to the famous SkyHigh Observatory and restaurant and a short drive to the mystical William Ricketts Sanctuary and The Dandenong Ranges Botanic Garden.

Guest favourite
A cozy living area features a curved, brown leather sofa and a green accent chair. A large, light-coloured rug sits under a wooden coffee table. Natural light fills the space through windows, complemented by a vibrant wall art piece and lush greenery from a nearby potted plant.
Home in Carlton North
4.94 out of 5 average rating, 125 reviews

Henry Sugar Accommodation

Self-check-in, free parking, super fast WiFi! Welcome to Henry Home - accommodation by Henry Sugar restaurant one of Melbourne's best wine bars in a heritage building. A beautiful self-contained 3-bedroom apartment that's been styled with furniture collected from around Melbourne, lovingly restored, and selected to give an experience that's both elevated and homely, modern and vintage. A stone's throw from the CBD, immersed in leafy green Rathdowne Village - a true Melbourne experience.

Top Guest favourite
The exterior of Yering Park Cottage is showcased, featuring a single-story structure surrounded by landscaped gardens. A gravel driveway leads to a garage, with a large tree and well-maintained hedges providing greenery. Blue skies create a serene backdrop.
Home in Coldstream
4.99 out of 5 average rating, 145 reviews

"Yering Park Cottage"

"Yering Park Cottage" is set in a private garden setting on 1/2 acre of landscaped gardens with beautiful rural and mountain views at the gateway to the Yarra Valley, only minutes from Coombe-The Melba Estate, Stones, Meletos, Yering Station, wineries and other attractions such as world class golf courses, restaurants, Healesville Sanctuary and township. Fully renovated offering excellent accommodation for up to 6 guests, large living/kitchen/dining area, separate toilet and laundry

Top Guest favourite
A cozy seating area features soft, circular floor cushions surrounded by natural wood accents. A modern wood stove provides warmth, while large windows allow ample natural light. A piece of artwork hangs on the wall, and a potted plant adds a touch of greenery.
Home in South Melbourne
4.97 out of 5 average rating, 155 reviews

Beautifully curated 2 bedroom home

This 100 year old workers cottage is all about bespoke interiors The walls and shelves filled with gorgeous art work, the home has specially sourced vintage pieces scattered everywhere, the beds are filled with luxurious linens and the lounge has a 3 seater couch you may never want to get up from. Centrally located, across the road from the South Melbourne Markets, walking distance to the Albert Park Lake and a quick tram trip to the CBD. Please note- no TV, so bring devices if needed.

Guest favourite
Home in Burwood East
4.91 out of 5 average rating, 120 reviews

5 Bedrooms Brand New Art Gallery •Walk to Shops

Welcome to your family-friendly home away from home. This modern and spacious villa is peaceful, secure, and filled with warmth. Just a 1-minute walk to Brickworks Shopping Centre, with Woolworths, Asian supermarkets, and 40+ shops for all your daily needs. Enjoy movie nights on a massive 100-inch screen, and wake up to a park outside your door each day, perfect for morning strolls and fresh air. it’s a space to relax, connect, and create lasting memories with your loved ones.

Top Guest favourite
Home in Fitzroy
4.99 out of 5 average rating, 198 reviews

No.63 on Brunswick St Fitzroy

No.63 is a newly refurbished Shophouse on Brunswick St, FITZROY The city is on your doorstep. Steps away from Gertrude St, a 10 minute walk from Smith St and a 15 minute walk to the MCG. Located above a design studio the space is curated for an exceptional stay. A modern take on heritage interiors. The large living & dining has a kitchen with cooking facilities. Large comfortable bedrooms face towards the rear of the property A courtyard has dining furniture

Top Guest favourite
A bright and inviting lounge area is presented, featuring a comfortable light-colored sofa adorned with yellow accent pillows. A small round table stands nearby, accompanied by a decorative throw blanket draped over a chair. Large windows allow natural light to fill the space.
Home in Williamstown
4.98 out of 5 average rating, 108 reviews

Stevedore by the Bay

Enjoy a wonderful getaway at this centrally located retreat in the heart of historic Williamstown. Located walking distance to the local cafe and restaurant scene, minutes from The Strand and Williamstown Beach, our 2 storey, two-bedroom townhouse offers city views, easy access to Melbourne’s CBD and all beautiful Williamstown has to offer. The interiors are stylishly decorated and features comfortable furnishings, a fully equipped kitchen, and modern amenities.

Top Guest favourite
A brightly colored entryway features a turquoise door leading into a long, narrow hallway. Light wooden flooring is complemented by a patterned area rug. Above, pendant lights provide illumination, while framed artwork adorns the walls, adding character to the space.
Home in Cremorne
4.98 out of 5 average rating, 203 reviews

Inner City Cottage - Stylish - Amazing Location

Stylish Victorian era (1902) cottage located on a quiet and tree lined street in one of Melbourne’s best located, inner-city pockets. Be spoilt for choice by a short walk to the eateries of Swan and Church st or a slightly longer stroll across the river to Toorak Rd. Sports and concert fans can stroll to the MCG or Rod Laver Arena, stopping at a wine bar along the way. Check out our guest book for a taste of things to do! #tennis #MCG #concert #ausopen #food

Top Guest favourite
A bright bedroom is presented with a spacious bed covered in a soft, neutral-colored blanket. Two bedside lamps illuminate the space, and wall-mounted artwork complements the natural light from the large window. Built-in wardrobes and a shelf with books enhance the room's functionality.
Home in Elsternwick
4.99 out of 5 average rating, 117 reviews

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.

Top Guest favourite
A spacious bedroom features a large bed draped with light linens, complemented by a patterned throw. Soft lighting is provided by a bedside lamp and an overhead chandelier. A floral armchair sits beside a wooden dresser, with large windows offering views of the landscaped garden.
Home in Olinda
4.95 out of 5 average rating, 328 reviews

Precinct Cottage (Olinda - Old Police station)

Stay in the heart of Olinda Village at the Old (heritage) Olinda Police Station. From the moment you step into the Cottage grounds you are surrounded by history and the sights and sounds of nature. All local attractions are only moments away. You can retreat to the cottage to enjoy the luxury accommodation and facilities, experience the local village or explore the great surroundings on your door step.

Popular amenities for Oakleigh house rentals

Quick stats about house rentals in Oakleigh

  • Total holiday rentals

    Explore 20 holiday rentals in Oakleigh

  • Nightly prices starting at

    Oakleigh holiday rentals start at $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 170 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Oakleigh holiday 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

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