House holiday rentals in Oakleigh

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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 $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 160 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • 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

  • 4.8 Average rating

    Oakleigh stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated house rentals in Oakleigh

Guests agree: These houses are highly rated for location, cleanliness and more.

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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
4.97 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.

Top Guest favourite
A comfortable living room features a brick fireplace with a lit fire, flanked by two armchairs adorned with soft blankets and cushions. A round coffee table sits at the center, presenting a warm and inviting space, while natural light filters through the shutters on the windows.
Home in Blackburn
4.99 out of 5 average rating, 143 reviews

Maple Cottage - Charming Home With Fireplace

Welcome to our sweet home nestled amongst the quiet leafy streets of Blackburn. A charming and inviting space to unwind with a warm cuppa or a glass of something special. Enjoy its character and spend your days relaxing by the fire or overlooking the garden, or visit Blackburn Lake, the local cafes, or the Yarra Valley wine region. And you’re only a short train ride away from Melbourne city! And once you finish your adventures, Maple Cottage is the perfect cosy place you’ll love to come home to.

Top Guest favourite
An open-plan living space features light wood flooring and large windows allowing natural light. A modern kitchen is visible, with stainless steel appliances and a small dining table for six. A comfortable sofa is positioned across from a TV stand with a plant, enhancing the welcoming layout.
Home in Abbotsford
4.99 out of 5 average rating, 126 reviews

Entire house + parking near MCG, city, everything

Homely, peaceful, private, spacious Victorian heritage cottage with your own secluded garden and carport, in a quiet neighbourhood conveniently close to everything Melbourne has to offer. Simply walk or tram/train/uber in minutes to the city centre, MCG, live music venues, theatres, galleries, gardens, parks and bayside beaches. Perfect work-from-home hub, and base for drives to regional and coastal Victoria. For an inner city Melbourne stay that is not an apartment or hotel look no further.

Guest favourite
Home in Prahran
4.97 out of 5 average rating, 126 reviews

Quiet Designer Home steps from High St & Hawksburn

Woodfull House is a an immaculate, luxury three bedroom house located in peaceful street and ideally situated on the green fringe between the happening Prahran/South Yarra precinct and Toorak/Armadale. Enjoy morning coffee in the private designer garden, cook in the fully equipped kitchen, and relax by the fireplace after exploring Melbourne. Unlike some inner-city stays, natural light fills every room. Generous living spaces and outdoor garden — ideal for families, friends or longer stays.

Top Guest favourite
An open plan living area features a spacious grey sofa adorned with colorful cushions. A striking staircase leads to the upper level, while large glass panels offer views of a lush indoor garden. Artistic wall decor and a patterned rug add character to the space.
Home in Richmond
4.96 out of 5 average rating, 103 reviews

Sherlock's Home - Magical Richmond Warehouse

Sherlock’s Home, a one-of-a-kind 1850s Cordial Factory warehouse conversion in the best part of Richmond (as featured on Broadsheet). Architecturally-designed to maximise openness, our bespoke house is over 4 levels, with 2 bedrooms (Master with king bed & ensuite), 2 lounge areas, single garage, & shaded northern patio. Our exclusive Melbourne location is unbeatable: - 100m to Church St - 200m to Bridge Rd - 750m to Swan St - 1.9km to Sports Precinct (MCG, Rod Laver Arena, AAMI Park)

Top Guest favourite
An open living space features a light-filled design with high ceilings and an exposed ceiling beam. A comfortable sofa is positioned next to a wooden media console, where a television is displayed. The kitchen area is visible in the background, showcasing modern appliances.
Home in Kew
4.89 out of 5 average rating, 110 reviews

Arranmore - a charismatic Terrace House

+ 5-7 mins walk to trams & buses + Tram 48 to the city stops at the MCG + 10 min walk to Tram 16 to St Kilda Beach + 5 min walk to closest supermarket + 5 min walk to High Street filled with cafes, restaurants, grocers, bakeries, retail and bottle shops + Visit Lyon Housemuseum + Visit Yarra Bend, Melbourne's largest natural bushland reserve, Yarra River & Dights Falls + Visit Studley Park Boathouse for dining or boat hire + Local golf courses + Close to Fitzroy, Collingwood and Carlton

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
4.98 out of 5 average rating, 163 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.

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, 151 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 favourite
A serene outdoor space features a gravel area with two modern chairs and a rustic fire pit, ideal for gatherings. Potted trees provide greenery, while the expansive view of the Yarra Valley and distant mountains stretches across the horizon under a clear sky.
Home in Lilydale
4.91 out of 5 average rating, 273 reviews

Yarra Valley Gateway Stay

On the doorstep to the Yarra Valley Wine region, this is a private home, vacated for your stay so you have the entire property to yourself. It is set on 1 acre in a quiet court and is popular with wedding & festival guests, family & pets stays, wine buffs and yarra valley explorers. Set atop a hill that offers the serenity of generous Yarra Valley views, the home is appointed to entertain. Pets are welcome including access to stables and electrobraid paddock.

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, 119 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.

Guest favourite
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, 100 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.

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, 344 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

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Avg. price$201 NZD$215 NZD$206 NZD$267 NZD$238 NZD$230 NZD$145 NZD$152 NZD$179 NZD$203 NZD$232 NZD$225 NZD
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