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Holiday houses in Oakleigh

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Top-rated holiday rentals in Oakleigh

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Top Guest favourite
An entrance area features a warm decorative arrangement, including a wooden table adorned with blue and white porcelain vases and a floral display. Soft lighting highlights a colorful artwork on the wall above the table, while a staircase with ornate railing leads to the upper level.
Guest suite in Belgrave
4.92 out of 5 average rating, 430 reviews

Take in Valley Views from a Comfortable Guest Suite

Relax in comfort in this elegant, well-situated 1930’s home. Pour a glass of wine, light a fire, and enjoy the fresh air and surrounding forest setting from total privacy in the cosy living room before retiring to the spacious bedroom. Bottom floor of old hills house. Entire ground floor Available when needed. The home is located near Belgrave Township, close to the Puffing Billy railway and just a short drive from the gorgeous towns of Sassafras, Olinda, and Mt. Dandenong. A lovely English-style tavern with live music sits at the end of our quiet street. Killlik Rum distillery is also at the end of the street for food and cocktails. Parking out front on road (cul de sac) Bus stop on corner to access hills towns Belgrave station 10 minutes walk Steps up to the house. Two cats live on property (Buddy & Braveheart) but probably wont impact on guests unless they are cat lovers!

Top Guest favourite
Guesthouse in Sandringham
4.98 out of 5 average rating, 177 reviews

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.

Guest favourite
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 Oakleigh South
4.95 out of 5 average rating, 148 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 favourite
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, 279 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.

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, 157 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
An outdoor seating area is illuminated by soft lighting, highlighting a circular fire pit surrounded by straw bales. The residence features a two-story section with expansive windows and a balcony, set against a backdrop of a well-maintained lawn and trees.
Farm stay in Kangaroo Ground
4.93 out of 5 average rating, 169 reviews

House of Friends in Kangaroo Ground

This private country retreat residence on a shared 25 acre hobby farm located within the Dress circle of Kangaroo Ground. Beautiful city views suround the home, kangaroos pay a visit most early mornings. Our paddocks are homes to horses, our roads welcome bike riders. The Beautiful Fondatas restaurant is only 2kms away, only 40 minutes from Melbourne CBD at the gateway to the Yarra Valley & it’s magnificent wineries, this farm home offers something for everyone. @casa.diamici on insta

Top Guest favourite
A spacious living area features a modern leather sectional sofa facing a circular coffee table. Natural light floods in through a skylight above, with views of the adjoining dining space and kitchen. A sliding glass door opens to a wooden deck, enhancing the open layout.
Home in Oakleigh
4.92 out of 5 average rating, 37 reviews

Brilliant Bungalow Home at Oakleigh and Chadstone

Step into a piece of history in this stunning 3-bedroom Oakleigh home. With its Art Deco charm and spacious layout, it's perfect for families looking to create a cozy and stylish living space. Enjoy the reading lounge, high-ceilinged living area, and modern kitchen. Plus, you're just steps away from Oakleigh's vibrant cafes, Chadstone shopping, and easy access to public transport. This home offers endless possibilities for customization and a truly unforgettable living experience.

Guest favourite
An open-plan living area highlights a plush couch paired with decorative cushions, facing a circular coffee table. Large sliding glass doors provide access to the backyard, allowing natural light to fill the space. Light wood flooring and a light grey wall color create a bright atmosphere.
Guesthouse in Murrumbeena
4.85 out of 5 average rating, 27 reviews

Modern Comfort by Chadstone Shopping Center

Unwind in this double-glazed and beautifully renovated 1-bedroom retreat featuring a sleek kitchen, open-plan living, and a designer bathroom. Start your day with a coffee at the breakfast bar or relax on the plush couch after exploring the area’s cafés, shops, and walking trails. Perfect for couples, solo travellers, or business stays, this stylish home is centrally located in Murrumbeena, just minutes from Chadstone Shopping Centre, local parks and the train station.

Superhost
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, 251 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.

Top Guest favourite
The Barn presents a modern white exterior with a spacious roof, complemented by large feature doors. Gentle hills and muted clouds form the backdrop, enhancing the rural landscape. Surrounding greenery and pathways add to the welcoming ambiance of the property.
Barn in Epping
4.98 out of 5 average rating, 270 reviews

The Barn Yarra Valley

Offering panoramic views of the Yarra Valley countryside, The Barn is set on 10 acres and surrounded by the ever changing mountain landscape. This is your place to relax and unwind in the heart of the Yarra Valley. The Barn is locally known as the ideal bridal preparation space for your wedding morning and accommodation. A perfect mix of large yet homely open plan living suitable for the getting ready venue before your Yarra Valley wedding.

Guest favourite
A charming cottage is framed by vibrant autumn foliage and lush greenery. The gravel pathway leads to the inviting entrance, accented by a stone feature. The peaceful surroundings highlight the natural beauty of the property in the Dandenong Ranges.
Cottage in Sassafras
4.95 out of 5 average rating, 100 reviews

Dingleigh of Sassafras - Reader's Cottage

A forest hideaway in the Dandenong Ranges. Nestled between ferns and maples, Dingleigh of Sassafras is one of the original cottages on the property, lovingly restored and updated. Walking proximity to Sassafras, local shops, famous gardens & the national park. Dingleigh and its gardens offer an ideal location for wedding preparations and small wedding ceremonies. Photo shoots and video locations are also available upon request.

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
4.83 out of 5 average rating, 160 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.

Popular amenities for Oakleigh holiday rentals

When is the best time to visit Oakleigh?

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Avg. price$240 NZD$221 NZD$243 NZD$190 NZD$141 NZD$165 NZD$146 NZD$125 NZD$127 NZD$146 NZD$153 NZD$199 NZD
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Frequently Asked Questions

  • Are there family-friendly house rentals in Oakleigh?

    Oakleigh has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in aparthotel rentals in Oakleigh?

    Experience the best of Oakleigh with our aparthotel rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly house rentals in Oakleigh?

    Four-legged friends are welcome in Oakleigh. Choose from more than 10 house rentals for guests traveling with pets.

  • Are there apartment rentals with a dedicated workspace in Oakleigh?

    Yes! Work meets play with ease at over 10 apartment rentals in Oakleigh featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Oakleigh have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Oakleigh. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oakleigh have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Oakleigh. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Oakleigh have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Oakleigh. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Oakleigh have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Oakleigh. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Oakleigh

  • Total holiday rentals

    Explore 70 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 1,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Oakleigh holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oakleigh rentals

  • 4.6 Average rating

    Oakleigh stays receive an average rating of 4.6 out of 5 from guests

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