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, 432 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!

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 Clayton
4.95 out of 5 average rating, 150 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.

Top Guest favourite
A warmly decorated living space features a mix of vintage furnishings, including a green armchair and a vibrant dining table. Bright wall art adds character, while rich wooden accents and original floorboards create a cozy ambiance. Natural light streams in through the adjoining corridor.
Condo in Beaumaris
5 out of 5 average rating, 106 reviews

Bayside on Keys

Welcome to a private, fully self contained, spacious and light 2 bedroom apartment set in a quiet bayside shopping village. Guests have 2 cafes, 2 restaurants, a Foodworks supermarket and bottle shop, tennis courts and a bowling club just steps away. There's plenty of free unlimited all day parking nearby. too. Located an easy 25km drive to the CBD, a stone’s throw from the cliffs of Port Phillip Bay, 3kms to Royal Melbourne Golf Course and a short walk to Ricketts Point Marine Sanctuary.

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, 102 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)

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, 280 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
4.98 out of 5 average rating, 160 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.

Top Guest favourite
Home in Oakleigh
4.92 out of 5 average rating, 38 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.

Top Guest favourite
Guest suite in St Kilda
4.98 out of 5 average rating, 45 reviews

Magnificent 1BR/1Bath Unit in Elwood by Beach

Across the road from the Beach! Enjoy your own private level in the heart of Elwood/St Kilda! Relax in your spacious lounge with 75" TV, surround sound, Wi-Fi, & a dedicated work desk. Sleep well in a king bedroom & your own private bathroom. A mini fridge, kettle, and toaster. Just a short stroll to St Kilda Beach, 700m to Acland St trams which takes 20 mins to CBD, and surrounded by cafes, bars, and restaurants. The perfect mix of privacy, comfort, and location for work or pla

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
4.83 out of 5 average rating, 30 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
4.89 out of 5 average rating, 253 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, 274 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 modern living space features a light-coloured sectional sofa accompanied by a coffee table. Large glass doors allow natural light to fill the room, which includes a dining area with a wooden table and plush green chairs, creating a comfortable and spacious environment.
Townhouse in Hughesdale
4.83 out of 5 average rating, 76 reviews

Family Oasis Walking distance to Chadstone SC

A modern and private luxury house, perfect for a family or business traveller. Set up as a comfortable living environment with all the amenities you need for a relaxing stay here. Within the quiet and friendly neighbourhood of Hughesdale, you will have the biggest shopping centre in the Southern Hemisphere, Chadstone, located conveniently nearby. You can also reach a train station (Hughesdale) and bars/restaurants within a 5 min walk.

Popular amenities for Oakleigh holiday rentals

When is the best time to visit Oakleigh?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$168 NZD$188 NZD$193 NZD$188 NZD$139 NZD$163 NZD$144 NZD$124 NZD$125 NZD$144 NZD$151 NZD$197 NZD
Avg. temp20°C20°C19°C15°C13°C11°C10°C11°C13°C14°C17°C18°C

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 apartment rentals in Oakleigh?

    Experience the best of Oakleigh with our apartment rentals, starting at about $30 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 vacation rentals in Oakleigh?

    Four-legged friends are welcome in Oakleigh. Choose from more than 20 vacation rentals for guests traveling with pets.

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

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

  • Do aparthotel rentals in Oakleigh have air conditioning?

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

  • Do apartment rentals in Oakleigh have a kitchen?

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

  • Do aparthotel rentals in Oakleigh have wifi?

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

  • Do house rentals in Oakleigh have free parking?

    Absolutely! We offer over 20 house 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 60 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 1,560 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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