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Vacation rentals in Oakleigh

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Top-rated vacation rentals in Oakleigh

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 149 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 open plan living space features wooden floors and high ceilings with exposed beams. A cozy fireplace stands beside a comfortable bed, and a hand crafted kitchen is visible in the background. Natural light filters through wooden blinds, illuminating the space.
Apartment in Armadale
4.92 out of 5 average rating, 333 reviews

Studio 1158

Loft apartment newly renovated tucked away behind High Street; renowned for designer brands, galleries and antique shops. The apartment is sleek, quiet, liveable and maintains total privacy. It is the ideal blend of design and comfort. Perched up looking over a lush garden, this open plan light filled space is equipped with a hand crafted kitchen, a cosy fireplace and a slick bathroom. Close to Lune (croissant), Victor Churchhill, Alberts Wine Bar, Leaf grocery store, and Moby for coffee.

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, 104 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.

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 Oakleigh East
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, 159 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
4.94 out of 5 average rating, 172 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
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.

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
4.86 out of 5 average rating, 29 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, 252 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 Yering
4.98 out of 5 average rating, 273 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.

Superhost
A modern living area features a light gray sofa complemented by decorative cushions. A wooden coffee table sits at the center on a textured rug, while a cozy armchair is positioned beside a large window draped with sheer curtains, allowing natural light to fill the space.
Townhouse in Hughesdale
4.78 out of 5 average rating, 76 reviews

Chadstone Townhome Perfect for Family

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.

Top guest favourite
Home in Armadale
4.96 out of 5 average rating, 85 reviews

A Nomadic Abode | Luxury Retreat, Armadale

An antidote to the modern world, this boutique Armadale retreat offers a peaceful escape centred around simple luxuries - abundant natural light and warm oak floors. Designed with steel-framed windows and elegant marble bathrooms, the home also features WiFi, air conditioning, and ducted/underfloor heating for year-round comfort. Step outside and enjoy Armadale’s cafés, boutiques, and easy access to Melbourne’s CBD.

Popular amenities for Oakleigh vacation rentals

When is the best time to visit Oakleigh?

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Avg. price$135 CAD$151 CAD$155 CAD$151 CAD$111 CAD$130 CAD$116 CAD$99 CAD$101 CAD$116 CAD$121 CAD$158 CAD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Oakleigh?

    Oakleigh has more than 20 family-friendly stays. 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 $110 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 vacation rentals with a dedicated workspace in Oakleigh?

    Yes! Work meets play with ease at over 30 vacation 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 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 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 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 vacation rentals in Oakleigh

  • Total vacation rentals

    Explore 60 vacation rentals in Oakleigh

  • Nightly prices starting at

    Oakleigh vacation rentals start at $27 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,560 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Oakleigh vacation rentals include wifi 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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