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
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.

Guest favourite
An open-plan loft apartment is presented, featuring a handcrafted kitchen, dining area with a round table, and a spacious bed. Natural light fills the space, highlighting the cozy fireplace and serene seating area overlooking a balcony surrounded by greenery.
Apartment in Armadale
4.92 out of 5 average rating, 334 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
Condo in Beaumaris
5 out of 5 average rating, 107 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
A cozy corner is highlighted with a rustic stone wall and a wood-burning stove, casting a warm glow. A wooden platter with assorted cheeses and nuts sits beside two glasses of red wine. A vase of yellow flowers adds a touch of color to the setting.
Cottage in Macclesfield
4.99 out of 5 average rating, 414 reviews

Writer's Block is a peaceful and romantic retreat

Writer’s Block retreat is the perfect romantic getaway for couples or writers and artists. It was selected as 1 of 11 finalists in the 2022 Airbnb Best Nature Stay for Aus & NZ. Set on 27 acres and surrounded by gums and chestnut trees, this private rural retreat is within a 10-minute drive to cafes, restaurants, shops, picturesque walks and the famous Puffing Billy. The Yarra Valley is only a 30-minute scenic drive to local wineries and farmers' markets. Fully functional kitchen and laundry.

Top guest favourite
Home in Coldstream
5 out of 5 average rating, 29 reviews

The Pavilion Yarra Valley – luxury country retreat

The Pavilion is a luxurious romantic retreat set in one of the Yarra Valley's most noted estates, Ridgefield Farm. The property is famous for its Robert-Boyle designed garden, orchard and vineyard. Set in the centre of the sprawling grounds, The Pavilion has been meticulously renovated to create a guest experience on par with the finest boutique hotels of the world. Whether its a wedding, engagement, anniversary or special celebration, The Pavilion is a five-star experience to remember.

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, 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
An outdoor dining area features a wooden table surrounded by multiple chairs, set against the backdrop of a modern extension with floor-to-ceiling windows. The warm glow of interior lights creates a welcoming ambiance as the sleek architecture is highlighted by evening light.
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.

Top guest favourite
The exterior of a charming Californian bungalow is highlighted at sunset, featuring a covered garage and a neatly landscaped entrance. Steps lead to the front door, surrounded by greenery and a well-maintained pathway. The colorful sky adds a serene backdrop to this inviting home.
Home in Oakleigh
4.92 out of 5 average rating, 39 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
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.

Guest favourite
Home in Emerald
4.97 out of 5 average rating, 37 reviews

The Little White House

Escape to your private Dandenong Ranges sanctuary, just 50 minutes from Melbourne. This beautiful home features stunning valley views, open-plan living, gourmet kitchen, and wraparound deck perfect for morning coffee or sunset drinks. Minutes from Puffing Billy Railway and Emerald Lake Park. Watch native wildlife, explore mountain trails, or simply unwind in nature. The perfect blend of country charm and modern comfort for couple seeking a peaceful retreat.

Superhost
An outdoor patio area features a stone structure and a round table surrounded by four white chairs. Lush green grass surrounds the space, while leafy plants are positioned against the brick exterior of the building, providing a touch of nature.
Townhouse in Glen Waverley
4.88 out of 5 average rating, 256 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.

Guest favourite
Townhouse in Hughesdale
4.83 out of 5 average rating, 77 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 vacation rentals

When is the best time to visit Oakleigh?

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Avg. price$137 CAD$153 CAD$157 CAD$153 CAD$113 CAD$132 CAD$117 CAD$101 CAD$102 CAD$117 CAD$123 CAD$160 CAD
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 vacation rentals in Oakleigh

  • Total vacation rentals

    Explore 60 vacation rentals in Oakleigh

  • Nightly prices starting at

    Oakleigh vacation rentals start at $28 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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