Holiday houses in Oakleigh

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Top-rated holiday 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, 151 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
Home in Bentleigh
4.97 out of 5 average rating, 29 reviews

Private Cosy 1BR in Prime Bentleigh Garage/Bath

Fully independent 1-b cosy modern home at the rear of Unit 1 in Bentleigh heart. You’ll have the entire place to yourself with your own entrance, full kitchen, bathroom with deep bathtub, in-house washer -dryer combo and a private garage. Nothing is shared. Quiet, safe street close to Bentleigh shops, cafés, stations, Brighton Beach and Chadstone, ideal for work trips, singles, couples or longer stays. Fast Wi-Fi, smart TV and a desk area make it easy to work or relax after exploring Melbourne.

Top Guest favourite
The exterior of a charming brick building features a blend of architectural styles, framed by well-maintained greenery. Large windows and intricate details enhance the inviting facade. Potted plants and manicured shrubs surround the entrance, adding to the overall serenity of the setting.
Apartment in Malvern
5 out of 5 average rating, 31 reviews

Light & leafy Malvern apartment

Recently renovated, light filled, first storey apartment (1 of only 3) surrounded by garden. Three spacious bedrooms, two separate living rooms and modern kitchen. One minute walk to tram stop on Glenferrie Rd, & 5 mins by tram to Kooyong railway station - giving direct city access, the MCG and the tennis centre. High Street & Hawksburn Village shopping precincts close by. Several parks a stroll away, and access to Armadale & Prahran's best restaurants and shops. A short walk to Kooyong LTC.

Top Guest favourite
Home in Coldstream
5 out of 5 average rating, 32 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.

Superhost
A modern townhouse exterior is showcased, featuring a two-story design with a combination of light and dark facades. A spacious driveway leads to a black garage door. The structured landscaping includes low-maintenance plants along the foundation.
Home in Clayton
4.95 out of 5 average rating, 21 reviews

Family Retreat Clayton City - Monash Health & Uni

Welcome to our brand new townhouse in Clayton! This modern home offers high-quality finishes and a stylish design. The open-plan living area is bright and spacious, perfect for relaxing or entertaining. The kitchen is equipped with premium appliances for easy meal preparation. Each bedroom is designed for comfort, featuring cozy bedding and ample storage. The bathrooms are clean and modern. Conveniently located near local amenities and public transport. * 1.2 Km from Monash Medical Centre

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 spacious living area is highlighted by large glass doors that open to the outdoors, allowing natural light to fill the room. Comfortable seating arrangements are placed around a central coffee table, while a wood-burning stove adds a cozy focal point. Fresh greenery is positioned nearby.
Home in Panton Hill
4.99 out of 5 average rating, 383 reviews

Dandaloo Luxury Escape short drive to Yarra Valley

Dandaloo Luxury Escape is a self-contained 2-bedroom house set in the grounds of Dandaloo homestead, circa 1890s. It has been tastefully renovated and built to take in the ambiance of surrounding gardens and natural bush. Each morning of your stay you can begin the day by enjoying a leisurely breakfast on one of the 3 decks, using the quality provisions left for you in the fridge. Later you can relax in the outdoor bath on the back deck and maybe see kangaroos or king parrots.

Superhost
An open-plan kitchen and dining area is highlighted by a large glass dining table surrounded by eight upholstered chairs. Modern pendant lights hang above the kitchen island, which features bar seating. Natural light streams through the windows, illuminating the wooden flooring.
Townhouse in Oakleigh East
4.84 out of 5 average rating, 55 reviews

Executive Family Living at Monash & Chadstone

Magnificently finished with clever design and minimum effort, these impressive four-bedroom executive residences deliver on every angle. A radiant ground floor layout is a wonderfully bright open-plan space, as the independent entrance leads into a welcoming and light-filled living area. Upstairs, there are three large bedrooms, three guest rooms with built-in robes, separate toilet and family bathroom. Downstairs Master boasts a fantastic ensuite and huge walk-in robe.

Guest favourite
Home in Emerald
4.95 out of 5 average rating, 42 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
Apartment in Murrumbeena
4.75 out of 5 average rating, 20 reviews

Chic Murrumbeena Retreat

Cozy 1BR Retreat Steps from Murrumbeena Station A perfectly located, compact 1-bedroom apartment just metres from the new Murrumbeena Station — with minimal train noise thanks to modern elevated rail. Features a queen bed, dining for four, smart TV, en suite, full kitchen, and on-site parking for a small car (2.2m clearance). Walk to Carnegie’s buzzing food strip, Boyd Park, cafés, and shops. Just minutes from Chadstone and direct train access to the CBD.

Guest favourite
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, 261 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
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, 78 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$172 NZD$193 NZD$198 NZD$193 NZD$142 NZD$167 NZD$148 NZD$127 NZD$129 NZD$148 NZD$155 NZD$202 NZD
Avg. temp20°C20°C19°C15°C13°C11°C10°C11°C13°C14°C17°C18°C

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 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 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 holiday rentals in Oakleigh

  • Total holiday rentals

    Explore 60 holiday rentals in Oakleigh

  • Nightly prices starting at

    Oakleigh holiday rentals start at $35 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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