Holiday rentals in Oakleigh

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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 £15 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Oakleigh holiday 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

Top-rated holiday rentals in Oakleigh

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

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Top guest favourite
The bright bedroom features a spacious bed adorned with a soft blanket, complemented by bedside tables with lamps. Floor-to-ceiling glass doors lead to a patio area with outdoor seating, surrounded by greenery and wooden fencing for privacy.
Home in Bentleigh
4.94 out of 5 average rating, 86 reviews

Bentleigh Private 1BR 5min Train Cafes Quiet Cozy

Welcome to a stylish, fully self-contained and private 1BR sanctuary with its own entrance in Bentleigh 。Bright, modern and fully equipped for a comfortable stay, with a compact kitchenette for light meals and a washing machine and dryer.Just a 5-minute walk to Halley Park,Patterson Station, buses, cafés and shops. Close to Chadstone & Southland Shopping Centres, Monash University and Brighton Beach. Pets welcome and must be declared and added to the reservation at booking. Free street parking .

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.
Flat 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
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.
Flat 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.

Superhost
Home in Chadstone
New place to stay

Puddings Home Brand New 4BR Townhouse in Oakleigh

Welcome — a freshly built, beautifully finished townhouse right in the heart of Oakleigh. Whether you're here for a family visit, group getaway, or extended work trip, this brand new home delivers comfort, space and convenience from the moment you walk in.The open-plan living and dining area is light-filled and modern, anchored by a fully equipped kitchen with brand new appliances. Sleeping up to 9 guests across 4 bedrooms — two Queen beds, one Double, 3 Singles perfect for kids or friends.

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.
Flat in Mount Waverley
4.88 out of 5 average rating, 281 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.

Guest favourite
A small courtyard is illuminated with warm string lights, showcasing a wooden bench and a folding table with two chairs. Greenery surrounds the area, creating a relaxed atmosphere. The entrance features a dark gate, providing a sense of privacy.
Guest house in Bentleigh
4.92 out of 5 average rating, 129 reviews

Quiet, quaint and private guesthouse.

This recently renovated guesthouse is separate to the main house. • Entire guesthouse is yours • Pet friendly • Large open living area • Your own private entrance & driveway It’s private and very quiet, which makes it the perfect retreat for a family or a group of friends. Bedroom 1 has a queen bed, bedroom 2 a double bed and the living room has a large comfortable sofabed. The kitchen is fully equiped & the living room opens up to a large al fresco area - perfect for entertaining.

Guest favourite
A spacious bedroom is highlighted by a striking tree-patterned feature wall. A large window allows natural light to illuminate the room and offers a view of the private outdoor space. A comfortable bed is paired with decorative pillows, and a small desk is present in the corner.
Villa in Carnegie
4.76 out of 5 average rating, 157 reviews

Renovated private unit & courtyard. Near transport

Updated light filled apartment in quiet residential street. Super convenient location to shops, cafe and parks. This unit is free standing, and is privately tucked away at the rear of our home. Public transport including tram, train and bus a short walk away. We are located just one train stop to Caulfiled Monash University, and a short bus ride to bus interchanges at Chadstone Shopping Centre and Oakleigh. Parking is freely available on the street with no time restrictions in place.

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
4.93 out of 5 average rating, 44 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
A spacious living area is depicted with large windows allowing natural light to fill the space. A comfortable sectional sofa is positioned near a modern TV unit. A round dining table with white chairs is set, complemented by a floral artwork on the wall.
Flat in Malvern East
4.86 out of 5 average rating, 59 reviews

2 bed apartment opposite Chadstone shopping (U201)

This is a stylishly appointed 2 bedroom apartment spacious design with full kitchen, luxurious king and queen beds. Keep everyone entertained, with Chadstone Shopping Centre, local shops and restaurants and array of parks and ovals minutes away. Easy access to Monash Uni (both campuses) and Holmesglen TAFE and only 20 minutes to Melbourne CBD. It is walking distance to Hughesdale Station and Chadstone bus interchange. Perfect for two adults and two children, or two couple.

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.
Guest house in Murrumbeena
4.85 out of 5 average rating, 33 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.

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

A Nomadic Abode | Luxury Retreat, Armadale

⭐ Featured in Home Beautiful magazine (August 2026). 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.

Top guest favourite
A light wooden side table is topped with a stacked book titled 'Magnolia Table,' a small potted plant, and a glass of water. A plush green couch with decorative pillows is visible in the background, providing a cozy seating area.
Flat in Malvern East
4.98 out of 5 average rating, 52 reviews

Cosy & Modern 1BR Apartment

Centrally located in the luxe city-outskirts suburb of Malvern East, is this stylish & comfortable first floor 1 bedroom apartment. Take a stroll 5 minutes down the picture perfect streets to a local cafe and when you return cosy up on the couch with a cuppa and a book and get lost in the leafy views. Only a 3 minute drive or a 10 minute walk to Monash University Caulfield, Caulfield Train Station & Caulfield Racecourse. Just 5 minutes walk to the nearest tram stop

Popular amenities for Oakleigh holiday rentals

When is the best time to visit Oakleigh?

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Avg. price£74£83£85£83£61£72£63£55£55£63£66£87
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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 house rentals in Oakleigh?

    Experience the best of Oakleigh with our house rentals, starting at about $20 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 house rentals in Oakleigh have air conditioning?

    Absolutely! We offer over 10 house 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 house rentals in Oakleigh have wifi?

    Absolutely! We offer over 20 house 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.

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