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Holiday rentals 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
The living room features a corner sofa arranged around a round coffee table, with a decorative open fireplace and a flat-screen TV on a stand. Large windows allow natural light to fill the space, complemented by soft curtains. A dining area is visible in the background.
Home in Huntingdale
4.92 out of 5 average rating, 25 reviews

Family Treasure near Chadstone and Monash Uni

An ideal home for families and regular visitors in the vicinity of Monash University and Chadstone Shopping Centre. Our house has a prestige position, located in walking distance to Huntingdale train station and Oakleigh, and it's comprised of two good sized bedrooms, updated bathroom, bright sunlit kitchen with garden view, lounge with decorative open fireplace, a dedicated working space, and dining/family space. Rear pergola is perfect for families with easy access to a secured double garage.

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 Oakleigh East
4.88 out of 5 average rating, 275 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 modern bedroom features a queen-sized bed with a soft grey bedspread and an assortment of patterned pillows. A plush white decorative pillow is placed at the front. A stylish bedside table holds a small, contemporary lamp, reflecting a blend of comfort and elegance.
Flat in Bentleigh East
4.95 out of 5 average rating, 73 reviews

Skyline Serenity Bentleigh East

Welcome to our stylish Bentleigh East apartment with stunning city skyline views over southeast Melbourne. Perfect for couples or business travelers, it accommodates up to 4 guests. Enjoy a queen-sized bed, a sofa bed, a spacious living area with TV and WiFi, and a fully-equipped kitchen. Relax on the outdoor balcony. Conveniently located near Chadstone and Southland shopping centers, local cafes, parks, and public transport. Book your stay and experience Melbourne at its best!

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
5 out of 5 average rating, 12 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
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
4.97 out of 5 average rating, 34 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

Guest favourite
A comfortable lounge area features a cozy sofa adorned with cushions. Hard wood floors reflect the light from recessed ceiling fixtures. The adjacent kitchen showcases modern cabinetry, while a doorway leads to a light-filled bedroom at the back, enhancing the apartment's open and inviting layout.
Flat in Murrumbeena
4.77 out of 5 average rating, 13 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.

Superhost
A cozy living area features a bright red sectional sofa adorned with patterned cushions and a lightweight blanket. Framed art pieces hang on the wall above, while natural light filters through sheer curtains. A small table holds a plant and a lamp, enhancing the inviting space.
Flat in Malvern East
4.86 out of 5 average rating, 21 reviews

2BR Mid-Century Style Villa Unit

5 train stops into Melbourne CBD Comfort & Convenience. Chadstone 2 minutes away. Single-level villa set midway in a boutique trio, this cosy unit is sun-soaked and immaculately maintained. With ducted heating, evaporative cooling, courtyard with deck, and carport with additional visitor car spaces on site. Superbly located, a short walk to Hughesdale and Oakleigh train stations, Oakleigh Central, Chadstone shopping centre, parklands and Poath Road shops.

Top guest favourite
A well-appointed bedroom features a cozy bed adorned with a floral-patterned duvet and ample pillows. Wooden bedside tables with lamps are positioned on either side, complemented by framed artwork on the walls. Natural light gently brightens the space, contributing to a calm and inviting environment.
Guest house in Hughesdale
4.98 out of 5 average rating, 187 reviews

Unique one bedroom dairy conversion

This unique, one bedroom historic property is situated in the rear corner of what was once the Oakleigh Dairy. Close to public transport, great coffee, shops, parks and bike paths it a wonderful destination in itself, or springboard to all that Melbourne has to offer. Access the dairy by going up the driveway into no 2/53. It is on the right hand side. Our house is the red weatherboard one on the left. The house at the front, 1/53, is a private residence.

Guest favourite
A cozy bedroom is illuminated by soft lighting from bedside lamps. A spacious bed is dressed in white and green bedding, complemented by decorative pillows. A skylight allows natural light to filter in, while an ensuite bathroom and storage options are visible through open doors.
Guest suite in Bentleigh East
5 out of 5 average rating, 10 reviews

Modern Suite Near Chadstone With Movie Lounge

Your private Melbourne escape is a stylish self contained unit + 2 separate rooms just for you! Your own independent living area with a home theatre system and reclining sofas, a separate bedroom with ensuite, walk in robe and dedicated workspace. You’ll have your own entrance with a lockable door, which is easily accessed via the side of the house. Unwind in a peaceful 2 room suite featuring a home cinema, comfy bed and your own private access.

Guest favourite
A modern living area is highlighted by a spacious, light-colored sofa and a round black coffee table. A large television is positioned on a wooden media console. Natural light fills the room through expansive glass doors that open to the outdoor space, creating a welcoming ambiance.
Home in Bentleigh East
4.87 out of 5 average rating, 79 reviews

Modern townhouse

Welcome to our newly renovated townhouse in Bentleigh East. Sleeps up to 5 guests with 2 bedrooms and a study configured as an extra bedroom. Modern interior, fully equipped kitchen, and stylish living area. Nestled in a vibrant neighborhood, just moments away from the renowned Chadstone Shopping Centre, a shopper's paradise, where you can indulge in a world of retail therapy, restaurants and entertainment options.

Superhost
The two-story house features a mix of light blue and pink siding, complemented by a well-maintained pathway leading to the entrance. A window with decorative glass accents is visible beside the door. An outdoor air conditioning unit is mounted on the side, with a small garden area in the foreground.
Home in Oakleigh
4.83 out of 5 average rating, 6 reviews

The Pink House

PLEASE READ DETAILS BEFORE BOOKING! You and family will be close to everything when you stay at this centrally located place. Everything just right at the door step. Walking distance to shops, restaurants, supermarkets, public transport and also next door to kids cafe! A simple home with everything you need. Great place for anyone who want to explore Oakleigh, Chadstone, Clayton and surrounding suburbs!

Superhost
A spacious bedroom is furnished with a large bed, flanked by bedside tables with lamps. Soft textiles add warmth to the concrete floor, complemented by a textured area rug. Large windows allow natural light to illuminate the space.
Guest suite in Box Hill South
4.81 out of 5 average rating, 106 reviews

Peaceful Self Contained Space In Box Hill South.

Walking distance to Deakin UNI and Box Hill. This very private self contained space is newly renovated. *There are several stairs that lead to the premises. *Whole downstairs *Private bathroom and Kitchen * Private entrance *Parking: Free street parking in front of the house *To City : Tram 70 or Train . Bus 903 , 735 , 732 to Boxhill then take the train

Popular amenities for Oakleigh holiday rentals

When is the best time to visit Oakleigh?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$182 SGD$167 SGD$184 SGD$144 SGD$106 SGD$125 SGD$110 SGD$95 SGD$96 SGD$178 SGD$205 SGD$142 SGD
Avg. temp20°C20°C19°C15°C13°C11°C10°C11°C13°C14°C17°C18°C

Frequently Asked Questions

  • Do apartment rentals in Oakleigh have wifi?

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

  • 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.

  • 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.

  • Do house rentals in Oakleigh have free parking?

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

  • Do apartment rentals in Oakleigh have air conditioning?

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

  • 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.

  • 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.

  • 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.

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 $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,530 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

  • 4.7 Average rating

    Oakleigh stays receive an average rating of 4.7 out of 5 from guests

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