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 $26 SGD 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, 85 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.

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
4.87 out of 5 average rating, 47 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.

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.

Top guest favourite
Home in Coldstream
5 out of 5 average rating, 34 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.
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.

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
4.98 out of 5 average rating, 168 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
Home in Bentleigh East
5 out of 5 average rating, 6 reviews

Gorgeous 3BR Family Home|Free Parking|Backyard

Spacious 3-bedrooms 1.5 bathrooms home with two free parkings in the yard. Every bedroom is equipped with an air-conditioner to ensure comfort, warm winter and cool summer; One queen size and two double size beds; The large backyard is fully fenced for your privacy. Perfect for families, relocation stays, business. Convenient location with easy access to Chadstone, Clayton, supermarket,and Brighton beach. A clean, functional, and well-positioned home for your stay in Melbourne.

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.

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.

Guest favourite
Home in Emerald
4.96 out of 5 average rating, 49 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.

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, 264 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.

Popular amenities for Oakleigh holiday rentals

When is the best time to visit Oakleigh?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$128 SGD$144 SGD$148 SGD$144 SGD$106 SGD$124 SGD$110 SGD$95 SGD$96 SGD$110 SGD$115 SGD$150 SGD
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 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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