
Holiday rentals in Oakleigh East
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Top-rated holiday rentals in Oakleigh East
Guests agree: these stays are highly rated for location, cleanliness and more.

Take in Valley Views from a Comfortable Guest Suite
Relax in comfort in this elegant, well-situated 1930’s home. Pour a glass of wine, light a fire, and enjoy the fresh air and surrounding forest setting from total privacy in the cosy living room before retiring to the spacious bedroom. Bottom floor of old hills house. Entire ground floor Available when needed. The home is located near Belgrave Township, close to the Puffing Billy railway and just a short drive from the gorgeous towns of Sassafras, Olinda, and Mt. Dandenong. A lovely English-style tavern with live music sits at the end of our quiet street. Killlik Rum distillery is also at the end of the street for food and cocktails. Parking out front on road (cul de sac) Bus stop on corner to access hills towns Belgrave station 10 minutes walk Steps up to the house. Two cats live on property (Buddy & Braveheart) but probably wont impact on guests unless they are cat lovers!

Vintage Caravan, Rainforest & Lyrebirds
Our 1959-vintage caravan is just 12ft long, best for a couple or two friends. At a pinch, two children could sleep in the king single bed; see the photos and description further down. Wake up to the sounds of Lyrebirds, enjoy a private walk in our rainforest gully and stroll around the garden, one of the best private gardens in the Dandenongs. Offering a minimum one-night stay for a quick getaway, or stay longer & enjoy the peace, sit by the fire - made from a beer keg, and roast marshmallows.

Delightful self contained cottage
The cottage is self contained and is a well designed space that accommodates a queen sized bed, bathroom and a separate study and is set in an enchanting cottage garden. The well equipped kitchen is in a separate space though part of the cottage and is accessed by its own door from the decking, so you don't have far to go. In the morning lorikeets and other wild birds come to feed and you will be awoken to the romantic sound of birdsong. During spring and summer the garden is at its loveliest.

The Chapel, Villa Maria Circa 1890 Eco Friendly
Villa Maria Beaconsfield Circa 1890 This charming old homestead and country chapel, 100 metres from the Old Princess Hwy (train station 15 min walk, Monash Fwy close by) is ideally located on the gateway to Gippsland. This open aired chapel added to the main homestead 100 years ago, is attached to the main house. A beautiful relaxing space, which has its own private entry and is locked separately from the main house. Situated on a rise, in a quiet court with open garden views. Parking available.

Country style retreat in Yarra Valley.
Escape to a private retreat in the stunning Yarra Valley! Set on 14 scenic acres, The Stable is a super cozy, self-contained guesthouse, perfectly secluded for total privacy. Just minutes from top Yarra Valley wineries, the Dandenong Ranges, and the Warburton Trail, it’s ideal for a romantic escape or a peaceful country getaway. Unwind in nature, explore nearby attractions, or simply relax in comfort— your perfect retreat awaits in this unforgetable location surrounded with paddocks and nature.

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.

The Cabin farm stay in Emerald Alkira Glamping
OUTDOOR BATH BLISS! Dreaming of the perfect weekend escape? This stunning, modern cabin (ranked #2 on Airbnb’s most wish-listed stays!) is the kind of place that steals your heart the moment you arrive. Sink into your outdoor bath under the stars, surrounded by mountain air and serenity. With stylish interiors, a fully equipped outdoor kitchen, a separate shower and bathroom area, and friendly animals, it’s the ultimate cozy retreat, just an hour from Melbourne CBD. An unforgettable getaway!

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.

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.

CHERRY ORCHARD CABIN - Yarra Valley FARM STAY
Nestled on a 30-acre working fig and finger lime orchard in the Yarra Valley, Cherry Orchard Cabin offers a peaceful retreat with fresh air and sweeping hill views. Just an hour from Melbourne, it’s perfect for exploring nearby wineries, many just a short drive away, and 2.5 km from the Warburton Rail Trail. The iconic Puffing Billy Railway and Healesville Sanctuary are also nearby, making it an ideal spot for nature lovers and those seeking a blend of relaxation and adventure.

Camberwell CONNECT- short stay comfort
Camberwell CONNECT is a comfortable, clean, fully furnished, fully equipped 2 bedroom villa unit for up to 4 adults: STRICTLY 18 YEARS AND OVER. It is conveniently located in the leafy suburb of Camberwell and is within short walking distance to Camberwell Junction and all it has to offer. Enjoy the buzzing retail strip, café/restaurant and Rivoli cinema precinct. Schedule a must-do visit to the famous Sunday Camberwell Market. Public transport is a short walk away.

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 East holiday rentals
Other great holiday rentals in Oakleigh East

Maple Cottage at Monreale | Brand New Luxury

Modern Comfort by Chadstone Shopping Center

Tranquil 3 Bedroom Forest Cottage

Unique one bedroom dairy conversion

A romantic forest getaway with luxury spa & sauna.

Tranquil and cosy guest house

ForestView Garden Cottage Olinda

One bedroom in the heart of Huntingdale.
Frequently Asked Questions
Are there family-friendly vacation rentals in Oakleigh East?
Oakleigh East has more than 10 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 East?
Experience the best of Oakleigh East with our apartment 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 vacation rentals with a dedicated workspace in Oakleigh East?
Yes! Work meets play with ease at over 40 vacation rentals in Oakleigh East featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Oakleigh East have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Oakleigh East. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Oakleigh East have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Oakleigh East. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Oakleigh East have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Oakleigh East. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oakleigh East have free parking?
Absolutely! We offer over 30 house rentals with free parking in Oakleigh East. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Oakleigh East?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Oakleigh East

Total holiday rentals
Explore 70 holiday rentals in Oakleigh East

Nightly prices starting at
Oakleigh East 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
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Oakleigh East holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oakleigh East rentals

4.5 Average rating
Oakleigh East stays receive an average rating of 4.5 out of 5 from guests
Destinations to explore
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- Brunswick Street
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- West Side Place
- Melbourne Central
- Crown Melbourne
- Melbourne Convention and Exhibition Centre
- Marvel Stadium
- St Kilda beach
- Rod Laver Arena
- Sorrento Beach
- Peninsula Hot Springs
- University of Melbourne
- Melbourne Cricket Ground
- Queen Victoria Market
- Smiths Beach
- Sorrento Back Beach
- Puffing Billy Railway
- Geelong Waterfront
- Redwood Forest
- Royal Botanic Gardens Victoria
- AAMI Park
- Flemington Racecourse
- Mount Martha Beach North
- West Richmond Station




