
Holiday houses in Oakleigh East
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Top-rated holiday rentals in Oakleigh East
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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!

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.

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.

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.

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.

House of Friends in Kangaroo Ground
This private country retreat residence on a shared 25 acre hobby farm located within the Dress circle of Kangaroo Ground. Beautiful city views suround the home, kangaroos pay a visit most early mornings. Our paddocks are homes to horses, our roads welcome bike riders. The Beautiful Fondatas restaurant is only 2kms away, only 40 minutes from Melbourne CBD at the gateway to the Yarra Valley & it’s magnificent wineries, this farm home offers something for everyone. @casa.diamici on insta

Tanglewood Cottage Wonga Park
Escape the city: Now with wifi !! A gorgeous provincial-style stone cottage on the outskirts of Melbourne is the perfect easy get away for couples and families. Stay in a picturesque rural setting with access to fabulous gardens where you can relax and enjoy the tranquil surroundings. You will feel miles away in the country but still close to shopping and the Yarra Valley. Very well appointed and has everything you need for a wonderful getaway. Photos are captioned -

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.

The Barn Yarra Valley
Offering panoramic views of the Yarra Valley countryside, The Barn is set on 10 acres and surrounded by the ever changing mountain landscape. This is your place to relax and unwind in the heart of the Yarra Valley. The Barn is locally known as the ideal bridal preparation space for your wedding morning and accommodation. A perfect mix of large yet homely open plan living suitable for the getting ready venue before your Yarra Valley wedding.

Urban Clayton South Apartment
Enjoy a relaxing stay in this centrally located, secure apartment with the train station right at your doorstep. Perfect for work or unwinding, it features a comfortable bedroom with a queen-sized bed and a dedicated workspace nook. The open-plan lounge and dining area is ideal for relaxing or preparing meals at home. Explore nearby cafés and restaurants in vibrant Clayton, all just a short walk away.
Popular amenities for Oakleigh East holiday rentals
Other great holiday rentals in Oakleigh East

Tranquil 3 Bedroom Forest Cottage

Unique one bedroom dairy conversion

The Little White House

Private Kookaburra Cottage (Spa, Loft Bed)- Olinda

Adorable 1 bedroom Loft in Sandringham Victoria

One bedroom in the heart of Huntingdale.

A spacious studio in the middle of everything

Cozy new 1B/next to Monash w/ A/C WiFi/Kicthen
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 townhouse rentals in Oakleigh East have air conditioning?
Absolutely! We offer over 10 townhouse rentals with air conditioning in Oakleigh East. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Oakleigh East have a kitchen?
Absolutely! We offer over 10 townhouse 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 townhouse rentals in Oakleigh East have free parking?
Absolutely! We offer over 10 townhouse rentals with free parking in Oakleigh East. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Townhouse Rentals in Oakleigh East?
Enhance your stay in our Townhouse Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, 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 $15 AUD 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 and kid-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Oakleigh East holiday rentals include Wi-Fi 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
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