
Vacation rentals in Oakleigh
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Top-rated vacation rentals in Oakleigh
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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!

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.

Studio 1158
Loft apartment newly renovated tucked away behind High Street; renowned for designer brands, galleries and antique shops. The apartment is sleek, quiet, liveable and maintains total privacy. It is the ideal blend of design and comfort. Perched up looking over a lush garden, this open plan light filled space is equipped with a hand crafted kitchen, a cosy fireplace and a slick bathroom. Close to Lune (croissant), Victor Churchhill, Alberts Wine Bar, Leaf grocery store, and Moby for coffee.

Bayside on Keys
Welcome to a private, fully self contained, spacious and light 2 bedroom apartment set in a quiet bayside shopping village. Guests have 2 cafes, 2 restaurants, a Foodworks supermarket and bottle shop, tennis courts and a bowling club just steps away. There's plenty of free unlimited all day parking nearby. too. Located an easy 25km drive to the CBD, a stone’s throw from the cliffs of Port Phillip Bay, 3kms to Royal Melbourne Golf Course and a short walk to Ricketts Point Marine Sanctuary.

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

Sunrise Cottage (at Mont du Soleil Estate)
Sunrise Cottage part of the 'Mont du Soleil' Estate, located in Emerald on 40 acres, in the heart of the beautiful Dandenongs. A truly unique property inspired by the buildings & grounds of Provence & Tuscany. You’ll love the unique design & ambience of the property, the stunning views, peace and tranquility; yet less than an hour by car from Melbourne CBD. Featured on Neighbours Xmas special December 2024. Note: We host photoshoots but not in the Cottage.

FIG Orchard Cabin-Yarra Valley FARM STAY
Perched above rolling orchards, Fig Orchard Cabin is a one-bedroom sanctuary of style and serenity in the Yarra Valley. Just an hour from Melbourne, it offers sweeping views, a private deck for sunrise coffees or sunset wines, and easy access to world-class vineyards and the Warburton Rail Trail. After a day of indulgence, unwind beneath vast country skies. For families or friends, our two-bedroom Cherry Orchard Cabin provides the similar charm with more space.

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.

Dingleigh of Sassafras - Reader's Cottage
A forest hideaway in the Dandenong Ranges. Nestled between ferns and maples, Dingleigh of Sassafras is one of the original cottages on the property, lovingly restored and updated. Walking proximity to Sassafras, local shops, famous gardens & the national park. Dingleigh and its gardens offer an ideal location for wedding preparations and small wedding ceremonies. Photo shoots and video locations are also available upon request.
Popular amenities for Oakleigh vacation rentals
Stay near Oakleigh's top sights
Other great vacation rentals in Oakleigh

2 Bed Apartment opposite Chadstone shopping (U104)

Unique one bedroom dairy conversion

StayAU Modern 2BR Townhouse w/ pool

Bushland Getaway

One bedroom in the heart of Huntingdale.

Central Oakleigh 2BR Apartment w Parking

Light & leafy Malvern apartment

Entire Home Like A Penthouse
When is the best time to visit Oakleigh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $190 CAD | $175 CAD | $193 CAD | $151 CAD | $111 CAD | $130 CAD | $116 CAD | $99 CAD | $101 CAD | $116 CAD | $121 CAD | $158 CAD |
| Avg. temp | 20 °C | 20 °C | 19 °C | 15 °C | 13 °C | 11 °C | 10 °C | 11 °C | 13 °C | 14 °C | 17 °C | 18 °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 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.
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 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.
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.
Quick stats about vacation rentals in Oakleigh

Total vacation rentals
Explore 60 vacation rentals in Oakleigh

Nightly prices starting at
Oakleigh vacation rentals start at $27 CAD per night before taxes and fees

Verified guest reviews
Over 1,560 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Oakleigh vacation 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
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