
Vacation rentals in Oakleigh
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Oakleigh
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!

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.

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.

Studio 1156
This apartment has been recently renovated in 2021. Located on high street, renowned for fashion, galleries and antique shops and public transport. The apartment is sleek, liveable and maintains total privacy. It is the ideal blend of design and comfort. Perched up looking over high street and the village, this open-plan light filled space is equipped with a hand crafted kitchen, a cosy fireplace and a walk in shower bathroom. Triple glazed windows, sound proof from high street traffic.

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.

Quiet, quaint and private guesthouse.
This recently renovated guesthouse is separate to the main house. • Entire guesthouse is yours • Pet friendly • Large open living area • Your own private entrance & driveway It’s private and very quiet, which makes it the perfect retreat for a family or a group of friends. Bedroom 1 has a queen bed, bedroom 2 a double bed and the living room has a large comfortable sofabed. The kitchen is fully equiped & the living room opens up to a large al fresco area - perfect for entertaining.

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.

Brilliant Bungalow Home at Oakleigh and Chadstone
Step into a piece of history in this stunning 3-bedroom Oakleigh home. With its Art Deco charm and spacious layout, it's perfect for families looking to create a cozy and stylish living space. Enjoy the reading lounge, high-ceilinged living area, and modern kitchen. Plus, you're just steps away from Oakleigh's vibrant cafes, Chadstone shopping, and easy access to public transport. This home offers endless possibilities for customization and a truly unforgettable living experience.

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.
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

The Pavilion Yarra Valley – luxury country retreat

CHERRY ORCHARD CABIN - Yarra Valley FARM STAY

Boutique apartment,self-contained, close to beach.

One bedroom in the heart of Huntingdale.

StayAU Contemporary 2BR Urban Oasis
When is the best time to visit Oakleigh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $194 CAD | $179 CAD | $197 CAD | $154 CAD | $114 CAD | $133 CAD | $118 CAD | $101 CAD | $102 CAD | $118 CAD | $123 CAD | $161 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 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.
How much does it cost to stay in aparthotel rentals in Oakleigh?
Experience the best of Oakleigh with our aparthotel rentals, starting at about $120 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 house rentals in Oakleigh?
Four-legged friends are welcome in Oakleigh. Choose from more than 10 house rentals for guests traveling with pets.
Are there apartment rentals with a dedicated workspace in Oakleigh?
Yes! Work meets play with ease at over 10 apartment 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 20 apartment rentals with a kitchen in Oakleigh. Enjoy a tailored experience with all the comforts you desire.
Do aparthotel rentals in Oakleigh have wifi?
Absolutely! We offer over 10 aparthotel 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 10 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 70 vacation rentals in Oakleigh

Nightly prices starting at
Oakleigh vacation rentals start at $28 CAD per night before taxes and fees

Verified guest reviews
Over 1,540 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
Destinations to explore
- Melbourne Vacation rentals
- Yarra River Vacation rentals
- South-East Melbourne Vacation rentals
- Gippsland Vacation rentals
- South West Vacation rentals
- Southbank Vacation rentals
- Canberra Vacation rentals
- Docklands Vacation rentals
- St Kilda Vacation rentals
- Apollo Bay Vacation rentals
- Torquay Vacation rentals
- Launceston Vacation rentals
- Brunswick Street
- Phillip Island
- 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




