This Milton apartment, a self-contained ground-floor flat, enjoys a central location offering easy access to Milton's attractions, although precise distances are not specified. The one-bedroom, one-bathroom property sleeps three guests and includes a kitchen with fridge, freezer, and microwave, air conditioning, parking, and a garden; further details on the apartment's size and interior design are unavailable.
Oakville
08/08 – 03/10
A$165/nighttotal: A$9240 (56 )
Relaxing Home Base | Quiet Area & Cozy Living
1 2
apartment , Toronto
This flat is situated in Mississauga's Erin Mills Stadium district, a 4-minute drive from Oakville Entertainment Centrum and Erin Mills Town Centre, offering convenient access to shopping and entertainment venues. This one-bedroom flat accommodates up to four guests and features a fully equipped kitchen, in-suite laundry, Wi-Fi, and a dedicated workspace, with nearby attractions including the Bradley Museum and Riverwood Conservancy.
Oakville
27/06 – 31/12
A$296/nighttotal: A$55352 (187 )
Hidden Gem In South Oakville
1 2
apartment , Toronto
This three-bedroom flat is situated in Oakville, a central district of Toronto, placing guests within easy reach of local amenities and transport links. This spacious accommodation for six features a fully equipped kitchen, a living area with an 80-inch Smart TV, air conditioning, parking for six cars, and limited deck access for barbecues, with professional chair massage available for longer stays.
9.4 3 reviews
Oakville
28/12 – 31/12
A$250/nighttotal: A$750 (3 )
Modern 2-bed Basement Retreat!
2 2
apartment , Toronto
This Erin Mills holiday home in Toronto is conveniently located within 3km of Woodhurst Heights Park, the Erin Mills Twin Arenas, and the Oakville Entertainment Centre. This two-bedroom, two-bathroom property sleeps five, offering a fully equipped kitchen, free Wi-Fi, a smart TV, and parking; nearby attractions include Putting Edge and iFLY Toronto Oakville (within 5km).
9.6 84 reviews
Oakville
23/07 – 31/07
A$329/nighttotal: A$2632 (8 )
Condo In Oakville
1 4
apartment , Milton
This newly renovated Oakville condo, a 30-minute (48km) drive from Toronto city centre and 6 minutes (approx. 4km) from Oakville GO station, offers easy access to Toronto and Niagara Falls (approx. 100km). The two-bedroom, one-bathroom apartment sleeps five comfortably, boasting a queen bed, double bed, pull-out sofa, in-unit laundry, underground parking, balcony, and access to a fitness centre; nearby amenities include Walmart, Canadian Superstore, and various restaurants.
9.8 8 reviews
Oakville
01/09 – 30/09
A$184/nighttotal: A$5336 (29 )
Oaknest | Luxury 2bedroom Suite | Free Parking
1 4
apartment , Milton
This new luxury basement flat is situated in a peaceful Milton neighbourhood, offering easy access to the QEW, 403, and 407 motorways, the GO Station, and is approximately 32 kilometres from the airport and 56 kilometres from downtown Toronto. This bright, open-plan two-bedroom flat accommodates up to four guests, featuring a fully equipped kitchen with a dishwasher, in-suite laundry, high-speed Wi-Fi, a smart TV, and a private entrance through the garden, with complimentary coffee and snacks provided alongside one dedicated parking space.
8.0 1 review
Oakville
27/06 – 31/12
A$179/nighttotal: A$33473 (187 )
Executive Townhouse Next To Popular Provincial Park, 10 Minutes Walk
4 2
apartment , Toronto
This Oakville family home, situated in the West Oak Trails neighbourhood, is approximately 32 kilometres southwest of Toronto, close to Glen Abbey Golf Course and the Canadian Golf Hall of Fame. The four-bedroom property, sleeping seven guests, boasts three bathrooms, a fully equipped kitchen, in-house laundry, smart TVs, air conditioning, a terrace, garden, and parking; nearby recreational activities are available.
10 22 reviews
Oakville
15/08 – 04/09
A$439/nighttotal: A$8780 (20 )
Opulent Chic Town Home In The Heart Of Oakville
1 2
house , Hamilton
This detached house in Oakville is a 5-minute walk to fast-food restaurants and a short drive to the M403, M401, and M407 motorways, offering convenient access to Hamilton. This family-friendly property sleeps six guests across two bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, a garden with a patio, Wi-Fi, and two parking spaces, with the GO Station a 12-minute drive away for trips to Toronto.
Oakville
28/08 – 04/09
A$1073/nighttotal: A$7511 (7 )
Luxary Villa With Pool, Sauna, Hot Tub Sleeps 12
1 9
house , Toronto
This luxury villa in Oakville is situated approximately 35 kilometres from the Mississauga Convention Centre and Toronto Pearson International Airport, with major Toronto attractions such as BMO Field and Rogers Centre located within a 40-42 kilometre radius. This spacious 279 square metre dwelling accommodates up to 27 guests, featuring one separate bedroom, four bathrooms, a fully equipped kitchen, air conditioning, a private swimming pool, sauna, hot tub, and direct terrace access, with complimentary WiFi and private parking including an electric vehicle charging station.
8.3 6 reviews
Oakville
28/08 – 16/09
A$151/nighttotal: A$2869 (19 )
Modern 2 Br Basement Suite In Oakville + Parking!
1 4
apartment , Milton
This 2-bedroom flat, ideal for travellers to Milton, is situated in Oakville, a well-regarded, family-friendly suburb of Toronto, just 200 metres from local parks and offering excellent links to the city centre. This secure and peaceful accommodation sleeps up to four guests and provides essential amenities including air conditioning, a kitchen, and parking, making it a convenient base for exploring the surrounding area.
9.8 35 reviews
Oakville
01/09 – 30/09
A$111/nighttotal: A$3219 (29 )
Private Home : Kitchen-bath-laundry-gym-parking
1 1
apartment , Toronto
This basement flat is conveniently located just 1.5 kilometres from Sheridan College and White Oaks Secondary School, offering easy access to Superstore, Walmart, Tim Hortons, and bus stations. It has received excellent ratings for user experience, location, and cleanliness. The flat comfortably accommodates two guests and features a separate entrance for complete privacy. The self-catering flat includes a fully equipped kitchen, laundry facilities, a dedicated exercise space, and free parking on the driveway. Multilingual services in English, Chinese, and Cantonese are available.
9.8 35 reviews
Oakville
10/07 – 15/07
A$360/nighttotal: A$1800 (5 )
King Bed, Queen Bed, Free Parking, Gym, Wifi
1 2
apartment , Toronto
This Mississauga condo, near major highways (403, 407, 401, QEW) and a short walk from Fortinos supermarket, offers easy access to Toronto attractions, approximately 25-30km away depending on the specific location within Toronto. The two-bedroom, two-bathroom property includes a dedicated office space, sleeps six guests, and boasts amenities such as a fitness centre, parking, and a balcony, with high-speed Wi-Fi and a 55" Smart LG TV.
Best family friendly Oakville holiday rentals
Among the 664 accommodations in Oakville, here are the 4 best family friendly rentals
9.1 13 reviews
Oakville
01/07 – 31/07
A$323/nighttotal: A$9690 (30 )
4br Luxury Close To Lake, 30 Mins Toronto/niagara
1 2
apartment , Toronto
This luxurious bungalow is located in a prestigious neighbourhood in the Greater Toronto Area, just a short drive from Lake Ontario and within easy reach of both Toronto and Niagara Falls, making it an ideal base for exploring the region. The spacious property boasts three bedrooms, three bathrooms, and a large recreation room with a wet bar, comfortably accommodating up to ten guests and offering plenty of space for family gatherings.
9.8 10 reviews
Oakville
01/07 – 31/07
A$174/nighttotal: A$5220 (30 )
Modern 2br Retreat | Renovated + Free Parking
1 2
apartment , Milton
This two-bedroom basement flat is situated in a new housing development in Oakville, Ontario, just a 10-kilometre drive from Milton and within easy reach of Toronto, Mississauga, and Niagara Falls. The property has received excellent ratings for cleanliness, location, and user experience, making it a great choice for travellers seeking a comfortable and convenient stay. The flat can comfortably accommodate up to four guests and features a modern kitchen with stainless-steel appliances, a dedicated workspace with high-speed Wi-Fi, and a living area with a Roku TV and board games for entertainment. The flat also boasts a private entrance, free parking, and air conditioning, ensuring a relaxing and enjoyable stay.
9.3 9 reviews
Oakville
01/09 – 30/09
A$310/nighttotal: A$8990 (29 )
Majestic 3br Oakville Home – Fifa World Cup
1 4
apartment , Toronto
This Oakville property, a three-bedroom house sleeping six, is situated minutes from Oakville's downtown core, Lakeside Park, and public transport. The self-catering dwelling boasts a fully equipped kitchen, high-speed Wi-Fi, parking, and a modern bathroom; guests can enjoy nearby shopping and lakeside amenities.
9.1 9 reviews
Oakville
01/09 – 30/09
A$201/nighttotal: A$5829 (29 )
Beautiful Contemporary 4 Bed Oakville House!
1 4
apartment , Milton
This spacious Oakville house, a 4-bedroom, 3-bathroom dwelling, is conveniently located near Oakville's town centre and approximately 48 kilometres from Toronto Pearson International Airport. The 2650 sq ft (246 sq m) property boasts an open-plan layout, sleeps six guests, and includes a fully equipped kitchen, garden, parking, and excellent internet access.
Best Oakville holiday rentals with parking
9.3 48 reviews
Oakville
28/12 – 31/12
A$146/nighttotal: A$438 (3 )
The Croft House - 2 Bedroom 1 Bathroom Suite
2 2
apartment , Hamilton
The Croft House - 2 Bedroom 1 Bathroom Suite is situated in Burlington, a suburb located 30 kilometres from Hamilton, offering a peaceful escape from the city centre. This apartment has received excellent ratings for its cleanliness, location and overall experience. The 74 square metre apartment comfortably accommodates up to four guests in its two bedrooms and one bathroom. Guests can enjoy a private garden with an outdoor fireplace, a fully equipped kitchen, air conditioning, and a barbecue, making it a perfect choice for a relaxing stay.
10 16 reviews
Oakville
01/08 – 30/09
A$248/nighttotal: A$14880 (60 )
Furnished 3000 Sqft 4 Bedrooms Home In Oakville
1 4
house , Milton
This spacious townhome is conveniently located in Milton, close to local amenities and attractions. The property has consistently received excellent ratings for cleanliness, location and user experience. The three-bedroom townhouse comfortably accommodates up to eight guests. It features modern design, a fully equipped kitchen, a private garden, parking, air conditioning, and internet access, making it ideal for families or groups.
8.8 13 reviews
Oakville
01/07 – 31/10
A$82/nighttotal: A$10004 (122 )
Charming 2 Bedroom Basement With Private Entrance
2 2
apartment , Toronto
This basement apartment is located in Oakville, a suburb of Toronto, just a short distance from the lake, Oakville's downtown area, and several parks. It has received very good ratings for cleanliness and user experience, and an excellent rating for its location. The apartment has two bedrooms, one bathroom, and can comfortably accommodate four guests. It is fully furnished and includes a well-equipped kitchen, a private entrance, and complimentary parking. Guests can enjoy a range of activities nearby, including exploring the lakefront, visiting local shops and restaurants, or relaxing in the nearby parks.
Oakville
28/12 – 31/12
A$958/nighttotal: A$2874 (3 )
Charming Oakville Getaway
5 2
apartment , Milton
This five-bedroom, four-bathroom serviced apartment in Oakville offers convenient access to Milton, situated 23 kilometres from the Mississauga Convention Centre and 33 kilometres from Toronto's BMO Field, Budweiser Stage, and Exhibition Place. The spacious accommodation provides a fully equipped kitchen, air conditioning, a terrace, balcony, free Wi-Fi, and private parking, with a guest capacity of 17.
Frequently asked questions about holiday rentals in Oakville
What are the top family-friendly attractions in Oakville?
Oakville has a lot to offer families. The Oakville Children's Centre is a great place for kids to play and learn, and the Oakville Galleries has some fun interactive exhibits. You can also take a walk along the lakefront trail, which is perfect for a family picnic.
What are the best Airbnb and holiday rentals in Oakville?
When is the best time to book a vacation rental in Oakville?
The best time to book a vacation rental in Oakville is during the shoulder seasons, from April to June and September to October. You'll avoid the crowds and get better rates, but the weather is still pleasant.
What events or festivals should visitors check out in and around Oakville?
Oakville's got a great calendar of events, including the Oakville Jazz Festival in July and the Oakville Fall Fair in September. If you're looking for something a little different, check out the Bronte Creek Provincial Park, which hosts a number of events throughout the year.
What are the best holiday rentals with a pool in Oakville?
What are the best restaurants with local dishes in Oakville?
For a taste of local cuisine, head to The Oakville Chop House for a classic steak or The Queen's Plate Restaurant for a more casual dining experience. Both offer delicious and authentic dishes.
What are the best rentals for families and kids in Oakville?
What are the best walking or cycling routes in Oakville?
The Waterfront Trail is a great option for both walking and cycling. It stretches along the lakefront and offers stunning views. For a shorter walk, try the Bronte Creek Provincial Park, which has a variety of trails for all levels.
What are the best rentals or Airbnbs with a jacuzzi in Oakville?
Yes, Oakville is a very pet-friendly city. You can bring your furry friend to many of the parks and trails, including Coronation Park and the Waterfront Trail. Many restaurants also have outdoor patios that welcome dogs.
What are the benefits of choosing a vacation rental in Oakville?
Vacation rentals offer more space and privacy than hotels, and often come with amenities like kitchens and laundry facilities. They can also be a more affordable option, especially for families or groups.
What are the top sports attractions and facilities in Oakville?
Oakville has a number of sports facilities, including the Oakville Soccer Club, the Oakville Tennis Club, and the Oakville Golf Club. The town is also home to the Oakville Hornets, a junior hockey team.
Destinations nearby
Best Oakville holiday rentals with a balcony
Oakville
23/07 – 31/07
A$252/nighttotal: A$2016 (8 )
Modern Townhouse Rooftop Vibes
1 4
house , Milton
This Milton house, sleeping seven guests, offers one bedroom and three bathrooms within an 111 square metre space and includes free private parking; its precise location within Milton requires further clarification to determine proximity to local landmarks. The property boasts a fully equipped kitchen, free Wi-Fi, a terrace/balcony, air conditioning, and an outdoor fireplace, perfect for relaxing evenings.
Oakville
26/08 – 06/09
A$288/nighttotal: A$3168 (11 )
Modern Luxury Townhome With 2br Balcony Plus Parking - Happy Oaks
2 2
house , Toronto
This modern luxe residence is situated in Oakville, 26 kilometres from the Mississauga Convention Centre and 32-35 kilometres from Toronto landmarks such as BMO Field, Rogers Centre, and the CN Tower, with Toronto Pearson International Airport located 26 kilometres away. This property offers free WiFi, private parking, air conditioning, a kitchen, and a balcony, accommodating up to seven guests with a check-out time of 11:00 AM.
9.0 5 reviews
Oakville
28/12 – 31/12
A$248/nighttotal: A$744 (3 )
Trafalgar
2 2
apartment , Milton
This two-bedroom flat in Oakville, Trafalgar, is approximately 22.5 kilometres from the Mississauga Convention Centre and between 33.8 and 35.4 kilometres from Toronto landmarks such as BMO Field, Rogers Centre, and the CN Tower. This 999 square metre residence accommodates up to four guests with two bathrooms, a fully equipped kitchen, air conditioning, a balcony, and complimentary private parking, offering free high-speed WiFi.
Oakville
28/08 – 04/09
A$1226/nighttotal: A$8582 (7 )
The Oakville House
3 3
apartment , Milton
This spacious three-bedroom flat is located in Oakville, 24 kilometres from the Mississauga Convention Centre and 24 kilometres from Toronto Pearson International Airport, offering city views from its patio. The 232 square metre residence accommodates up to 11 guests with air conditioning, a kitchen equipped with a fridge and dishwasher, a terrace with garden views, and private parking, with proximity to the Budweiser Stage, Exhibition Place, Rogers Centre, and CN Tower within a 38 kilometre radius.
Best Oakville holiday rentals with air conditioning
10 1 review
Oakville
23/07 – 31/07
A$349/nighttotal: A$2792 (8 )
Stylish 2-bed Oakville Home With Free Parking + Wifi
2 4
apartment , Milton
This self-contained side unit in Oakville, located 1.5 kilometres from Lake Ontario and 2.1 kilometres from Bronte Creek Provincial Park, offers convenient access to amenities and natural attractions for those visiting Milton. This two-bedroom flat accommodates up to four guests and features a fully equipped kitchen, in-unit laundry, air conditioning, and dedicated parking, with an office area suitable for business travellers.
9.8 20 reviews
Oakville
01/08 – 30/09
A$175/nighttotal: A$10500 (60 )
Comfy Condo, Can Sleep 5, Close To Stores, Park
1 4
apartment , Toronto
This Toronto apartment rental offers a peaceful, central location, though precise distances to specific landmarks remain unspecified. The two-bedroom, one-bathroom flat sleeps four guests and includes a kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, garden, and parking.
9.9 20 reviews
Oakville
10/08 – 15/08
A$530/nighttotal: A$2650 (5 )
*Top Rated In Oakville*luxurious Private Apartment
1 2
apartment , Toronto
This Glen Abbey, Oakville self-catering property is conveniently located near major roads, approximately 13km from Lake Ontario, and within a 16km radius of Glen Abbey Golf Course and Deer Creek Golf Course. The spacious basement flat sleeps four guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, in-unit laundry, Smart TV with streaming services, Xbox One with racing simulator, and private parking; enjoy nearby Oakville Place Shopping Centre, a short drive from Toronto (64km) and Niagara Falls (80km).
9.8 255 reviews
Oakville
23/07 – 14/09
A$118/nighttotal: A$6254 (53 )
Basement Apartment ( Separate Entrance)
1 2
apartment , Toronto
This basement flat is conveniently located near major roads and public transport, making it easy to explore Toronto and its surroundings. The property has received excellent ratings for location, cleanliness, and overall user experience. The self-contained accommodation is suitable for two guests and features a queen-size bed, a sofa bed, and a kitchenette with a fridge, microwave, toaster, and coffee maker. Guests can also enjoy free high-speed Wi-Fi, a private entrance, one parking space, and access to gym equipment.