This conveniently located flat offers a peaceful retreat in a safe neighbourhood, just 500 metres from Ridgeway Plaza's amenities and close to Highways 403 and 407, with downtown Toronto a 48-kilometre drive away. This furnished one-bedroom apartment accommodates two guests and features air conditioning, in-suite laundry, free parking, a queen bed, a fully equipped kitchen, and fast WiFi, making it ideal for remote workers.
9.6 75 reviews
Oakville
28/12 – 31/12
NZ$205/nighttotal: NZ$615 (3 )
Apartment Unit
1 2
apartment , Milton
This one-bedroom apartment is situated in a peaceful neighbourhood in Milton, just a 10-minute drive from Lake Ontario and 25-30 minutes from the airport. The apartment has consistently received excellent reviews for its cleanliness, location and overall experience. This comfortable flat can accommodate up to four guests and features a fully equipped kitchen, a dedicated workspace, a smart TV, and a private outdoor area with a barbecue. Guests also have access to free parking, an EV charging outlet, and a washing machine and dryer.
10 33 reviews
Oakville
15/08 – 04/09
NZ$247/nighttotal: NZ$4940 (20 )
Two Beds And Free Parking Brand New Unit
1 2
apartment , Toronto
This Toronto apartment, sleeping four guests in one bedroom and one bathroom, is newly furnished and boasts excellent user ratings for cleanliness and location, though its precise neighbourhood and proximity to Toronto attractions remain unspecified. The self-catering flat includes a fully equipped kitchen with fridge, freezer, and microwave, air conditioning, a TV, and high-end furniture; further details on amenities and specific interior design are unavailable.
8.0 1 review
Oakville
27/06 – 31/12
NZ$216/nighttotal: NZ$40392 (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.
Oakville
08/08 – 03/10
NZ$210/nighttotal: NZ$11760 (56 )
Luxury Executive Studio In Prestigious Glen Abbey Oakville
1 2
studio , Toronto
This one-bedroom apartment is located in the prestigious Glen Abbey community of Oakville, approximately 40 kilometres southwest of Toronto and within easy reach of Bronte Creek Provincial Park. The 93 square metre studio flat offers a comfortable stay for up to four guests and features a fully equipped kitchen, a king-sized bed, a 55-inch television, and a private patio, perfect for relaxing after a day exploring the surrounding area.
9.8 19 reviews
Oakville
01/07 – 31/07
NZ$218/nighttotal: NZ$6540 (30 )
Stylish New 2br Suite W/ Parking
1 3
apartment , Milton
This modern two-bedroom apartment in Oakville offers convenient access to Milton via the nearby highway and GO Train station, reducing travel time to the town centre. The 2-bedroom flat sleeps four guests comfortably, boasting a fully equipped kitchen, in-unit laundry, high-speed internet, and free on-site parking; self check-in is available 24/7.
9.5 53 reviews
Oakville
31/07 – 02/08
NZ$246/nighttotal: NZ$492 (2 )
Studio 1br Private Suite In Oakville
1 2
studio , Toronto
This Toronto guesthouse offers a private room with ensuite bathroom, conveniently located near diverse restaurants in a residential area of the city, the precise neighbourhood unspecified. The self-contained unit sleeps two, includes free Wi-Fi, parking, and amenities such as a microwave, fridge, and kettle, promising a comfortable stay.
9.8 38 reviews
Oakville
28/08 – 04/09
NZ$756/nighttotal: NZ$5292 (7 )
Luxury Oakville Home, Hot Tub, Fireplace (Upper)
1 9
apartment , Milton
This Oakville house, near quality restaurants and parks, is under 48km from Pearson Airport and 53km from Toronto city centre. The four-bedroom, three-bathroom property sleeps ten, boasting a fully equipped kitchen, jacuzzi, garden, and parking; summer BBQs are possible using the grill.
9.7 110 reviews
Oakville
10/07 – 15/07
NZ$236/nighttotal: NZ$1180 (5 )
Cozy Basement Apartment In Oakville
1 2
apartment , Milton
This Oakville basement flat, situated in a quiet neighbourhood near restaurants and grocery stores, is approximately 16-24 km from Toronto Pearson International Airport (YYZ) and 10-15 minutes from Oakville GO Station. The self-catering apartment offers two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus parking and air conditioning.
9.5 17 reviews
Oakville
27/06 – 04/07
NZ$310/nighttotal: NZ$2170 (7 )
South Oakville Apartment Near Lake (Basement)
1 2
apartment , Toronto
This Oakville basement flat, a 15-minute walk from Lake Ontario and near the QEW and Trafalgar GO Station, offers easy access to both Toronto (30-minute drive) and downtown Oakville. The self-contained one-bedroom suite, sleeping two, features a fully equipped kitchen, private laundry, high-speed Wi-Fi, a 55-inch Smart TV, dedicated parking, and was newly furnished in 2025.
Oakville
28/08 – 04/09
NZ$1706/nighttotal: NZ$11942 (7 )
Luxary Villa W/ Pool, Sauna, Hot Tub | Sleeps 12
5 9
apartment , Toronto
This luxury spa villa is located in an accessible area of Toronto with direct GO train access, providing a journey of approximately 64 kilometres to BMO Field. This spacious 5-bedroom, 3-bathroom flat accommodates up to 12 guests, featuring a private backyard with a pool, hot tub, sauna, and cold plunge, alongside an EV charger for convenience.
10 8 reviews
Oakville
09/08 – 14/08
NZ$648/nighttotal: NZ$3240 (5 )
Stylish 4br Townhome•with Parking•neargo•30 Min Dt
4 4
apartment , Hamilton
This 4-bedroom townhouse is located in Oakville, offering proximity to the GO Station and major highways, approximately 50 kilometers from Hamilton. This spacious accommodation sleeps 8 guests and features a modern layout with a fireplace, a fully equipped kitchen, 3.5 bathrooms, a private balcony, and a 2-car garage.
Best family friendly Oakville holiday rentals
Among the 664 accommodations in Oakville, here are the 3 best family friendly rentals
10 1 review
Oakville
28/12 – 31/12
NZ$658/nighttotal: NZ$1974 (3 )
Luxury Oakville Home, Hot Tub, Fireplace, New Home
4 2
house , Milton
This luxurious property is situated in Oakville, just 24 kilometres from the Mississauga Convention Centre, 35 kilometres from BMO Field, and 37 kilometres from Budweiser Stage. The home has received excellent ratings for its location, cleanliness, and overall user experience. This four-bedroom home is spacious and comfortable, with a floor area of 229 square metres and a guest capacity of 10. The property offers a range of amenities, including a private hot tub, outdoor dining area, fireplace, fully equipped kitchen, free Wi-Fi, washer and dryer, and a peaceful garden.
9.1 13 reviews
Oakville
01/07 – 31/07
NZ$391/nighttotal: NZ$11730 (30 )
4br Luxury Close To Lake, 30 Mins Toronto/niagara
1 4
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.
9.0 8 reviews
Oakville
08/08 – 03/10
NZ$161/nighttotal: NZ$9016 (56 )
Two Bedroom Cozy Bsmt Home In Prime Location Including Parking & Laundry Room!
2 2
apartment , Toronto
This Mississauga basement flat, near the 403, 401 and QEW motorways, is conveniently located approximately 6 minutes from Ridgeway Plaza and 12 minutes from Clarkson GO station, offering easy access to Toronto Pearson International Airport (approximately 32km). The self-contained two-bedroom property sleeps four, features a fully equipped kitchen, in-suite laundry, free parking, and a private entrance with 24/7 self check-in; nearby parks, pharmacies, and restaurants provide ample local amenities.
Best Oakville holiday rentals with parking
Oakville
10/07 – 15/07
NZ$1273/nighttotal: NZ$6365 (5 )
Luxury Modern Retreat With Sauna & Modern Amenities
4 2
house , Toronto
This Mississauga property, situated 19 kilometres from Toronto Pearson International Airport and 18 kilometres from the Mississauga Convention Centre, offers convenient access to major attractions. The 250 square metre modern home boasts four bedrooms, four bathrooms, sleeps nineteen guests, and includes a fully equipped kitchen, sauna, garden, terrace, parking, and Wi-Fi.
9.4 12 reviews
Oakville
23/07 – 14/09
NZ$73/nighttotal: NZ$3869 (53 )
Smart & Cute 1br Basement Apartment-milton
1 2
apartment , Milton
This Milton basement flat is conveniently located 24km from Mississauga and 47km from Toronto's BMO Field and Budweiser Stage, offering easy access to major roads. The self-contained apartment sleeps three, features a fully equipped kitchen, free Wi-Fi, private parking, and an electric vehicle charging point, plus a flat-screen TV.
10 3 reviews
Oakville
28/12 – 31/12
NZ$440/nighttotal: NZ$1320 (3 )
Modern & Spacious 2 Bedrooms+2 Bathrooms Bungalow In Oakville
2 2
house , Toronto
This modern bungalow is located in Oakville, a suburb of Toronto, situated around 40 kilometres from downtown attractions like BMO Field and Budweiser Stage. The property has received excellent ratings for location, cleanliness, and overall experience, making it a comfortable and convenient choice for travellers. The two-bedroom, two-bathroom house can comfortably accommodate up to four guests. The fully equipped kitchen, private garden, free Wi-Fi, and parking make it easy to relax and enjoy your stay.
9.9 76 reviews
Oakville
06/07 – 12/07
NZ$398/nighttotal: NZ$2388 (6 )
Contemporary, Quite Two Bedroom Home !
2 2
apartment , Toronto
This two-bedroom flat is located in Mississauga, just 4 kilometres from Oakville and easily accessible via the 403 Highway and public transport. The property has received excellent ratings for its cleanliness, location, and overall experience. The flat is ideal for families or groups of up to four people, offering a comfortable living space with a fully equipped kitchen, a spacious living area, and two modern bathrooms. Guests can enjoy a range of amenities including air conditioning, a washing machine and dryer, and a garden, making it a convenient and enjoyable base for exploring Toronto.
Frequently asked questions about holiday rentals in Oakville
What are the top family-friendly attractions in Oakville?
The Oakville Public Library is a great place to take the kids, with lots of fun activities and events. The Oakville Museum also has a children's section with interactive exhibits. For outdoor fun, you can go to Coronation Park, which has a playground, splash pad, and plenty of green space.
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 depends on your preferences. If you want warm weather and outdoor activities, then July and August are popular months. For a quieter and more affordable experience, consider booking in the shoulder seasons, like spring or autumn.
What are the best budget-friendly activities in Oakville?
Oakville has plenty of free or low-cost activities to enjoy. You can take a stroll along the waterfront, visit the Oakville Museum, or explore the many parks and green spaces. You can also check out the farmers market on Saturdays for fresh produce and local crafts.
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, try the Oakville Fish Market, which serves fresh seafood. The Queen's Plate Restaurant is also a popular spot for traditional Canadian dishes. If you're looking for something a bit more casual, the Oakville Farmers Market has a variety of food vendors offering local produce and baked goods.
What are the best rentals for families and kids in Oakville?
Yes, many of Oakville's parks and green spaces are pet-friendly. You can also take your furry friend for a walk along the waterfront or visit the Oakville Museum, which welcomes well-behaved dogs.
What are the best rentals or Airbnbs with a jacuzzi in Oakville?
What are the benefits of choosing a vacation rental in Oakville?
Vacation rentals offer more space and privacy than hotels, and they can be a great option for families or groups. They also often come with amenities like kitchens and laundry facilities, which can save you money on dining out and laundry costs.
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. You can also catch a hockey game at the Oakville Hawks, the town's junior hockey team.
Destinations nearby
Best Oakville holiday rentals with a balcony
Oakville
26/08 – 06/09
NZ$1270/nighttotal: NZ$13970 (11 )
Luxary Villa With Pool, Sauna, Hot Tub Sleeps 12
1 2
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.
Oakville
06/07 – 12/07
NZ$364/nighttotal: NZ$2184 (6 )
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.
Oakville
28/12 – 31/12
NZ$451/nighttotal: NZ$1353 (3 )
*Cozy* 1 Bedroom Home Near Waterfront/trails
1 2
apartment , Hamilton
This newly renovated one-bedroom flat is situated in Burlington, a short drive from the lakefront and Burlington Pier, offering convenient access to amenities. This private suite accommodates two guests and features a fully equipped kitchen, high-speed WiFi, in-unit laundry, and two driveway parking spaces, with pets welcome.
Oakville
28/08 – 04/09
NZ$1482/nighttotal: NZ$10374 (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 8 reviews
Oakville
10/08 – 15/08
NZ$350/nighttotal: NZ$1750 (5 )
Luxurious Apartment With King Bed
1 2
apartment , Toronto
This one-bedroom flat is located in a quiet, fashionable district of Toronto, a short walk from major attractions and entertainment venues. This family-friendly apartment offers a fully equipped kitchen, air conditioning, Wi-Fi, and on-site parking, with a guest capacity of two.
Oakville
27/06 – 04/07
NZ$544/nighttotal: NZ$3808 (7 )
Home Swap Opportunity!! Modern Home Quiet Area.
3 2
apartment , Toronto
Accommodation for up to 4 guests. You will be based in Toronto. Services and facilities: a kitchen, a garden and a washing machine. This apartment in Toronto also has air conditioning!
9.6 105 reviews
Oakville
08/07 – 07/08
NZ$165/nighttotal: NZ$4950 (30 )
2 Bedroom $80/night Mississauga (30 Days Booking)
1 4
apartment , Toronto
This basement flat is located in a suburb of Toronto, a 35-minute drive or train ride from the city centre and a 25-minute drive from the airport. The property has received excellent ratings for cleanliness, location and user experience. This self-contained apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. It includes modern amenities such as air conditioning, heating, a TV with Lodge, a fully equipped kitchen, free WiFi, and Netflix, as well as a shared parking space and a coin laundry.
Oakville
01/07 – 31/07
NZ$373/nighttotal: NZ$11190 (30 )
Oakville Bright&airy 4-bdrm Home! Close To Highway 403&qew!
4 4
apartment , Milton
This luxury townhome in Oakville offers tranquil pond views and is located approximately 5 kilometres from Benares Historic House and Oakville Museum, with convenient access to attractions such as Putting Edge and Glen Abbey Golf Course. This spacious 232 square metre residence features four bedrooms, three and a half bathrooms, and accommodates up to eight guests, with amenities including air conditioning, internet, and private two-car garage parking.