Modern 1 Bedroom Oakville Suite Parking Private Pets Allowed
1 1
apartment , Milton
This private, self-contained side unit of a duplex in Oakville offers a comfortable stay for up to two guests, with convenient access to Lake Ontario and Bronte Creek Provincial Park, and is situated approximately 1.5 kilometres from Glen Abbey Golf Course and Cameron's Brewing Company. This one-bedroom flat includes a full kitchen, 1.5 bathrooms, an in-unit washer and dryer, and free on-site driveway parking for one vehicle, ensuring a convenient and well-equipped stay for visitors to Milton.
10 23 reviews
Oakville
28/12 – 31/12
NZ$156/nighttotal: NZ$468 (3 )
Family-friendly, Cozy, Elegant
1 2
apartment , Hamilton
This Burlington guest suite, situated in the Tansley Woods neighbourhood, offers easy access to downtown Burlington, the lakefront, and the GO train station (a short drive away), with Toronto and Niagara Falls approximately 65-70km distant. The self-contained accommodation comprises a spacious living area with a smart TV and fireplace, a queen-size bedroom with an en-suite bathroom, on-site parking, and sleeps two guests, close to Tansley Woods Community Centre and its pickleball court.
9.9 40 reviews
Oakville
06/07 – 12/07
NZ$229/nighttotal: NZ$1374 (6 )
Cozy Spacious 2 Bedrooms
1 2
apartment , Milton
This Oakville property, near Toronto Pearson International Airport and a 32km drive from Square One Shopping Centre, offers convenient access to major attractions. The two-bedroom, one-bathroom house sleeps five, includes a fully equipped kitchen with dishwasher, air conditioning, garden, parking, and excellent guest reviews.
9.9 23 reviews
Oakville
26/08 – 06/09
NZ$124/nighttotal: NZ$1364 (11 )
A Basement Studio With Parking
1 2
apartment , Milton
This private basement apartment is situated in a Milton residential area, offering convenient access to local amenities and attractions, with the Milton Sports Centre just a few minutes away and the downtown core a short drive. This studio sleeps two guests and features a queen-sized bed, a kitchenette with a dishwasher, fridge, and electric stove, air conditioning, internet, and access to a fitness centre, with dedicated parking for one vehicle.
9.6 263 reviews
Oakville
27/06 – 04/07
NZ$110/nighttotal: NZ$770 (7 )
Bedroom With Queen Bed & Attach Full Bathroom
1 2
B&B , Toronto
Cozy Basement Apartment is located in Oakville, Ontario, 39 kilometres southwest of downtown Toronto, offering a peaceful escape from the city bustle. The apartment enjoys excellent ratings for cleanliness, location and overall experience. The apartment offers one bedroom and features a kitchen with a fridge, freezer and microwave. Guests can enjoy a garden, parking and free Wi-Fi, as well as close proximity to Toronto attractions such as the CN Tower, Scotiabank Arena and Exhibition Place.
8.8 8 reviews
Oakville
01/07 – 31/10
NZ$168/nighttotal: NZ$20496 (122 )
Private Trendy Coach House
1 2
apartment , Toronto
This Oakville studio apartment, a 30-45 minute drive from Toronto, is situated in the Oak Park neighbourhood, close to Milbank Park and public transport links. The recently renovated self-contained unit sleeps two, boasts a custom kitchen with dishwasher and Keurig coffee maker, in-suite laundry, a smart TV, and overlooks a Japanese garden; nearby attractions include shopping and dining options.
8.0 5 reviews
Oakville
25/06 – 28/06
NZ$563/nighttotal: NZ$1689 (3 )
*Family Haven* Renovated 3br • Backyard • Parking
1 4
apartment , Hamilton
This family-friendly townhome in Hamilton offers a prime location, just a short walk to grocery stores, restaurants, and shopping centres, and within 1 kilometre of the lakefront and Burlington Pier. Boasting 185 square metres of living space, this 2-storey dwelling accommodates up to six guests with three bedrooms, 1.5 bathrooms, a fully equipped kitchen, dedicated workspace, in-unit laundry, and two driveway parking spots.
10 2 reviews
Oakville
10/08 – 15/08
NZ$140/nighttotal: NZ$700 (5 )
Luxury Condo Stay That Feels Like Home
1 2
apartment , Toronto
This one-bedroom flat in Oakville offers direct train access to Toronto, situated just steps from Oakville GO station and Kerr Village, placing you 30 kilometres southwest of the city centre with proximity to lakeside amenities. Guests can enjoy luxury condo amenities including a swimming pool, sauna, and gym, alongside a private washroom and access to a shared kitchen for a comfortable stay.
Oakville
23/07 – 31/07
NZ$425/nighttotal: NZ$3400 (8 )
Modern 3br Home With Office And Parking And Wifi
1 4
apartment , Toronto
This modern 3-bedroom house is situated in a quiet, family-friendly neighbourhood in Oakville, a short 3-kilometre drive from Lake Ontario and major highways for convenient access to the Greater Toronto Area. This residence offers ample parking for four cars, high-speed Wi-Fi, in-home laundry, and a 65-inch Smart TV with Roku, comfortably accommodating up to six guests with easy access to Oakville Place Shopping Centre and nearby walking trails.
9.9 87 reviews
Oakville
15/07 – 31/01
NZ$360/nighttotal: NZ$72000 (200 )
Modern-4 Car-king Bed-ping Pong-bbq-403/407/qew
4 3
apartment , Toronto
This luxurious townhouse is located in the family-friendly Joshua Creek neighbourhood in Oakville, just a short drive from major highways and attractions like Bronte GO station, Lake Ontario and downtown Oakville. The property has received excellent ratings for location, cleanliness and user experience. The spacious three-bedroom townhouse can accommodate up to nine guests and features a dedicated office room and two workspaces. Guests can enjoy high-speed internet, two smart TVs with unlimited Netflix, a fully equipped kitchen, a ping pong table, a backyard with outdoor dining furniture, a BBQ, two garage parking spaces and two driveway parking spaces.
10 16 reviews
Oakville
27/06 – 04/07
NZ$112/nighttotal: NZ$784 (7 )
Queen Bed For 2 Guests
1 1
apartment , Toronto
This Oakville apartment, conveniently located approximately 80km from Toronto and offering easy access to the University of Toronto Mississauga campus, provides a base for exploring the Golden Horseshoe region. The self-catering flat features one bedroom, one bathroom, sleeps two guests, includes parking, and offers amenities such as a fridge, freezer, microwave, and air conditioning.
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.
Best Oakville luxury short term rentals
9.7 91 reviews
Oakville
09/08 – 14/08
NZ$698/nighttotal: NZ$3490 (5 )
2026 Fifa |40 Mins To Bmo Field |Oakville Go Train
1 4
apartment , Toronto
This five-bedroom, three-bathroom house in Uptown Oakville offers self-catering for up to ten guests, conveniently located within 1.6km of Oakville Place shopping centre, 0.96km from Sheridan College, and 0.8km from a drive-in cinema. The property features a fully equipped kitchen, a spacious living room with a 65" smart TV, two workspaces, a private enclosed garden, and family-friendly amenities including a high chair, children's books and toys; self check-in is available.
Best Oakville Short term rentals with a jacuzzi
Among the 531 accommodations in Oakville, here are the 4 best rentals with a jacuzzi
Oakville
28/12 – 31/12
NZ$317/nighttotal: NZ$951 (3 )
Apartment ∙ 2 Bedrooms ∙ 4 Guests
2 2
apartment , Milton
This two-bedroom flat in Halton offers convenient access to Oakville and Mississauga (both 32 kilometres away) and is 56 to 79 kilometres from downtown Toronto, with a GO station 630 metres from the property. This modern apartment for four guests features a fully equipped kitchen with a dishwasher and microwave, air conditioning, a swimming pool, a jacuzzi, and private parking, providing a comfortable base for exploring the Greater Toronto Area.
9.4 7 reviews
Oakville
31/07 – 02/08
NZ$418/nighttotal: NZ$836 (2 )
Brand New Condo-bed+sofa Bed Bright Unit+parking
1 2
apartment , Milton
This one-bedroom flat is located in a central Milton district, providing easy access to local amenities. This flat accommodates up to three guests and includes essential amenities such as air conditioning, a kitchen, and parking, making it ideal for both business and leisure stays.
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.
Oakville
01/07 – 31/07
NZ$521/nighttotal: NZ$15630 (30 )
Luxurious House With Pond View And Jacuzzi
4 2
apartment , Milton
This Oakville holiday home, an 11-minute (17.7km) drive from Lake Ontario and a 13-minute (20.9km) drive from Square One Shopping Centre, offers convenient access to Oakville's attractions. Sleeping eight guests, the property boasts four bedrooms, four bathrooms, a fully equipped kitchen including a dishwasher and lobster pot, a jacuzzi, and covered parking; nearby activities include Putting Edge mini golf and Glen Abbey Golf Course.
Frequently asked questions about short term rentals in Oakville
What kind of weather can travelers expect in Oakville?
Oakville has a humid continental climate, with warm summers and cold winters. Expect temperatures ranging from -10°C to 30°C throughout the year. Pack for all seasons, especially if you're visiting during spring or autumn when the weather can be unpredictable.
What are the most popular festivals and events in Oakville?
Oakville has a lively events calendar. The Oakville Jazz Festival is a popular summer event, attracting music lovers from across the region. The Oakville Fall Fair is another highlight, showcasing local produce and entertainment.
What are the best short term rentals with a pool in Oakville?
Are there any famous stadiums or sports arenas in Oakville?
Oakville doesn't have any major professional sports stadiums or arenas. The town is mainly known for its beautiful scenery and its focus on community events rather than big-league sports.
What are the best short term rentals with a jacuzzi in Oakville?
Oakville is surrounded by beautiful natural landmarks. The nearby Bronte Creek Provincial Park is a great spot for hiking, fishing, and camping. For a scenic drive, head to the Niagara Escarpment, a breathtaking geological formation that offers stunning views.
What are the best short term rentals for families and kids in Oakville?
Among the 531 accommodations in Oakville, here are the 4 best family friendly rentals
9.8 25 reviews
Oakville
23/07 – 31/07
NZ$595/nighttotal: NZ$4760 (8 )
House In South Oakville - Close To Lake
1 4
apartment , Toronto
This Oakville main floor apartment, ideally situated near Lake Ontario and Oakville's town centre, offers easy access to Toronto via nearby GO stations and major highways. The three-bedroom, two-bathroom self-catering property sleeps six guests, boasting a fully furnished interior with modern appliances, high-speed Wi-Fi, dedicated parking, and a private garden.
9.8 79 reviews
Oakville
01/07 – 31/07
NZ$631/nighttotal: NZ$18930 (30 )
Luxury-5 Br-king Bed-2 Car-pond View-403/407/qew
1 2
apartment , Milton
This five-bedroom house, near the junction of the 403, 407 and QEW motorways, is situated approximately 10 km from Oakville GO station and within 8 km of shops including Walmart and Longo's supermarket in Oakville. Offering self-check-in, this spacious property sleeps 12 guests and boasts a modern kitchen with dishwasher, two workspaces, a garden, parking, and ultra-high-speed internet (1 Gbps), plus two Smart TVs.
9.6 14 reviews
Oakville
01/07 – 31/07
NZ$115/nighttotal: NZ$3450 (30 )
Cozy Resort-like Stay With Pool
1 2
apartment , Toronto
This charming bed and breakfast is situated in a peaceful residential neighbourhood of Toronto, within easy walking distance of Sixteen Mile Creek, Lions Valley, and Neyagawa Park. The property has received excellent ratings for its cleanliness, location, and overall experience. The guest house is set up in a basement, providing a quiet and private stay for up to two guests. Guests can enjoy a spacious living area, a well-equipped kitchen, a modern bathroom, a private garden, and access to a swimming pool.
Oakville
27/06 – 04/07
NZ$165/nighttotal: NZ$1155 (7 )
Private Basement Bedrooms In Oakville
1 2
, ミルトン
Best Oakville short term rentals with parking
9.5 23 reviews
Oakville
23/07 – 14/09
NZ$205/nighttotal: NZ$10865 (53 )
Luxury Basement Apartment In Oakville Monthly Stays Only
1 2
apartment , Milton
This luxury basement flat is located in Oakville, just 35 kilometres from both BMO Field and Budweiser Stage in Toronto, offering easy access to the city's attractions. It has received excellent ratings for location, cleanliness and user experience. The self-catering flat, with a floor area of 11 square metres, can accommodate up to four guests. It offers a range of amenities, including a fully equipped kitchen, a washing machine, free Wi-Fi, a satellite flat-screen TV, a fireplace, a seating area, access to darts and tennis, a fitness room, and outdoor play equipment.
Oakville
08/08 – 03/10
NZ$304/nighttotal: NZ$17024 (56 )
Brand New Stylish 2br Condo In Oakville
2 2
apartment , Milton
This apartment is situated in North Oak, Oakville, a short distance from Sixteen Mile Creek, Lake Ontario, and over 300 kilometres of nature trails, offering convenient access to major highways and Sheridan College. This stylish 67 square metre flat provides accommodation for up to 4 guests with 2 bedrooms, 2 bathrooms, a fully equipped kitchen including a dishwasher, air conditioning, Wi-Fi, and one complimentary underground parking space, plus in-suite laundry facilities.
8.4 351 reviews
Oakville
27/06 – 04/07
NZ$124/nighttotal: NZ$868 (7 )
Quiet And Comfortable Homestay
1 2
B&B , Toronto
Quiet and Comfortable Homestay is located 18 miles from Mississauga Convention Center and Toronto Pearson International Airport, and 22 miles from BMO Field and Budweiser Stage, offering a peaceful retreat from the city centre. This guest house has received very good ratings for location, cleanliness, and overall experience. The accommodation features a bedroom and bathroom, along with a shared lounge area. Amenities include a terrace, garden, kitchen with a fridge and microwave, free Wi-Fi, and private parking.
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.