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.
10 3 reviews
Oakville
15/07 – 31/01
SG$254/nighttotal: SG$50800 (200 )
💧Lakeshore Villa💧 5000 Sqft Paradise
3 3
apartment , Toronto
This luxurious lakeside property is situated on a quiet Oakville street, a 6.4km drive from Bronte Harbour and offering breathtaking Lake Ontario views. The three-bedroom, two-bathroom residence sleeps twelve guests and boasts a gourmet kitchen, inground pool, walk-out basement with billiards table, and private balconies from all bedrooms; luxury services including private chefs are available on request.
9.7 7 reviews
Oakville
05/07 – 11/07
SG$213/nighttotal: SG$1278 (6 )
Modern Furnished 2br Suite W/ Kitchen & Laundry
1 2
apartment , Toronto
This furnished flat offers a convenient base in a peaceful Toronto district, located a short drive from the city centre and a few kilometres from the Royal Ontario Museum. The two-bedroom unit accommodates up to four guests, featuring an open-concept living area, a full kitchen with a dishwasher, air conditioning, in-suite laundry, a dedicated workspace, and fast WiFi, ensuring a comfortable and productive stay.
9.9 17 reviews
Oakville
27/06 – 04/07
SG$335/nighttotal: SG$2345 (7 )
Luxury Condo In Heart Of Oakville 2br/2 Bath
1 2
apartment , Milton
This two-bedroom condo in Oakville is situated 8 kilometres from downtown Oakville, 56 kilometres from Toronto, and 80 kilometres from Niagara Falls, with Sheridan College campus located 800 metres away. This modern apartment offers accommodation for five guests with a fully equipped kitchen, two bathrooms, air conditioning, and access to a fitness centre and rooftop terrace, being conveniently located 15 kilometres from Milton and close to the Ridgeway Plaza Mississauga food street.
10 2 reviews
Oakville
01/07 – 31/07
SG$80/nighttotal: SG$2400 (30 )
Private Large Bedrm - Queen Bed- Easy Commute
1 2
apartment , Toronto
This Toronto B&B's precise location within the city is unspecified, preventing details on proximity to landmarks like the CN Tower or the Royal Ontario Museum. The single-bedroom guesthouse offers air conditioning, parking, a fitness centre, Wi-Fi, and a kitchen with a fridge and microwave, accommodating up to two guests.
Oakville
27/06 – 04/07
SG$164/nighttotal: SG$1148 (7 )
Luxurious Condo Getaway With Skyline View
1 2
apartment , Milton
This one-bedroom flat is located in a prime Mississauga area, offering easy access to Square One Shopping Centre, approximately 1.5 kilometres away, and major motorways such as the M401. This property provides accommodation for up to two guests and features air conditioning, a kitchen, ensuite laundry, and secure parking, with excellent public transport links via TTC and MiWay for exploring the surrounding region.
10 1 review
Oakville
10/08 – 15/08
SG$223/nighttotal: SG$1115 (5 )
Very Bright Basement Unit, Sep Entrance +Parking
2 2
apartment , Toronto
This stylish city flat is located in a prime downtown Toronto district, offering immediate access to the city's core and close proximity to major landmarks such as the CN Tower, which is 1.5 kilometres away, and the Royal Ontario Museum, 2 kilometres away. This modern apartment accommodates up to four guests and features a kitchen, air conditioning, and Wi-Fi, with pets welcome, making it an ideal base for exploring Toronto's attractions and public transport links.
10 2 reviews
Oakville
05/07 – 11/07
SG$231/nighttotal: SG$1386 (6 )
Stylish 2bedroom Suite Furnished
1 2
apartment , Hamilton
This Hamilton apartment, ideally located in the city centre, is within 2km of Dundurn Castle and 3km of the Royal Botanical Gardens. The 2-bedroom, 1-bathroom property sleeps 4, offering a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, parking, and internet access.
9.7 46 reviews
Oakville
28/12 – 31/12
SG$256/nighttotal: SG$768 (3 )
Oakville Chic 2br – Near Shops & Parks
1 2
apartment , Toronto
This Oakville apartment, situated approximately 30 kilometres west of Toronto, offers convenient access to major plazas and restaurants. The two-bedroom, one-bathroom flat sleeps six guests, boasting a fully equipped kitchen, free parking, air conditioning, and a garden; fast WiFi is ideal for remote workers.
Oakville
23/07 – 14/09
SG$448/nighttotal: SG$23744 (53 )
Modern 3 Bedroom House In Family Friendly Neighbourhood
3 2
apartment , Dallas
This three-bedroom, 2.5-bathroom Dallas house enjoys a prime Uptown location, just a short walk from the Katy Trail, the American Airlines Centre, and within 1.6km of the Perot Museum of Nature and Science and the Dallas World Aquarium. The property offers in-house laundry facilities, essential amenities such as a hairdryer and iron, and comfortably accommodates six guests, providing an ideal base for exploring Uptown Dallas and its surrounding attractions.
This newly built two-bedroom basement flat in Milton offers convenient access, being just 3 minutes from the motorway and 6 minutes from a large food court, with Downtown Toronto and Niagara Falls reachable within an hour's drive. This spacious accommodation sleeps up to five guests, featuring a fully equipped kitchen, air conditioning, private parking for one vehicle, and in-suite laundry, ideal for travellers seeking a comfortable stay.
9.8 184 reviews
Oakville
28/08 – 16/09
SG$314/nighttotal: SG$5966 (19 )
3bd 2.5bth House W/ Pool Table, Swing, Outdoor Bbq
3 4
apartment , Toronto
This apartment is located in a quiet neighbourhood in Oakville, just 15 kilometres from downtown Toronto and less than 80 kilometres from Niagara Falls. It has consistently received excellent ratings for cleanliness, location, and user experience. The three-bedroom home is perfect for families or groups of up to nine guests and offers a spacious layout with a large backyard. Guests can enjoy amenities like a fully equipped kitchen, a pool table, a foosball table, a quiet workstation, and a private garage.
Best Oakville luxury short term rentals
9.8 30 reviews
Oakville
08/07 – 07/08
SG$226/nighttotal: SG$6780 (30 )
Spacious 2 Bedroom Apartment - Oakville.
2 4
B&B , Milton
This spacious, two-bedroom basement flat in Milton offers convenient access to Oakville and Burlington town centres (approximately 18km away), and is within a 72km radius of Toronto and Niagara Falls. The self-contained apartment, sleeping four, boasts a fully equipped kitchen, in-unit laundry, and private entrance; nearby amenities include shops, restaurants, and parks.
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
SG$237/nighttotal: SG$711 (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.
Oakville
01/07 – 31/07
SG$389/nighttotal: SG$11670 (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.
Oakville
27/06 – 04/07
SG$1574/nighttotal: SG$11018 (7 )
Luxury 5 Br, Gym, Sauna, Thtr, Od Fp & Ktcn, Lake
5 2
apartment , Hamilton
This newly built five-bedroom, four-bathroom residence is situated in Burlington, 14 kilometres from Hamilton city centre, offering proximity to the Oakville Art Society and Joseph Brant Museum. This detached house accommodates up to ten guests and features air conditioning, a microwave oven, a dishwasher, a Jacuzzi, and parking, with cribs and baby gates available upon request.
9.4 7 reviews
Oakville
26/08 – 06/09
SG$214/nighttotal: SG$2354 (11 )
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.
Frequently asked questions about short term rentals in Oakville
What kind of weather can travelers expect in Oakville?
Oakville has a humid continental climate. Summers are warm and humid, with average highs around 25°C. Winters are cold and snowy, with average lows around -5°C. You'll want to pack for all seasons!
What are the most popular festivals and events in Oakville?
Oakville has a lot of festivals and events throughout the year, but the most popular ones are the Oakville Jazz Festival, the Oakville Fall Fair, and the Oakville Christmas Market.
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 stadiums or sports arenas, but you can catch a game at the nearby Rogers Centre in Toronto, which is home to the Toronto Blue Jays.
What are the best short term rentals with a jacuzzi in Oakville?
Oakville is close to some fantastic natural landmarks. The most popular is the Niagara Escarpment, which is a UNESCO World Biosphere Reserve. You can also visit the nearby Crawford Lake Conservation Area.
What are the best short term rentals for families and kids in Oakville?
What part of Oakville is ideal for finding lodging?
The best place to find lodging in Oakville is near the waterfront in the downtown area, which is close to all the shops, restaurants, and attractions. The Old Oakville area is also a great choice for its charm and historic buildings.
Destinations nearby
Best family friendly Oakville Short term rentals
Among the 531 accommodations in Oakville, here are the 3 best family friendly rentals
8.7 3 reviews
Oakville
23/07 – 31/07
SG$349/nighttotal: SG$2792 (8 )
Spacious And Luxurious 2br Suite With Huge Windows
2 4
apartment , Toronto
This Mississauga apartment, situated 19 kilometres from Toronto's downtown attractions including the BMO Field and Exhibition Place, offers convenient access to both the city and Pearson International Airport (18 kilometres). This two-bedroom, two-bathroom flat boasts 46 square metres of space, comfortably accommodating up to nine guests and featuring free parking, Wi-Fi, and a fully equipped kitchen.
10 2 reviews
Oakville
06/07 – 12/07
SG$870/nighttotal: SG$5220 (6 )
Luxury Modern Retreat: W/ Sauna & Modern Amenities
4 2
apartment , Toronto
This Mississauga Erin Mills holiday home, near Lake Ontario and The Riverwood Conservancy, offers easy access to Toronto, approximately 24 kilometres from the city centre. This spacious 224 square metre property boasts a four-bedroom, four-bathroom layout sleeping up to ten guests, complete with a fully equipped kitchen, garden, parking, and air conditioning; nearby attractions include Benares Historic House and Playdium.
9.8 8 reviews
Oakville
28/08 – 16/09
SG$210/nighttotal: SG$3990 (19 )
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.
Best Oakville short term rentals with parking
10 164 reviews
Oakville
10/07 – 15/07
SG$211/nighttotal: SG$1055 (5 )
Bright, Spacious, Quiet 2 Bedroom - Licensed
2 2
apartment , Toronto
This Toronto basement flat is located in a quiet, family-friendly neighbourhood offering easy access to major roadways, a hospital, recreation centres, and shopping, all within a few kilometres radius. The self-contained apartment, sleeping up to four guests, boasts a private backyard entrance, soundproofing, fast WiFi, Netflix, a fully equipped kitchen, designated parking, and access to a shared patio and BBQ.
10 1 review
Oakville
08/08 – 03/10
SG$96/nighttotal: SG$5376 (56 )
Serene High-celling Retreat In Upsacle And Safe Neighbourhood
2 2
apartment , Toronto
This Glen Abbey holiday home in Oakville, Ontario, is situated within 2km of Saw-Whet Golf Course and Bronte Creek Provincial Park, and 3km from the Oakville Art Society. The two-bedroom, one-bathroom property sleeps four guests and offers free Wi-Fi, a fully equipped kitchen including a dishwasher, in-home laundry facilities, and air conditioning.
Oakville
08/08 – 03/10
SG$113/nighttotal: SG$6328 (56 )
Modern Studio W-kitchen - Parking Near Appleby Go - 40 Min To Toronto
1 2
studio , Hamilton
This modern studio apartment in Burlington offers convenient access to Hamilton, being approximately 43 kilometres from BMO Field and Budweiser Stage, and 39 kilometres from the Mississauga Convention Centre. This self-contained unit provides free private parking, complimentary Wi-Fi, and a fully equipped kitchen, accommodating up to three guests with air conditioning for comfort.
Oakville
28/08 – 04/09
SG$629/nighttotal: SG$4403 (7 )
Spacious Oakville 5 Bedroom Home - Sleeps 10 - Free Parking + Pet Friendly
5 3
apartment , Milton
This five-bedroom Oakville apartment, situated near parks and shopping, offers easy highway access for exploring attractions such as Lake Ontario, Erindale Park, Joshua Creek Heritage Art Centre, and Glen Abbey Golf Course; distances to Milton require separate calculation via online mapping services. The self-catering property sleeps ten guests and features a modern open-plan layout, a fully equipped kitchen, air conditioning, internet access, and pet-friendly accommodation.