Find short term rentals in Oakville at the best prices
531 available short term rental offers
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Best Short term and Weekly rentals in Oakville
10 2 reviews
Oakville
01/07 – 01/10
$42/nighttotal: $3864 (92 )
Private Room In Clarkson 3
1 1
apartment , Toronto
This basement flat is located in a quiet Mississauga neighbourhood, offering easy access to local amenities and transport, with a bus stop directly outside and Food Basics just 200 metres away. The apartment includes a queen bed, a dedicated workspace with a charging station, high-speed WiFi, a kitchen with a fridge and microwave, and air conditioning, while being a 3-minute drive from Clarkson GO Station and 20 minutes from Pearson Airport.
9.7 37 reviews
Oakville
01/07 – 05/07
$236/nighttotal: $944 (4 )
Oakville, Ontario, Canada
1 3
B&B , Toronto
This Oakville basement apartment, a short distance from Oakville GO station and a 10-minute drive (approximately 16 km) from Bronte GO Station, provides easy access to Toronto via public transport. This self-contained flat offers two bedrooms, two bathrooms, sleeping up to four guests, and features a modern kitchen, in-unit laundry facilities, free Wi-Fi, and parking; friendly hosts are available upstairs.
9.8 20 reviews
Oakville
01/09 – 30/09
$172/nighttotal: $4988 (29 )
Comfy Condo, Can Sleep 5, Close To Stores, Park
1 1
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 38 reviews
Oakville
21/06 – 21/08
$57/nighttotal: $3477 (61 )
Lovely Bedroom, Separate Entrance [Summer]
1 1
apartment , Toronto
This Mississauga guesthouse is conveniently located near the Queen Elizabeth Way, 11km from Lake Ontario, 29km from Toronto Pearson International Airport, and 48km from downtown Toronto. The self-contained basement apartment sleeps two guests, offering a double bed, full kitchen access with fridge and microwave, free high-speed Wi-Fi, free on-site parking, and laundry facilities; assistance with PR/WP applications is also available.
9.3 8 reviews
Oakville
31/07 – 31/08
$171/nighttotal: $5301 (31 )
Cozy 2-bedroom Home With Patio
1 1
apartment , Milton
This Oakville property, a short drive (approximately 10-15km) from Milton, offers easy access to Oakville's waterfront, vineyards, and downtown amenities. The two-bedroom, two-and-a-half-bathroom house sleeps four, features a fully equipped kitchen, private patio, and excellent guest ratings; nearby activities include exploring Oakville's shops and restaurants.
Oakville
01/08 – 30/09
$105/nighttotal: $6300 (60 )
Serene High-celling Retreat In Upsacle And Safe Neighbourhood
2 4
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
01/08 – 31/10
$98/nighttotal: $8918 (91 )
Park View In Oakville
1 3
apartment , Toronto
This Oakville flat provides park views and is located a 10-minute walk from commercial amenities, near a golf course and cultural attractions such as the Joshua Creek Heritage Art Centre. This private walk-out basement suite accommodates up to three guests, featuring a newly renovated interior with a separate entrance, air conditioning, Wi-Fi, a fully equipped kitchen, and laundry facilities, with Oakville's shops and restaurants within easy reach.
10 1 review
Oakville
06/07 – 12/07
$204/nighttotal: $1224 (6 )
Beautiful Condo In Oakville For Upto 4 People
1 2
apartment , Milton
This two-bedroom flat in Milton offers an unrivalled central location, providing immediate access to the town's main attractions and essential services, making it ideal for families exploring the area. This centrally located flat includes internet, a kitchen, air conditioning, a fitness centre, and parking, accommodating up to four guests and serving as a convenient base for discovering local landmarks and activities.
This executive five-bedroom detached house is located in a quiet residential area of Oakville, a short drive from Downtown Oakville and the lakefront, with easy access to Toronto via GO Transit. This spacious residence offers accommodation for ten guests, featuring a private outdoor pool, ample on-site parking including an indoor garage, a fully equipped kitchen, in-home laundry, high-speed Wi-Fi, and premium bath products.
10 3 reviews
Oakville
31/07 – 31/08
$149/nighttotal: $4619 (31 )
Clean Quiet Place To Stay & Rest
1 1
apartment , Toronto
This Mississauga apartment, a short 8km walk from Clarkson GO station, offers easy access to Toronto Pearson International Airport (20 minutes' drive) and Port Credit's waterfront (15 minutes' drive). The two-bedroom flat, sleeping four, includes a fully equipped kitchen, free on-site parking, and fast Wi-Fi; nearby activities include exploring Port Credit's waterfront and using the GO train for easy access to Toronto.
9.7 85 reviews
Oakville
31/07 – 31/08
$111/nighttotal: $3441 (31 )
Lakeside Luxury: Escape To Our Stunning Retreat!
1 1
apartment , Toronto
This one-bedroom apartment is situated in Bronte, Oakville, a lakeside district just 32 kilometres southwest of Toronto city centre, offering easy access to both the tranquil waterfront and the city's attractions. The self-contained flat features a fully equipped kitchen, a cosy fireplace, a dedicated workspace, and a private entrance, comfortably accommodating up to three guests.
10 7 reviews
Oakville
01/09 – 30/09
$107/nighttotal: $3103 (29 )
Cozy 1br Suite W/h Private Entry
1 1
apartment , Milton
This Oakville basement apartment, a short distance from Milton town centre, offers a convenient base for exploring local attractions. The self-contained studio features a fully equipped kitchen, high-speed Wi-Fi, in-suite laundry, and complimentary parking, comfortably sleeping two guests.
Best Oakville luxury short term rentals
9.6 84 reviews
Oakville
23/06 – 25/06
$333/nighttotal: $666 (2 )
Condo In Oakville
1 2
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.
Best Oakville Short term rentals with a jacuzzi
Among the 531 accommodations in Oakville, here are the 4 best rentals with a jacuzzi
9.8 37 reviews
Oakville
05/07 – 12/07
$612/nighttotal: $4284 (7 )
Luxury Oakville Home, Hot Tub, Fireplace (Upper)
1 10
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.
10 2 reviews
Oakville
28/12 – 31/12
$117/nighttotal: $351 (3 )
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 – 14/09
$1408/nighttotal: $74624 (53 )
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.
Oakville
06/07 – 12/07
$681/nighttotal: $4086 (6 )
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.
Frequently Asked Questions about short term rentals in Oakville
Which top landmarks you shouldn't miss in Oakville?
Oakville has some lovely landmarks. You've got to see the Oakville Harbour, it's beautiful, especially in the summer. Then there's the Oakville Museum, which is great for learning about the town's history. And you can't miss the Oakville Centre for the Performing Arts, it's a stunning building and they put on some great shows.
What kind of weather can travelers expect in Oakville?
Oakville has a humid continental climate, which means you can expect hot summers, with temperatures reaching around 25°C, and cold winters with temperatures dropping to around -5°C. It can get pretty snowy in the winter, so pack accordingly!
What are the best short term rentals with a pool in Oakville?
What are the most popular festivals and events in Oakville?
Oakville has a great events calendar. The Oakville Jazz Festival is a big one, happening every July. The Oakville Fall Fair is another popular event, with lots of fun for all ages. And don't forget the Oakville Christmas Market, it's lovely in December with lots of festive cheer.
What are the best short term rentals with a jacuzzi in Oakville?
There are some lovely natural spots near Oakville. The most famous is probably the Bronte Creek Provincial Park, which is a great spot for hiking and exploring nature. You could also head to the Rattlesnake Point Conservation Area, which offers some incredible views of the Niagara Escarpment.
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 really depends on what you're looking for. If you want to be close to the lake and the action, then the downtown area is a good choice. But if you're looking for something quieter, then the Old Oakville area is lovely, with lots of charming bed and breakfasts.
Destinations nearby
Best family friendly Oakville Short term rentals
Among the 531 accommodations in Oakville, here are the 4 best family friendly rentals
10 8 reviews
Oakville
23/06 – 25/06
$355/nighttotal: $710 (2 )
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.
9.6 17 reviews
Oakville
01/09 – 30/09
$288/nighttotal: $8352 (29 )
Beautiful And Cozy Detached House In Oakville
1 1
apartment , Milton
This four-bedroom property is situated in Milton, close to the junction of Dundas Street and Neyagawa Boulevard, offering easy access to local amenities and the highway. The apartment has been awarded excellent ratings for location, cleanliness and overall user experience. The spacious home features a modern open-plan design and can accommodate up to eight guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, parking and internet access.
9.3 48 reviews
Oakville
28/12 – 31/12
$144/nighttotal: $432 (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.
9.6 75 reviews
Oakville
01/09 – 28/02
$129/nighttotal: $23220 (180 )
Apartment Unit
1 4
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.
Best Oakville lodging with parking
10 3 reviews
Oakville
26/08 – 06/09
$296/nighttotal: $3256 (11 )
New Modern 2br 2ba Suite Prime Oakville W/ Parking
1 2
apartment , Hamilton
This centrally located Hamilton apartment, perfect for exploring the city, offers easy access to Hamilton's attractions; further details on proximity to specific landmarks are needed. The two-bedroom, two-bathroom flat sleeps four guests and includes amenities such as a swimming pool, fitness centre, parking, and a fully equipped kitchen with fridge, freezer and microwave; additional information regarding specific interior design and Wi-Fi availability is required.
10 1 review
Oakville
06/07 – 12/07
$468/nighttotal: $2808 (6 )
Spacious And Luxurious 2br Suite With Huge Windows
2 2
apartment , Toronto
This Mississauga apartment, located in the Erin Mills neighbourhood, is a 6.4km drive from the Oakville Entertainment Centre and iFLY Toronto Oakville. This family-friendly 46-square-metre flat offers two bedrooms, one-and-a-half bathrooms, a fully equipped kitchen, in-unit laundry, free Wi-Fi, and parking, providing comfortable accommodation for up to four guests near various attractions including Putting Edge and Cineplex Winston Churchill cinemas.
9.6 90 reviews
Oakville
23/06 – 25/06
$175/nighttotal: $350 (2 )
Modern Studio Basement W Sep Entrance
1 2
apartment , Milton
This modern studio apartment, ideal for a Milton getaway, is located in North Oakville, offering convenient access to major highways. The self-contained unit sleeps two, features a queen-size bed, 60" Samsung Smart TV with Amazon Prime Video, a kitchenette with fridge, freezer and microwave, and a private entrance with electronic locks; designated parking is also available.
9.5 73 reviews
Oakville
01/08 – 30/09
$258/nighttotal: $15480 (60 )
The Refined Oak - Cozy Lower Retreat
2 4
B&B , Milton
This charming bed and breakfast is situated in Oakville, just 24 kilometres from Milton and within easy reach of attractions like the Mississauga Convention Centre, BMO Field, and Budweiser Stage. The property consistently receives excellent ratings for its cleanliness, location, and overall guest experience. This welcoming guesthouse features a private basement bedroom, perfect for couples or solo travellers. Guests can enjoy a well-equipped kitchenette, free Wi-Fi, and a shared kitchen where they can socialise with other guests.