Oakville Short term rentals

531 available short term rental offers

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Oakville short term rentals
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Best Short term and Weekly rentals in Oakville

Best Oakville luxury short term rentals

Cozy Parkview Suite In Oakville - Oakville
9.8 27 reviews
Oakville
31/07 – 02/08
A$224/nighttotal: A$448 (2 )

Cozy Parkview Suite In Oakville

1 2
B&B , Toronto
This private basement suite in Toronto offers a peaceful retreat near a commercial area, a 10-minute walk (1.6km) from banks, Walmart, restaurants and Starbucks.
The self-contained apartment, sleeping two guests, features a bedroom, living room, kitchen, bathroom, office area, laundry facilities, and provides disposable amenities; enjoy park views from its private backyard entrance.

Best Oakville Short term rentals with a jacuzzi

Among the 531 accommodations in Oakville, here are the 4 best rentals with a jacuzzi

Luxury Condo Stay That Feels Like Home - Oakville
10 2 reviews
Oakville
28/12 – 31/12
A$119/nighttotal: A$357 (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.
Whimsical House On Watson In South Oakville! - Oakville
Oakville
15/07 – 31/01
A$658/nighttotal: A$131600 (200 )

Whimsical House On Watson In South Oakville!

1 3
apartment , Toronto
This three-bedroom, three-bathroom apartment is situated in a quiet residential area of South Oakville, approximately 30-40km west of Toronto, offering easy access to the major highways leading to Toronto Pearson International Airport.
The spacious property boasts two fully equipped kitchens, two washer/dryer sets, a jacuzzi, parking, and comfortably accommodates six guests, ideal for families or groups visiting Toronto.
Apartment ∙ 2 Bedrooms ∙ 4 Guests - Oakville
Oakville
28/12 – 31/12
A$263/nighttotal: A$789 (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.
Brand New Condo-bed+sofa Bed Bright Unit+parking - Oakville
9.4 7 reviews
Oakville
26/08 – 06/09
A$237/nighttotal: A$2607 (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, so you can expect warm summers and cold winters. You can expect temperatures to range from -15°C to 30°C. Spring and autumn are generally mild, but can be unpredictable. Don't forget to pack layers, especially if you're visiting during the shoulder seasons.
  • What are the best short term rentals in Oakville?

    Among the short term rentals in Oakville, Waterfront Coach House Loft, The Wine Cellar and Cozy 2 Bedroom Basement Apartment are the most popular ones.

  • What are the most popular festivals and events in Oakville?

    Oakville has a bustling events calendar throughout the year. You can check out the Oakville Jazz Festival in July, the Oakville Fall Fair in September, and the Oakville Christmas Market in December. These events bring the town alive with music, food, and entertainment.
  • What are the best short term rentals with a pool in Oakville?

  • What notable natural landmarks are near Oakville?

    Oakville is surrounded by some beautiful natural areas. Just a short drive away, you can find the picturesque Dundas Peak and the scenic Crawford Lake Conservation Area. These are great spots for hiking, camping, and enjoying the outdoors.
  • What are the best short term rentals with a jacuzzi in Oakville?

    The best short term rentals with a jacuzzi in Oakville are Planurstay - Luxury Suites Mississauga Downtown, Pathway Suites and Beautiful Cozy 1 Br Condo Steps To Sq1 .

  • What part of Oakville is ideal for finding lodging?

    The downtown core of Oakville, near the waterfront, is a great place to find hotels and restaurants. However, you can also find some charming bed and breakfasts in the historic Old Oakville neighbourhood. The area around the Oakville GO station is also a convenient place to stay, as it has good access to public transportation.
  • What are the best short term rentals for families and kids in Oakville?

Destinations nearby

Best family friendly Oakville Short term rentals

Among the 531 accommodations in Oakville, here are the 4 best family friendly rentals

Luxury Retreat In Top Location - Oakville
9.6 63 reviews
Oakville
26/08 – 06/09
A$179/nighttotal: A$1969 (11 )

Luxury Retreat In Top Location

2 2
apartment , Milton
This excellent, family-friendly basement flat in a prestigious Milton neighbourhood is conveniently located near the GO station, Walmart, and Canadian Superstore.
The two-bedroom, one-bathroom self-catering apartment sleeps five, boasts a fully equipped kitchen including a dishwasher, high-speed Wi-Fi, Netflix, and parking, offering comfortable accommodation near Lakeshore and Milton town centre.
Spacious And Luxurious 2br Suite With Huge Windows - Oakville
8.7 3 reviews
Oakville
23/07 – 31/07
A$386/nighttotal: A$3088 (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.
Oaknest | Luxury 2bedroom Suite | Free Parking - Oakville
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.
Bromsgrove Hideaway - Oakville
10 1 review
Oakville
28/12 – 31/12
A$323/nighttotal: A$969 (3 )

Bromsgrove Hideaway

4 2
apartment , Toronto
This Clarkson-Lorne Park holiday home in Toronto is situated 1.4 km from Scooter's Roller Palace, within 5 km of Benares Historic House and Oakville Entertainment Centre, and a 15-minute walk from Clarkson Station.
This two-bedroom, two-bathroom property sleeps three guests and offers a fully equipped kitchen, free Wi-Fi, air conditioning, a terrace, garden, spa, fitness centre, and parking; nearby attractions include family-friendly activities and convenient public transport links.

Best Oakville short term rentals with parking

Executive 1bd+den Suite|perfect For Extended Stay - Oakville
10 4 reviews
Oakville
01/09 – 30/09
A$186/nighttotal: A$5394 (29 )

Executive 1bd+den Suite|perfect For Extended Stay

1 1
apartment , Milton
This luxury one-bedroom plus den flat is located in Oakville, offering direct access to the 407, QEW/403, and 401 motorways, with the Oakville GO Station just 10 minutes away for a 30-minute commute to Toronto's Union Station.
This family-friendly apartment includes a private balcony, a fully equipped kitchen with a Ninja blender and Keurig coffee machine, an indoor gym, a party room, an outside lounge with a barbecue area, and underground parking with EV charging, accommodating up to two guests.
Free Parking, Full Kitchen/bath, Wrkspc, Sep Ent - Oakville
10 11 reviews
Oakville
23/07 – 14/09
A$135/nighttotal: A$7155 (53 )

Free Parking, Full Kitchen/bath, Wrkspc, Sep Ent

1 2
apartment , Toronto
This basement flat is located in a convenient area of Toronto, less than 1 kilometre from a grocery store, pharmacy, bakery, and restaurants, and just an hour's drive from Niagara Falls. The apartment is ideal for couples or solo travellers seeking a comfortable and affordable base for exploring the city.
The property offers a well-equipped kitchen with a fridge and microwave, a dedicated workspace for remote working, a comfortable living area with a TV, books, and games, and a bedroom with a queen-size bed. Guests can also enjoy the convenience of a washing machine and dryer, air conditioning, and free Wi-Fi.
Spacious 2 Bedroom Apartment - Oakville. - Oakville
9.8 30 reviews
Oakville
01/07 – 31/07
A$247/nighttotal: A$7410 (30 )

Spacious 2 Bedroom Apartment - Oakville.

2 2
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.
Luxury Stay, Cozy & Bright, Nature's Art - Oakville
9.8 38 reviews
Oakville
15/08 – 04/09
A$611/nighttotal: A$12220 (20 )

Luxury Stay, Cozy & Bright, Nature's Art

1 2
apartment , Toronto
This five-bedroom, three-bathroom Oakville apartment, a short drive from Toronto, offers easy access to local amenities; precise distances to Toronto landmarks are not specified.
Sleeping up to twelve guests, this spacious property boasts a fully equipped kitchen, air conditioning, parking, and excellent internet access; bird feeders outside provide a tranquil setting.
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