Find short term rentals in Oakville at the best prices

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

Spacious & Lit Entire Suite With Full Kitchen - Oakville
9.8 44 reviews
Oakville
06/07 – 12/07
$188/nighttotal: $1128 (6 )

Spacious & Lit Entire Suite With Full Kitchen

1 2
apartment , Hamilton
This Burlington basement flat, a short drive from Appleby GO Station and approximately 19km from Hamilton, offers convenient access to Lake Ontario and downtown Burlington.
The self-contained apartment features a one-bedroom, one-bathroom layout sleeping up to three guests, complete with a kitchen (fridge, microwave), private washer/dryer, air conditioning, free parking, and self-serve entry via the garage; nearby amenities include a park with a splash pad.

Best Oakville Short term rentals with a jacuzzi

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

Luxury Oakville Home, Hot Tub, Fireplace (Upper) - Oakville
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.
Walk To The Lake Park, 30min Train To Fifa - Oakville
Oakville
10/07 – 15/07
$158/nighttotal: $790 (5 )

Walk To The Lake Park, 30min Train To Fifa

2 2
apartment , Toronto
This two-bedroom flat is located in a prosperous lakeside neighbourhood, offering a 30-minute commute by train to central Toronto and the FIFA grounds, with restaurants and groceries within walking distance.
This property features a post-modern industrial interior with high ceilings, air conditioning, a Jacuzzi, a garden with BBQ facilities, a Mac, and an electric piano, accommodating up to four guests.
Warm Family Home Filled With Love And Comfort. - Oakville
10 1 review
Oakville
27/06 – 04/07
$112/nighttotal: $784 (7 )

Warm Family Home Filled With Love And Comfort.

1 1
apartment , Hamilton
This one-bedroom flat is located in a friendly Hamilton neighbourhood, providing straightforward access to local conveniences and green areas, with parks and community centres a short distance away.
The accommodation offers a comfortable stay with a kitchen, air conditioning, a jacuzzi, and parking, ensuring a memorable experience beyond just accommodation with its serene garden and inviting atmosphere.
Luxury Condo Stay That Feels Like Home - Oakville
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.

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 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 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?

    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 notable natural landmarks are near 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

The Refined Oak-cozy Lower Retreat Room 2 - Oakville
9.9 15 reviews
Oakville
23/07 – 14/09
$104/nighttotal: $5512 (53 )

The Refined Oak-cozy Lower Retreat Room 2

1 2
apartment , Milton
This Oakville guesthouse is conveniently located near Oakville GO station, Oakville Trafalgar Hospital, and the Highway 403, approximately 24km from Pearson Airport and 16km from Sheridan College.
Offering one ensuite bedroom with a queen-sized bed, this self-catering property sleeps two guests and includes free Wi-Fi, parking, and a shared kitchenette with a fridge and microwave.
Stylish Garden Home | 4 Br | Mississauga | Parking - Oakville
Oakville
09/08 – 14/08
$450/nighttotal: $2250 (5 )

Stylish Garden Home | 4 Br | Mississauga | Parking

1 4
apartment , Toronto
This four-bedroom, three-bathroom flat in Clarkson offers convenient access to downtown Toronto, being just a short distance from the Clarkson GO Train station for swift journeys and within easy reach of BMO Field and venues for Toronto Blue Jays games.
This family-friendly residence accommodates up to seven guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, and a garden, providing a comfortable base for exploring Toronto's attractions, enjoying day trips to Niagara Falls, or relaxing at Jack Darling Park.
Cozy Resort-like Stay With Pool - Oakville
9.6 14 reviews
Oakville
01/07 – 31/07
$94/nighttotal: $2820 (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.
Your Perfect Getaway Home - Oakville
9.3 48 reviews
Oakville
10/07 – 15/07
$437/nighttotal: $2185 (5 )

Your Perfect Getaway Home

1 2
apartment , Toronto
This Oakville house, ideally located near the Queen Elizabeth Way highway, offers easy access to downtown Oakville, local parks, and Lake Ontario.
The three-bedroom property sleeps eight, boasting a well-equipped kitchen, a solarium, a large garden with patio furniture and barbecue, and ample parking; nearby attractions include numerous parks and the lake.

Best Oakville lodging with parking

Cozy Parkview Suite In Oakville - Oakville
9.8 27 reviews
Oakville
31/07 – 02/08
$220/nighttotal: $440 (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.
Modern 3br Home With Office And Parking And Wifi - Oakville
Oakville
08/07 – 07/08
$321/nighttotal: $9630 (30 )

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.
Luxury 2br Suite | Private Entry |Oakville+parking - Oakville
9.6 10 reviews
Oakville
01/07 – 31/07
$204/nighttotal: $6120 (30 )

Luxury 2br Suite | Private Entry |Oakville+parking

2 3
B&B , Toronto
This private two-bedroom luxury suite is located in a quiet, upscale Oakville neighbourhood, offering swift access to major motorways, shopping centres, and dining establishments, situated approximately 29 kilometres southwest of downtown Toronto.
The self-contained accommodation sleeps up to five guests and features a spa-style bathroom, modern finishes, plush furnishings, fast Wi-Fi, and a smart TV, making it ideal for families or professionals seeking a comfortable and convenient stay with ample privacy.
Stylish 2-bed Oakville Home With Free Parking + Wifi - Oakville
10 1 review
Oakville
26/08 – 06/09
$356/nighttotal: $3916 (11 )

Stylish 2-bed Oakville Home With Free Parking + Wifi

2 2
apartment , Milton
This self-contained side unit in Oakville, located 1.5 kilometres from Lake Ontario and 2.1 kilometres from Bronte Creek Provincial Park, offers convenient access to amenities and natural attractions for those visiting Milton. This two-bedroom flat accommodates up to four guests and features a fully equipped kitchen, in-unit laundry, air conditioning, and dedicated parking, with an office area suitable for business travellers.
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