Find short term rentals in Oakville at the best prices

720 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 48 reviews

Spacious & Lit Entire Suite With Full Kitchen

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

Luxurious House With Pond View And Jacuzzi - Oakville
No reviews

Luxurious House With Pond View And Jacuzzi

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.
Spacious House With Pond View And Jacuuzi - Oakville
10 1 review

Spacious House With Pond View And Jacuuzi

apartment, Toronto
This four-bedroom, three-bathroom flat is located in Joshua Creek, Oakville, offering convenient access to major motorways (403, 407, QEW) and a brief drive to local amenities, approximately 25 kilometres west of downtown Toronto.
This spacious accommodation accommodates up to ten guests, featuring a gourmet kitchen with stainless steel KitchenAid appliances, a private patio with a hot Jacuzzi and BBQ, a laundry room with an LG washer and dryer, and parking for four vehicles, including a two-car garage.
Cottage Style House With Hot Tub - Oakville
9.8 36 reviews

Cottage Style House With Hot Tub

cottage, Toronto
This five-bedroom Oakville apartment, seven minutes (approximately 11.3 kilometres) from downtown Oakville and Lake Ontario, offers easy access to Toronto attractions.
Sleeping up to twelve guests, this spacious property boasts a fully equipped kitchen, three large smart TVs, a private garden with hot tub, and free parking, making it ideal for families or large groups visiting the Toronto area.
003178d Best View Ensuite Bathr (Dundas & Trafaga) - Oakville
No reviews

003178d Best View Ensuite Bathr (Dundas & Trafaga)

house, Milton
This property is situated in the Oakville district of the Greater Toronto Area, offering straightforward access to downtown Toronto, approximately 40 kilometres away.
This one-bedroom bungalow accommodates two guests and features a private ensuite bathroom, a walk-in closet, a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a jacuzzi, garden, and parking, with long-term stay options available and all utilities and WiFi included.

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.

Popular destinations

Best family friendly Oakville Short term rentals

Among the 720 accommodations in Oakville, here are the 4 best family friendly rentals

Yaras Nest - Oakville
10 2 reviews

Yaras Nest

apartment, Toronto
Yara's Nest, a three-bedroom Toronto apartment, offers pet-friendly accommodation with parking and a garden, although its precise location and proximity to landmarks remain unspecified.
This family-friendly dwelling sleeps four guests and includes a kitchen equipped with a fridge, freezer, microwave, and dishwasher, plus air conditioning and internet access.
Beautiful And Cozy Detached House In Oakville - Oakville
9.7 19 reviews

Beautiful And Cozy Detached House In Oakville

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.
5br New Detached 4500sq  Brand Newhome |13guests  | Oakville ( Creek Side Home) - Oakville
9.8 6 reviews

5br New Detached 4500sq Brand Newhome |13guests | Oakville ( Creek Side Home)

apartment, Milton
This spacious 5-bedroom detached house in Oakville is situated near Lake Ontario, offering convenient access to Square One Shopping Centre and Toronto Premium Outlets, approximately 12 kilometres away.
This family-friendly residence spans 418 square metres, accommodates up to 10 guests, and features a dedicated workspace, a large garden with a patio, a basement rec room with a projector, and parking for up to 4 cars, including an EV charger.
Bright, Spacious, Quiet 2 Bedroom - Licensed - Oakville
10 174 reviews

Bright, Spacious, Quiet 2 Bedroom - Licensed

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.

Best Oakville lodging with parking

Modern 2br Suite | Full Kitchen & Parking - Oakville
9.8 55 reviews

Modern 2br Suite | Full Kitchen & Parking

B&B, Milton
This Oakville basement flat, a short drive from Oakville Town Centre (9 minutes) and Oakville Hospital (5 minutes), offers convenient access to waterfront parks and golf courses, and is approximately 32km from Toronto Pearson Airport.
The self-contained apartment sleeps four in two queen bedrooms, features a fully equipped kitchen with dishwasher and a private garden with BBQ, and provides free on-site parking and self check-in.
Family Basement Suite (For 3) In Gta, Ont., Canada - Oakville
9.8 49 reviews

Family Basement Suite (For 3) In Gta, Ont., Canada

apartment, Toronto
This modern basement flat is situated in Clarkson, Mississauga, a short 8-kilometre drive from Clarkson GO station and the Queen Elizabeth Way (QEW), offering easy access to Toronto.
The self-contained unit sleeps two guests, features a fully equipped kitchen, in-suite laundry, high-speed Wi-Fi, and a spacious living area with a large television; nearby attractions include the Clarkson Community Centre.
Separate Room On The Basement Apartment - Oakville
10 4 reviews

Separate Room On The Basement Apartment

apartment, Milton
This Milton guesthouse, boasting two bedrooms and two bathrooms, is conveniently located within 1km of Milton's town centre and its historic market square.
The self-catering guest house offers air conditioning, a garden, parking, and a kitchen equipped with a fridge and microwave, accommodating up to one guest.
New Modern 2br 2ba Suite Prime Oakville W/ Parking - Oakville
10 3 reviews

New Modern 2br 2ba Suite Prime Oakville W/ Parking

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.
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