Oakville Short term rentals

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

Find the Best Premium Lodgings in Oakville, Canada

Check into a high-end property with premium concierge services and elite finishes at luxury lodgings in Oakville, Canada.

Family Friendly Self-contained Spacious Suite - Oakville
9.6 19 reviews

Family Friendly Self-contained Spacious Suite

B&B, Toronto
This Glen Abbey, Oakville basement apartment offers a convenient base for exploring Toronto, situated minutes from major highways and a short drive (approximately 64km) from Niagara Falls.
This self-contained apartment sleeps four, featuring a queen bed, single bed, sofa bed, a well-equipped kitchen with fridge, microwave, stove and toaster, plus a dedicated workspace, laundry facilities, and smart TV with Wi-Fi; nearby amenities include children's play parks and Bronte Creek Provincial Park.

Find Lodgings with a Jacuzzi in Oakville, Canada

Unwind completely in total privacy with your own bubbling hot tub at luxury city lodgings in Oakville, Canada.

Premium 3br Oakville /Pool, Gym And Parking, Close To All Hwys & Shops - Oakville
No reviews

Premium 3br Oakville /Pool, Gym And Parking, Close To All Hwys & Shops

apartment, Toronto
This three-bedroom flat in Oakville offers convenient access to major motorways and shopping centres such as Square One and Toronto Premium Outlets, with Lake Ontario situated a short distance away.
This residence provides on-site Wi-Fi, air conditioning, a pool, and a gym, along with practical amenities like a clothes dryer and towels, making it suitable for travellers seeking a serviced apartment in the Toronto area.
Serene Oakville Retreat - Modern 2-bedroom Apartment - Oakville
No reviews

Serene Oakville Retreat - Modern 2-bedroom Apartment

apartment, Milton
This two-bedroom flat is situated in Halton, offering convenient access to Oakville (32 kilometres), Mississauga (32 kilometres), and Toronto (56-77 kilometres), with a GO Station a mere 7-minute drive away.
This family-friendly apartment, accommodating up to four guests, boasts a fully equipped kitchen, air conditioning, a jacuzzi, and private parking, and is located within a 15-minute drive of Oakville Place, Toronto Premium Outlet, and Erin Mills Town Centre.
Brand New Luxury 2 Bedroom Oakville Townhouse With King Bed! - Oakville
No reviews

Brand New Luxury 2 Bedroom Oakville Townhouse With King Bed!

apartment, Milton
This two-bedroom townhouse is situated in North Oakville, just 15 minutes by train from Milton's historic downtown. It's a convenient location with easy access to the GO station, major highways, and local amenities.
The property offers ample space for up to four guests, and features a modern design with engineered hardwood floors and stainless steel appliances. Enjoy the outdoor space on one of the two private patios, and take advantage of the in-suite laundry, master bedroom with ensuite bathroom, and a fully equipped kitchen with a fridge, microwave, and dishwasher.
Large Luxury Villa With Swim Spa! Near Downtown! - Oakville
9.7 141 reviews

Large Luxury Villa With Swim Spa! Near Downtown!

apartment, Toronto
This spacious six-bedroom home is located in Oakville, a suburb 30km west of Toronto, offering a peaceful setting with easy access to the city centre and major highways. It has received excellent ratings for its cleanliness, location, and overall experience.
The property provides plenty of space for large groups, comfortably accommodating up to 14 guests. Enjoy a range of amenities including multiple living areas, a fully equipped kitchen, a private garden with a BBQ, and entertainment options like TVs, board games, and a games room.

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?

Popular destinations

Search Top Kid-Friendly Lodgings in Oakville, Canada

Maintain a stress-free holiday with spacious living areas and child-friendly features at family-friendly lodgings in Oakville, Canada.

Beautiful Family Home Near Downtown - Oakville
9.6 123 reviews

Beautiful Family Home Near Downtown

apartment, Toronto
This spacious Oakville apartment, near the QEW/403 highways and Oakville GO station, offers easy access to Lake Ontario's Shorewood Promenade Park (1 km), Kerr Village (1 km), and Downtown Oakville (2 km).
The four-bedroom, three-bathroom property sleeps eight, boasting two living rooms, two kitchens, five Smart TVs, and a large (approximately 930 square metre) private garden with parking for six to seven vehicles.
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.
Apartment ∙ 2 Bedrooms ∙ 4 Guests - Oakville
No reviews

Apartment ∙ 2 Bedrooms ∙ 4 Guests

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.
Cozy Basement Apartment In Oakville - Oakville
9.7 121 reviews

Cozy Basement Apartment In Oakville

apartment, Milton
This Oakville basement flat, situated in a quiet neighbourhood near restaurants and grocery stores, is approximately 16-24 km from Toronto Pearson International Airport (YYZ) and 10-15 minutes from Oakville GO Station.
The self-catering apartment offers two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus parking and air conditioning.

Best Oakville short term rentals with parking

Spacious 2 Bedroom Apartment - Oakville. - Oakville
9.6 33 reviews

Spacious 2 Bedroom Apartment - Oakville.

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.
Cozy 2 Bedrooms Modern Basement Suite With Private Entrance, Kitchen And Parking - Oakville
8.4 22 reviews

Cozy 2 Bedrooms Modern Basement Suite With Private Entrance, Kitchen And Parking

apartment, Toronto
This cosy Mississauga basement flat, located 18 kilometres from Toronto Pearson International Airport and within easy driving distance of attractions such as the Rogers Centre and CN Tower (both 35 kilometres away), offers convenient access to Toronto.
The 79-square-metre self-catering property sleeps nine guests, boasting two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, free Wi-Fi, air conditioning, and private parking.
Room#2 Yellow Rose - Oakville
No reviews

Room#2 Yellow Rose

apartment, Toronto
This stylish flat is located in a quiet, fashionable Toronto district, offering easy access to key city attractions such as the Royal Ontario Museum and the CN Tower.
This one-bedroom, one-bathroom apartment accommodates two guests and features air conditioning, internet, a fridge, and parking, providing a comfortable base for exploring the city's cultural and entertainment offerings.
Free Parking, Full Kitchen/bath, Wrkspc, Sep Ent - Oakville
9.8 12 reviews

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

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.

Find Short-Term Rentals in the CBD of Oakville, Canada

Walk to top historic sights, museums, and transport hubs from centrally located lodgings in Oakville, Canada.

Modern And Comfortable Basement Suite - Oakville
9.9 47 reviews

Modern And Comfortable Basement Suite

apartment, Toronto
Mainfloor Unit, 3 Beds,2 Bath, 2parking,1 Laundry - Oakville
10 1 review

Mainfloor Unit, 3 Beds,2 Bath, 2parking,1 Laundry

apartment, Toronto
Cozy Modern Studio In Oakville | Free Parking - Oakville
9.6 173 reviews

Cozy Modern Studio In Oakville | Free Parking

apartment, Toronto
Pool Retreat In Oakville - Oakville
9.5 136 reviews

Pool Retreat In Oakville

apartment, Toronto
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