Oakville Short term rentals

531 available short term rental offers

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Oakville short term rentals
Choose the perfect holiday accommodation
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Best Short term and Weekly rentals in Oakville

Best Oakville luxury short term rentals

Stylish 2bedroom Suite Furnished - Oakville
10 2 reviews
Oakville
27/06 – 04/07
£126/nighttotal: £882 (7 )

Stylish 2bedroom Suite Furnished

1 1
apartment , Hamilton
This Hamilton apartment, ideally located in the city centre, is within 2km of Dundurn Castle and 3km of the Royal Botanical Gardens.
The 2-bedroom, 1-bathroom property sleeps 4, offering a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, parking, and internet access.

Browse Holiday Lets with a Jacuzzi in Oakville

Coming back to a hot tub after a day in Oakville changes the whole feel of a stay. Every option here features one.

Hot Tub Oasis · Park Backyard · Near Lake - Oakville
Oakville
28/08 – 04/09
£187/nighttotal: £1309 (7 )

Hot Tub Oasis · Park Backyard · Near Lake

4 3
apartment , Toronto
This spacious four-bedroom flat, ideal for up to ten guests, is located in a peaceful residential area between Toronto and Niagara Falls, just a short walk from Lake Ontario.
Guests can enjoy a private hot tub in the park-like garden, a secondary kitchen in the walkout suite, and exterior security cameras for added safety.
Modern Executive Townhome W/ Rooftop Hot Tub Oasis - Oakville
10 135 reviews
Oakville
01/07 – 31/07
£270/nighttotal: £8100 (30 )

Modern Executive Townhome W/ Rooftop Hot Tub Oasis

1 2
apartment , Milton
This stylish townhouse is located in Oakville, just a short distance from Milton, and is conveniently situated near three major highways. The property has received excellent ratings for its cleanliness, location and overall experience.
The two-bedroom townhouse can comfortably accommodate up to four guests and features spacious living areas perfect for relaxing or socialising. Enjoy the private rooftop terrace with a Jacuzzi hot tub, a fully equipped kitchen with complimentary Nespresso, coffee, decaf, and tea options, and ultra-fast internet with a Roku TV and Crave TV.
Luxury Condo Stay That Feels Like Home - Oakville
10 2 reviews
Oakville
06/07 – 12/07
£61/nighttotal: £366 (6 )

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.
Whole House New Luxury Kitchen—5 Bedrooms 5 Baths - Oakville
10 1 review
Oakville
01/09 – 28/02
£247/nighttotal: £44460 (180 )

Whole House New Luxury Kitchen—5 Bedrooms 5 Baths

1 4
house , Milton
This recently renovated entire house is located in a residential area of Milton, offering easy access to local amenities and major routes.
This 5-bedroom, 5-bathroom accommodation sleeps up to 10 guests and features a brand-new kitchen, air conditioning, a Jacuzzi, and 5 dedicated parking spots.

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. The best time to visit is during the spring or fall, when the weather is mild and pleasant. Summer can get quite hot and humid, while winter can be very cold and snowy.
  • 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.

  • Are there any famous stadiums or sports arenas in Oakville?

    Oakville doesn't have any major stadiums or arenas. However, you can find several smaller sports facilities, including the Oakville Soccer Club and the Oakville Tennis Club.
  • 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 landmarks! The most notable is the Niagara Escarpment, a UNESCO World Biosphere Reserve. You can also visit the nearby Bronte Creek Provincial Park, a lovely natural area with trails and historic buildings.
  • 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 best place to stay in Oakville is probably the downtown area, near the waterfront. You'll find plenty of hotels, restaurants, and shops within walking distance. If you're looking for something more budget-friendly, you could consider staying in the north end of town, near the Oakville GO Station.
  • What are the best short term rentals for families and kids in Oakville?

Destinations nearby

Best Family-Friendly Holiday Rentals in Oakville

Family stays in Oakville work best when there is space and city attractions within easy reach.

2,800 Sq Ft Oakville Executive Home | 4br 4ba - Oakville
10 47 reviews
Oakville
01/09 – 28/02
£191/nighttotal: £34380 (180 )

2,800 Sq Ft Oakville Executive Home | 4br 4ba

1 4
apartment , Milton
This four-bedroom, three-bathroom house in Oakville, a short distance from Bronte Creek Provincial Park and the Oakville Centre for the Performing Arts, offers easy access to waterfront trails and Kerr Village.
The property sleeps eight guests and includes a gourmet kitchen, large laundry room with two professional-grade machines, a main-floor office convertible to a bedroom, parking for four cars (including a double garage), and a private garden.
Cozy 2 Bed Basement Suite W/ Fireplace. Quiet Home - Oakville
10 1 review
Oakville
01/09 – 30/09
£61/nighttotal: £1769 (29 )

Cozy 2 Bed Basement Suite W/ Fireplace. Quiet Home

1 4
apartment , Milton
This Milton basement flat, situated in a family-friendly neighbourhood near parks and major roads, offers convenient access to local amenities.
The two-bedroom, one-bathroom self-contained apartment sleeps four, boasting a fully equipped kitchen, in-suite laundry, and a private entrance; nearby recreational parks provide opportunities for outdoor activities.
Luxury-5 Br-king Bed-2 Car-pond View-403/407/qew - Oakville
9.8 79 reviews
Oakville
01/07 – 31/07
£274/nighttotal: £8220 (30 )

Luxury-5 Br-king Bed-2 Car-pond View-403/407/qew

1 4
apartment , Milton
This five-bedroom house, near the junction of the 403, 407 and QEW motorways, is situated approximately 10 km from Oakville GO station and within 8 km of shops including Walmart and Longo's supermarket in Oakville.
Offering self-check-in, this spacious property sleeps 12 guests and boasts a modern kitchen with dishwasher, two workspaces, a garden, parking, and ultra-high-speed internet (1 Gbps), plus two Smart TVs.
Spacious And Luxurious 2br Suite With Huge Windows - Oakville
8.7 3 reviews
Oakville
28/12 – 31/12
£121/nighttotal: £363 (3 )

Spacious And Luxurious 2br Suite With Huge Windows

2 2
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.

Our Favourite Holiday Lets with Free Parking in Oakville

Driving to Oakville? Each short-term let here includes a car park, making the city centre simple from arrival.

Ivy Den - Oakville
8.0 9 reviews
Oakville
28/12 – 31/12
£66/nighttotal: £198 (3 )

Ivy Den

1 2
B&B , Toronto
Lily's House, a guesthouse in Oakville, offers a peaceful retreat approximately 32 kilometres from Toronto Pearson International Airport and within a 40-48 kilometre radius of Toronto attractions including the CN Tower and Rogers Centre.
This one-bedroom, one-bathroom property sleeps up to five guests and includes air conditioning, parking, and provides towels and bed linen; it's ideal for couples or small groups visiting Toronto.
*Cozy* 1 Bedroom Home Near Waterfront/trails - Oakville
Oakville
28/12 – 31/12
£196/nighttotal: £588 (3 )

*Cozy* 1 Bedroom Home Near Waterfront/trails

1 2
apartment , Hamilton
This newly renovated one-bedroom flat is situated in Burlington, a short drive from the lakefront and Burlington Pier, offering convenient access to amenities.
This private suite accommodates two guests and features a fully equipped kitchen, high-speed WiFi, in-unit laundry, and two driveway parking spaces, with pets welcome.
Charming 2 Bedroom Basement With Private Entrance - Oakville
8.8 13 reviews
Oakville
01/07 – 31/07
£50/nighttotal: £1500 (30 )

Charming 2 Bedroom Basement With Private Entrance

1 2
apartment , Toronto
This basement apartment is located in Oakville, a suburb of Toronto, just a short distance from the lake, Oakville's downtown area, and several parks. It has received very good ratings for cleanliness and user experience, and an excellent rating for its location.
The apartment has two bedrooms, one bathroom, and can comfortably accommodate four guests. It is fully furnished and includes a well-equipped kitchen, a private entrance, and complimentary parking. Guests can enjoy a range of activities nearby, including exploring the lakefront, visiting local shops and restaurants, or relaxing in the nearby parks.
Contemporary, Quite Two Bedroom Home ! - Oakville
9.9 76 reviews
Oakville
06/07 – 12/07
£173/nighttotal: £1038 (6 )

Contemporary, Quite Two Bedroom Home !

2 2
apartment , Toronto
This two-bedroom flat is located in Mississauga, just 4 kilometres from Oakville and easily accessible via the 403 Highway and public transport. The property has received excellent ratings for its cleanliness, location, and overall experience.
The flat is ideal for families or groups of up to four people, offering a comfortable living space with a fully equipped kitchen, a spacious living area, and two modern bathrooms. Guests can enjoy a range of amenities including air conditioning, a washing machine and dryer, and a garden, making it a convenient and enjoyable base for exploring Toronto.
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