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531 available short term rental offers
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Best Short term and Weekly rentals in Oakville
9.9 91 reviews
Oakville
07/06 – 07/27
$51/nighttotal: $1071 (21 )
Relax & Work: Spacious Queen Room On First Floor
1 1
apartment , Toronto
This B&B is in a friendly neighborhood within walking distance of open malls, restaurants, iFLY, and bowling. It has excellent user, location, and cleanliness ratings. The private room has a queen bed with noise-canceling earplugs for light sleepers. The shared spaces include a fully equipped kitchen, living room with dining table, and backyard. The B&B provides a welcome kit with masks, hand sanitizer, hair dryer, and towels. Neighborhood amenities include open malls, restaurants, parks, and activities.
9.0 18 reviews
Oakville
06/22 – 07/22
$66/nighttotal: $1980 (30 )
Cozy One Bed Basement Apartment - Wifi Parking
1 1
apartment , Milton
This Milton apartment rental is centrally located, offering easy access to various Milton attractions, although specific distances aren't provided. The self-contained lower-level unit sleeps three guests and features a kitchen with a refrigerator, freezer, and microwave, plus air conditioning, a garden, parking, and one bedroom and one bathroom.
9.1 7 reviews
Oakville
07/10 – 07/15
$111/nighttotal: $555 (5 )
Stylish Oakville Studio | Work Desk +Free Parking
1 2
B&B , Milton
This Oakville studio, a short drive (distance unspecified) from Milton, Ontario, offers convenient access to Milton's attractions. The modern unit features a fully equipped kitchenette, high-speed Wi-Fi, a Smart TV, on-site parking, and accommodates two guests comfortably.
10 10 reviews
Oakville
08/01 – 09/30
$222/nighttotal: $13320 (60 )
Lovely Oakville Home
1 4
apartment , Toronto
This 3-bedroom home is located in Oak Park, a community in Oakville, just minutes from shopping, parks, and amenities. It’s also close to highways for easy access to Toronto. The apartment has excellent ratings for location, cleanliness, and user experience. The home features two bathrooms and can accommodate up to six guests. You’ll enjoy amenities like air conditioning, parking, and a kitchen, as well as access to a porch community and a fully detached home.
10 2 reviews
Oakville
07/06 – 07/27
$109/nighttotal: $2289 (21 )
Spacious, Main Floor Bungalow Convenient Location
1 1
apartment , Toronto
This two-bedroom, one-bathroom bungalow in Toronto's Clarkson area offers single-level living and is conveniently located 0.2 miles from the QEW, providing easy access to grocery stores and the Clarkson GO Train station for travel throughout the Greater Toronto Area. This apartment accommodates up to four guests and features a kitchen, air conditioning, internet, and parking, making it ideal for family retreats and relaxation.
9.8 39 reviews
Oakville
07/06 – 08/06
$44/nighttotal: $1364 (31 )
Private Bedroom-queen Bed- Easy Commute
1 1
apartment , Toronto
This Toronto bed and breakfast is located in the Glen Abbey neighborhood, offering easy access to parks, trails, and local eateries like pizza joints, Asian restaurants, and bakeries. The property boasts excellent ratings for location, cleanliness, and user experience. The bed and breakfast features a spacious private bedroom within a detached home, accommodating one guest. Amenities include a fully equipped kitchen, a private patio, a semi-finished basement with a table tennis table, and high-speed internet.
9.5 23 reviews
Oakville
07/08 – 08/07
$126/nighttotal: $3780 (30 )
Luxury Basement Apartment In Oakville Monthly Stays Only
1 4
apartment , Milton
This Oakville basement unit, 15 miles from the Mississauga Convention Centre and 22 miles from Toronto's BMO Field and Budweiser Stage, offers easy access to major attractions. The 600-square-foot, one-bedroom, one-bathroom rental accommodates up to seven guests and includes free parking, Wi-Fi, a fully equipped kitchen, fitness center access, and nearby tennis courts.
9.9 49 reviews
Oakville
06/27 – 07/04
$279/nighttotal: $1953 (7 )
Modern House In A Quiet Neighbourhood
1 1
apartment , Toronto
This Oakville rental is conveniently located in a family-friendly neighborhood, a short drive from Toronto's attractions. The two-bedroom, one-bathroom apartment sleeps four, features a fully equipped kitchen with dishwasher, high-speed Wi-Fi, free parking, and access to both front and back patios.
9.5 4 reviews
Oakville
07/01 – 07/31
$249/nighttotal: $7470 (30 )
Charming House Near The Lake And Shopping Centre
4 4
apartment , Toronto
This beautiful South Oakville home, minutes from Lake Ontario and a short drive to downtown Oakville and Toronto, offers easy access to major highways and the Oakville GO station. This four-bedroom, two-bathroom house comfortably sleeps eight guests and includes amenities such as Wi-Fi, air conditioning, parking, and a full kitchen; nearby attractions include Oakville's waterfront trails and proximity to shopping and dining.
10 1 review
Oakville
09/01 – 02/28
$69/nighttotal: $12420 (180 )
Unique Basement Apartment In Oakville
1 4
apartment , Milton
This apartment is located in a distinctive district of Milton, offering convenient access to local landmarks. This two-bedroom, two-bathroom unit accommodates up to four guests and features a kitchen with a fridge and microwave, air conditioning, a garden, and parking, providing a unique and memorable stay.
Oakville
09/01 – 02/28
$191/nighttotal: $34380 (180 )
Luxurious 4br Oasis W/ Sauna & Games
1 4
apartment , Toronto
This spacious 2-bathroom condo in Toronto offers high-speed WiFi, air conditioning, and free on-site parking, perfect for business or leisure travelers. Guests can enjoy a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, along with a Smart TV and a private garden, accommodating up to 8 people.
9.6 57 reviews
Oakville
07/01 – 07/31
$109/nighttotal: $3270 (30 )
Apartment In Home
1 2
apartment , Toronto
This private apartment is located in a peaceful neighborhood with parks and a 5-minute walk from Lake Ontario. It is a 30-minute drive from downtown Toronto and a 45-minute drive from Niagara Falls. The accommodation has excellent user, location, and cleanliness ratings. The apartment has one bedroom and one bathroom and can accommodate two guests. It features a fully equipped kitchen, a private bathroom, laundry facilities, a large bedroom with a kitchen table and chairs, and an enclosed backyard with a table and chairs. The apartment also has air conditioning, internet, and parking.
Top Luxury Short-Term Rentals in Oakville
Experience the pulse of the city from a luxury rental in central Oakville, where every urban convenience is at your fingertips.
9.1 7 reviews
Oakville
07/31 – 08/31
$77/nighttotal: $2387 (31 )
Family Friendly Self-contained
1 1
B&B , Toronto
This Glen Abbey, Oakville basement apartment rental is conveniently located minutes from major highways, a short drive to downtown Oakville, and approximately 40 minutes from Niagara Falls, offering easy access to Toronto attractions. This spacious unit sleeps 4-5 guests comfortably with a queen bed, single bed, sofa bed, full kitchen (refrigerator, stove, microwave, toaster, kettle), washer/dryer, and is near parks, walking trails, and recreational facilities including pickleball, tennis, and basketball courts.
Best Oakville Short term rentals with a jacuzzi
Among the 531 accommodations in Oakville, here are the 4 best rentals with a jacuzzi
10 133 reviews
Oakville
07/06 – 08/06
$337/nighttotal: $10447 (31 )
Modern Executive Townhome W/ Rooftop Hot Tub Oasis
1 1
apartment , Milton
This stylish townhome is located in Oakville, a short drive from Milton and conveniently close to three major highways. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The two-bedroom, two-bathroom home can accommodate up to four guests. Guests can enjoy amenities like a private rooftop terrace with a hot tub, a fully equipped kitchen, and a Roku TV with streaming services.
Oakville
07/06 – 07/12
$488/nighttotal: $2928 (6 )
Apartment ∙ 2 Bedrooms ∙ 4 Guests
2 2
apartment , Milton
This 2-bedroom, 2-bathroom condo in Milton offers convenient access to major cities including Oakville (20 miles) and Mississauga (20 miles), and is located just 35-48 miles from downtown Toronto. This family-friendly rental features a modern design, a fully equipped kitchen with high-end appliances, high-speed Wi-Fi, a dedicated workspace, on-site parking, and a swimming pool, comfortably accommodating up to 4 guests.
10 19 reviews
Oakville
07/06 – 07/12
$415/nighttotal: $2490 (6 )
Maia's Cozy Bronte Cottage By The Lake
1 2
apartment , Toronto
This Bronte Village bungalow, a short walk from Lake Ontario, offers easy access to the QEW, 407, and GO Transit, placing you near Bronte's restaurants and cafes. The three-bedroom, two-bathroom house sleeps four guests and includes a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, a Jacuzzi, and a private garden with parking; nearby parks and trails offer additional recreational opportunities.
10 1 review
Oakville
06/27 – 07/04
$77/nighttotal: $539 (7 )
Warm Family Home Filled With Love And Comfort.
1 1
apartment , Hamilton
This one-bedroom, one-bathroom apartment in Hamilton offers a tranquil residential setting, providing a peaceful retreat near local parks and community areas. This comfortable unit features a kitchen, air conditioning, a jacuzzi, and parking, with internet access included for guests.
Frequently Asked Questions about short term rentals in Oakville
What kind of weather can travelers expect in Oakville?
Oakville has four distinct seasons. Expect warm, humid summers, crisp autumns with beautiful fall foliage, cold winters with snow, and mild, rainy springs. The weather can change quickly, so pack layers!
Are there any famous stadiums or sports arenas in Oakville?
Oakville doesn't have any major stadiums or arenas. But, you can find some great local sports action at the Oakville Soccer Club or the Oakville Tennis Club.
What are the best short term rentals with a pool in Oakville?
Oakville is close to some great natural landmarks. You can visit the beautiful Bronte Creek Provincial Park, or head a little further out to the Niagara Escarpment, which has amazing views.
What are the best short term rentals with a jacuzzi in Oakville?
What part of Oakville is ideal for finding lodging?
The best place to find lodging in Oakville is near the waterfront. You'll be close to the lake, restaurants, and shops. The downtown area is also a good choice, with lots of hotels and restaurants.
What are the best short term rentals for families and kids in Oakville?
Traveler-Approved Family Short-Term Rentals in Oakville
Choosing a family-friendly rental in Oakville ensures the city’s top attractions are within easy reach.
8.7 3 reviews
Oakville
07/10 – 07/15
$300/nighttotal: $1500 (5 )
Spacious And Luxurious 2br Suite With Huge Windows
2 2
apartment , Toronto
This Mississauga apartment rental, conveniently located 11 miles from the Mississauga Convention Centre and 19 miles from downtown Toronto attractions like BMO Field and Exhibition Place, offers easy access to both business and leisure activities. The 500-square-foot, two-bedroom, two-bathroom suite comfortably sleeps nine guests and includes free Wi-Fi, private parking, and a fully equipped kitchen with oven and coffee maker.
9.3 3 reviews
Oakville
07/05 – 07/12
$421/nighttotal: $2947 (7 )
4bed-luxury Home, Pool Table, Backyard, Sleeps 12
4 10
apartment , Milton
This 4-bedroom house is located in an upscale Oakville subdivision, offering a quiet retreat just 25 miles from the airport. This spacious family-friendly home accommodates up to 12 guests and features a private backyard, a game area, a full kitchen with stainless steel appliances, and parking for 4 vehicles.
9.2 23 reviews
Oakville
07/06 – 08/06
$180/nighttotal: $5580 (31 )
2 Bedroom Private Suite-parking-near Hospital And Airport
2 1
apartment , Milton
This Oakville apartment rental is conveniently located 14 miles from the Mississauga Convention Centre and 23 miles from both BMO Field and the Budweiser Stage, offering easy access to major highways for travel to Mississauga and Toronto. This 200-square-foot, two-bedroom, one-bathroom unit sleeps seven guests and features a fully equipped kitchen, private parking, a terrace, and free Wi-Fi, all within a family-friendly, allergy-free, and non-smoking environment.
9.9 28 reviews
Oakville
07/31 – 08/31
$141/nighttotal: $4371 (31 )
Feel At Home
2 1
apartment , Milton
This family-friendly 2-bedroom apartment rental in Oakville's Joshua Creek neighborhood is conveniently located about a 10-minute drive from the Oakville GO Station and near Oakville Place shopping mall. The 2-bedroom, 1-bathroom unit sleeps 5, features a well-equipped kitchen with modern appliances, high-speed Wi-Fi, driveway parking, and air conditioning; nearby parks and trails offer recreational opportunities.
Best Oakville lodging with parking
Oakville
07/01 – 07/31
$186/nighttotal: $5580 (30 )
Luxe Furnished Home In Oakville
4 2
apartment , Toronto
This four-bedroom, four-bathroom Oakville apartment rental is located in the West Oak Trails neighborhood, a short drive (3 minutes) from Bronte Creek Provincial Park and (5 minutes) from Glen Abbey Golf Course. This 7-guest dwelling boasts a fully equipped kitchen with dishwasher, in-unit laundry, Wi-Fi, and parking, providing easy access to nearby attractions like Saw-Whet Golf Course and Ontario Lake.
9.6 90 reviews
Oakville
06/23 – 06/25
$125/nighttotal: $250 (2 )
Modern Studio Basement W Sep Entrance
1 2
apartment , Milton
This North Oakville studio apartment, conveniently located near major highways and fast-food restaurants, offers easy access to Milton and its surrounding areas. The newly built unit features a queen-size bed, a leather loveseat, a 60" Samsung Smart TV with Amazon Prime Video, a kitchenette with a full-size fridge and microwave, free high-speed Wi-Fi, and street parking for one car, comfortably accommodating two guests.
8.4 351 reviews
Oakville
07/01 – 07/31
$87/nighttotal: $2610 (30 )
Quiet And Comfortable Homestay
1 2
B&B , Toronto
Quiet and Comfortable Homestay is located 18 miles from the Mississauga Convention Center and 22 miles from both BMO Field and Budweiser Stage, making it a convenient base for exploring Toronto and its surrounding areas. The property consistently receives high marks for cleanliness, location, and overall guest satisfaction. The homestay offers a comfortable and relaxing atmosphere with a shared lounge area and a private garden for guests to enjoy. Amenities include free Wi-Fi, parking, and a kitchenette in some units, along with air conditioning and a terrace for outdoor relaxation.
Oakville
07/01 – 07/31
$166/nighttotal: $4980 (30 )
Cozy 3 Bedroom Bungalow With Bright Basement Suit.
3 2
apartment , Toronto
This 3-bedroom, 1-bathroom bungalow in West Oakville offers a peaceful retreat, located near Bronte Creek Provincial Park and Rattray Marsh Conservation Area, with the Canadian Golf Hall of Fame and Glen Abbey Golf Course also in proximity. This accommodation accommodates up to 10 guests and features air conditioning and internet, with a large backyard ideal for relaxation and rejuvenation.