Oakville Short term rentals

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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.

Spacious/stylish Family Retreat Private Entrance - Oakville
10 16 reviews

Spacious/stylish Family Retreat Private Entrance

apartment, Toronto
This Toronto apartment rental sleeps four guests in three bedrooms and two bathrooms, its precise location within the city unspecified.
The self-catering flat offers amenities including Wi-Fi, parking, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher; air conditioning is also provided.

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.

The Nest In Oak By Austic Homes - Oakville
No reviews

The Nest In Oak By Austic Homes

apartment, Toronto
This three-bedroom, two-bathroom flat offers a peaceful retreat in Toronto, situated a convenient 2 kilometres from the historic Distillery District and within easy reach of local amenities.
This pet-friendly apartment accommodates up to six guests, featuring a fully equipped kitchen, air conditioning, a jacuzzi, and parking, providing a comfortable, home-away-from-home experience perfect for exploring the city's diverse neighbourhoods.
Oakville Hottub Family Retreat | Bbq | 4 Parking - Oakville
9.8 25 reviews

Oakville Hottub Family Retreat | Bbq | 4 Parking

apartment, Toronto
This Oakville residence, located in a serene residential area, offers convenient access to Toronto, being situated just 29 kilometers from the city centre and close to local shops and parks.
This spacious flat accommodates up to 12 guests with five bedrooms, two bathrooms, a modern kitchen featuring a fridge, freezer, microwave, and dishwasher, and includes amenities such as air conditioning, a jacuzzi, Wi-Fi, and parking.
Premium Furnished 1br Near Clarkson Go With Parking - Oakville
No reviews

Premium Furnished 1br Near Clarkson Go With Parking

apartment, Toronto
This Mississauga flat offers convenient access to Toronto Pearson International Airport, located 22.5 kilometres away, and is situated close to Clarkson GO station for straightforward public transport connections.
This 66 square metre one-bedroom flat accommodates up to seven guests and features a fully equipped kitchen, air conditioning, a balcony, and access to building amenities including a swimming pool, sauna, and hot tub, with private on-site parking also provided.
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.

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.

Executive Townhouse Next To Popular Provincial Park, 10 Minutes Walk - Oakville
8.0 1 review

Executive Townhouse Next To Popular Provincial Park, 10 Minutes Walk

apartment, Toronto
This Oakville family home, situated in the West Oak Trails neighbourhood, is approximately 32 kilometres southwest of Toronto, close to Glen Abbey Golf Course and the Canadian Golf Hall of Fame.
The four-bedroom property, sleeping seven guests, boasts three bathrooms, a fully equipped kitchen, in-house laundry, smart TVs, air conditioning, a terrace, garden, and parking; nearby recreational activities are available.
Designer 4br Basement Aymond Suites Oakville - Oakville
No reviews

Designer 4br Basement Aymond Suites Oakville

apartment, Milton
This Oakville flat is located 22.5 kilometres from Toronto Pearson International Airport and 20.9 kilometres from the Mississauga Convention Centre, offering convenient access for travellers.
This spacious 177 square metre apartment accommodates up to 17 guests with one bedroom and two bathrooms, featuring a fully equipped kitchen, kitchenette, in-unit washing machine, complimentary WiFi, air conditioning, and access to an on-site fitness room and an electric vehicle charging station, with nearby hiking trails for outdoor pursuits.
3bd 2.5bth House W/ Pool Table, Swing, Outdoor Bbq - Oakville
9.8 192 reviews

3bd 2.5bth House W/ Pool Table, Swing, Outdoor Bbq

apartment, Toronto
This apartment is located in a quiet neighbourhood in Oakville, just 15 kilometres from downtown Toronto and less than 80 kilometres from Niagara Falls. It has consistently received excellent ratings for cleanliness, location, and user experience.
The three-bedroom home is perfect for families or groups of up to nine guests and offers a spacious layout with a large backyard. Guests can enjoy amenities like a fully equipped kitchen, a pool table, a foosball table, a quiet workstation, and a private garage.
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.

Best Oakville short term rentals with parking

Lovely 2-bedroom Basement Unit With Free Parking - Oakville
9.3 117 reviews

Lovely 2-bedroom Basement Unit With Free Parking

apartment, Milton
This Milton apartment, a short 1km walk from a bus stop and 1.6km from a grocery store, offers easy access to both local amenities and the Oakville GO station (6.9km) for onward travel to Toronto and Niagara Falls.
The two-bedroom, one-bathroom flat sleeps four guests and includes a fully equipped kitchen (fridge, freezer, microwave), air conditioning, parking, a garden, and excellent security features such as external cameras.
The Oakville House - Oakville
No reviews

The Oakville House

apartment, Milton
This spacious three-bedroom flat is located in Oakville, 24 kilometres from the Mississauga Convention Centre and 24 kilometres from Toronto Pearson International Airport, offering city views from its patio.
The 232 square metre residence accommodates up to 11 guests with air conditioning, a kitchen equipped with a fridge and dishwasher, a terrace with garden views, and private parking, with proximity to the Budweiser Stage, Exhibition Place, Rogers Centre, and CN Tower within a 38 kilometre radius.
Private Bedroom - Clean & Cozy -Near Lake-parking - Oakville
9.5 17 reviews

Private Bedroom - Clean & Cozy -Near Lake-parking

apartment, Toronto
This Oakville guesthouse is situated near the Queen Elizabeth Way, approximately 40km from Toronto city centre, 25km from Toronto Pearson International Airport, and 80km from Niagara Falls, offering easy access to public transport via Oakville GO station.
The self-contained room, sleeping two, includes a queen-size bed, work desk, shared kitchenette with fridge and microwave, and access to in-unit laundry facilities (charges apply); free on-site parking and Tesla EV charging are also available.
4 Bed & 4 Bath Mansion Near Lake / Pool /Sleeps 10 - Oakville
10 1 review

4 Bed & 4 Bath Mansion Near Lake / Pool /Sleeps 10

apartment, Toronto
This Toronto residence is located in a district providing a tranquil pool and patio vista, with straightforward access to outdoor pursuits.
This spacious four-bedroom, three-bathroom apartment accommodates up to ten guests and features air conditioning, a swimming pool, a fitness centre, and a private garden with a Travertine patio, turquoise pool, and a steel BBQ, offering a luxurious Canadian summer retreat experience.

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 Retro Oak Guest Suite - Oakville
9.7 19 reviews

Modern Retro Oak Guest Suite

B&B, Toronto
Cozy Br-private Bath-15' Walk To Sheridan College - Oakville
9.9 33 reviews

Cozy Br-private Bath-15' Walk To Sheridan College

apartment, Toronto
Modern And Comfortable Basement Suite - Oakville
9.9 47 reviews

Modern And Comfortable Basement Suite

apartment, Toronto
Suite For Two - Oakville
9.6 39 reviews

Suite For Two

apartment, Toronto
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