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Oakville apartments
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728 Holiday apartments Oakville

Best family friendly Oakville Holiday Apartments and Self Catering Accommodations

Among the 728 accommodations in Oakville, here are the 4 best family friendly holiday apartments

South Oakville Villa 4 Bdrm Home Steps To The Lake - Oakville
9.8 33 reviews

South Oakville Villa 4 Bdrm Home Steps To The Lake

apartment, Toronto
This four-bedroom home is situated in Bronte Village, Oakville, just a short walk from Lake Ontario and the charming shops and restaurants of the area. It boasts excellent user, location, and cleanliness ratings, making it a highly recommended choice for travellers.
The spacious property comfortably accommodates eight guests and features a fully equipped kitchen, a large living area, and a private garden. Enjoy modern amenities such as air conditioning, a fitness centre, and parking, as well as the convenience of being close to the QEW highway and GO Train station for easy access to Toronto.
Pool Retreat In Oakville - Oakville
9.5 136 reviews

Pool Retreat In Oakville

apartment, Toronto
This four-bedroom house is situated in Oakville, a prestigious suburb of Toronto, just 3 kilometres from the highway and a short walk from the Kerr Village with its fine dining options. The property has received excellent ratings for its cleanliness, location, and overall experience.
The house can comfortably accommodate up to nine guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy a private garden, a swimming pool, and parking, as well as a dedicated home office space.
Cozy 2-bed In Oakville W/parking & Full Kitchen. Private & Family-friendly - Oakville
No reviews

Cozy 2-bed In Oakville W/parking & Full Kitchen. Private & Family-friendly

apartment, Milton
This private, secure, and stylish apartment is located in Oakville, a 12-minute drive from Oakville GO station and conveniently close to major retail, dining, and recreational areas, offering a serene, family-friendly residential neighbourhood.
This 102 square metre dwelling accommodates up to four guests with two bedrooms, one bathroom, and features a fully equipped kitchen, air conditioning, spa, and private parking, with complimentary welcome snacks and in-suite laundry enhancing your extended stay.
Luxurious & Modern Home In Oakville - Sleeps 12 - Oakville
9.9 15 reviews

Luxurious & Modern Home In Oakville - Sleeps 12

apartment, Milton
This luxurious five-bedroom Oakville apartment, near the intersection of the 403, 407 and QEW motorways, offers easy access to Milton, being approximately 8km from the town centre.
Sleeping up to 12 guests across five en-suite bedrooms, the property boasts a modern kitchen with JennAir appliances, a private garden with fire pit, two Smart TVs, high-speed Wi-Fi, and free EV charging for two cars.

Best Oakville holiday apartments with a balcony

*Family Haven* Renovated 3br  Backyard  Parking - Oakville
No reviews

*Family Haven* Renovated 3br Backyard Parking

apartment, Hamilton
This spacious 186-square-metre, two-storey townhome is situated in Burlington, a short drive from Hamilton's attractions, and is within walking distance of local shops and restaurants.
This pet-friendly residence accommodates up to six guests with three bedrooms and two bathrooms, offering a fully equipped kitchen, a formal dining area for eight, in-unit laundry, air conditioning, a terrace, and two driveway parking spaces, with high-speed WiFi suitable for remote work.
Cozy 3 Bedroom Bungalow With Bright Basement Suit. - Oakville
No reviews

Cozy 3 Bedroom Bungalow With Bright Basement Suit.

apartment, Toronto
This cosy bungalow is located in West Oakville, offering proximity to Bronte Creek Provincial Park and Rattray Marsh Conservation Area, with cultural sites such as the Canadian Golf Hall Of Fame nearby.
This apartment provides accommodation for up to 10 guests with 3 bedrooms and 1 bathroom, featuring air conditioning and internet, and is situated in a quiet, family-friendly neighbourhood ideal for relaxation.
Stylish Three-level Oakville Townhome Near Toronto With Parking And Balconies - Oakville
8.0 4 reviews

Stylish Three-level Oakville Townhome Near Toronto With Parking And Balconies

apartment, Toronto
This spacious three-level townhome in Oakville's residential area offers a quiet base, with easy access to Toronto, located approximately 30 to 45 kilometres away depending on traffic.
This pet-friendly residence accommodates up to six guests and features a fully equipped kitchen with a microwave and dishwasher, in-unit laundry, air conditioning, a terrace, parking, and two bathrooms, including a luxurious penthouse ensuite.
Spacious 4br Oakville Townhome With Free Parking - Oakville
No reviews

Spacious 4br Oakville Townhome With Free Parking

apartment, Hamilton
This spacious four-bedroom townhouse is located in Oakville, a short drive from Downtown Oakville's boutiques, dining, and the Lakeshore, with Glen Abbey Golf Course and the Oakville Museum also nearby.
This 176 square meter property accommodates up to eight guests, featuring four bathrooms, a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a private balcony, and parking for three vehicles.

Frequently asked questions about apartment rentals in Oakville

  • What makes Oakville unique or famous?

    Oakville is known for its beautiful waterfront, its charming downtown area, and its many parks and green spaces. It's a popular destination for families, couples, and those who enjoy the outdoors. Oakville is also known for its strong sense of community and its commitment to sustainability.
  • What are the best apartments in Oakville?

    Among the apartments in Oakville, Waterfront Coach House Loft, The Wine Cellar and Cozy 2 Bedroom Basement Apartment are the most popular ones.

  • Where can you find the best local markets and street food in Oakville?

    The Oakville Farmers' Market, held every Saturday from May to October, is a great place to find local produce, baked goods, and artisanal crafts. You can also find street food vendors at the Oakville Harbourfront during the summer months.
  • What are the best apartments with a pool in Oakville?

  • How is the public transportation system in Oakville?

    Oakville has a good public transportation system, with buses and GO Transit trains connecting the town to Toronto and other nearby cities. There are also bike lanes and walking paths throughout the town.
  • What are the best apartments with a jacuzzi in Oakville?

  • Which seasonal events or festivals should apartment renters look forward to in Oakville?

    Oakville hosts a number of festivals and events throughout the year, including the Oakville Jazz Festival in July, the Oakville Fall Fair in September, and the Oakville Christmas Market in December.
  • What are the best apartments for families and kids in Oakville?

    The best apartments for families and kids in Oakville are Home Away From Home (Basement Apartment), Pathway Suites and Cozy & Beautiful Basement Apartment.

  • What amenities are typically included in apartments in Oakville?

    Apartments in Oakville typically include amenities such as in-suite laundry, parking, and access to common areas like fitness centres and swimming pools. Some buildings also offer concierge services and other amenities.
  • What are the best pet friendly apartments in Oakville?

  • What leisure activities are available for relaxation in Oakville?

    Oakville offers a variety of leisure activities for relaxation, including walking or biking along the waterfront, visiting one of the many parks, or enjoying a picnic at the Oakville Harbourfront. You can also find a number of spas and wellness centres in the town.
  • What are the best apartments with parking in Oakville?

    Waterfront Coach House Loft, The Wine Cellar and Cozy 2 Bedroom Basement Apartment are the best apartments with parking in Oakville.

Popular destinations

Best Oakville holiday apartments with parking

Welcome To Your Comfort Retreat By The Lake - Oakville
9.9 27 reviews

Welcome To Your Comfort Retreat By The Lake

apartment, Toronto
This four-bedroom, four-bathroom flat is conveniently located a short distance from Oakville's scenic lakeshore and local shops, serving as an ideal base for exploring the Greater Toronto Area.
Offering accommodation for up to eight guests, this serviced apartment features air conditioning, Wi-Fi, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus on-site parking for a comfortable stay.
South Oakville Apartment Near Lake (Basement) - Oakville
9.6 23 reviews

South Oakville Apartment Near Lake (Basement)

apartment, Toronto
This Oakville basement flat, a 15-minute walk from Lake Ontario and near the QEW and Trafalgar GO Station, offers easy access to both Toronto (30-minute drive) and downtown Oakville.
The self-contained one-bedroom suite, sleeping two, features a fully equipped kitchen, private laundry, high-speed Wi-Fi, a 55-inch Smart TV, dedicated parking, and was newly furnished in 2025.
Bright & Spacious Basement | 6 Guests |Free Coffee - Oakville
No reviews

Bright & Spacious Basement | 6 Guests |Free Coffee

apartment, Toronto
This two-bedroom basement flat is located in a Toronto district, offering convenient access to local attractions.
This accommodation for up to six guests features a fully equipped kitchen, in-unit laundry, a workspace, and access to a backyard, with a baby crib available and complimentary high-speed Wi-Fi and parking.
Cozy Getaway In Mississauga - Oakville
9.3 3 reviews

Cozy Getaway In Mississauga

apartment, Toronto
This Mississauga flat, located in Clarkson, offers direct access to Clarkson GO Station, facilitating a 30-minute rail journey to Toronto, with Erin Mills Mall and Lakeside within a 7-minute and 15-minute drive respectively.
This two-bedroom apartment accommodates up to six guests, featuring a fully equipped kitchen with modern appliances, in-house laundry, two parking spaces, and a Smart TV, ideal for exploring the Greater Toronto Area.

Best Oakville holiday apartments with air conditioning

2 Bdrm Luxury Condo In Oakville + Free Parking - Oakville
9.8 30 reviews

2 Bdrm Luxury Condo In Oakville + Free Parking

apartment, Toronto
This two-storey flat is located in a safe neighbourhood, just a short 1.6km walk from a large shopping plaza and a 2-minute walk from a bus stop. The property consistently receives excellent ratings for its cleanliness, location, and overall experience.
The flat is spacious and comfortably accommodates up to four guests. Enjoy stunning pond views from the balcony and bedrooms, a fully equipped kitchen, air conditioning, a private garden, and free secured parking.
Oakville Oasis: Modern 4br Townhouse With Chic Amenities! - Oakville
No reviews

Oakville Oasis: Modern 4br Townhouse With Chic Amenities!

apartment, Milton
This Oakville property, near Memorial Park and Sheridan College (within 5km), offers convenient access to Oakville and Milton attractions, including the Glen Abbey Golf Course (within 10km).
This four-bedroom, three-bathroom house sleeps eight, features a fully equipped kitchen, in-unit laundry, and is ideal for exploring nearby Joshua Creek Heritage Art Centre.
Hot Tub Oasis · Park Backyard · Near Lake - Oakville
9.0 2 reviews

Hot Tub Oasis · Park Backyard · Near Lake

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.