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Oakville accommodations
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767 Lodgings in Oakville

Traveler-Approved Family-Friendly Accommodations in Oakville

Getting the lodging right makes all the difference for a family trip to Oakville, with city attractions within easy reach at every selected option.

Luxury Modern Retreat: W/ Sauna & Modern Amenities - Oakville
10 2 reviews
Oakville
06/20 – 06/30
$785/nighttotal: $7850 (10 )

Luxury Modern Retreat: W/ Sauna & Modern Amenities

4 2
apartment , Toronto
This spacious Erin Mills, Mississauga vacation rental is a short drive from Toronto, offering easy access to Lake Ontario and attractions like the Benares Historic House and Bradley Museum.
This 2,600-square-foot home features a four-bedroom, four-bathroom layout, comfortably accommodating up to ten guests and including amenities such as a fully equipped kitchen, high-speed internet, and a private garden with parking.
Serene Stays - Oakville (3 Bed, 2 Bath, 1 Parking) - Oakville
9.1 7 reviews
Oakville
07/06 – 07/07
$263/nightfor 1 night

Serene Stays - Oakville (3 Bed, 2 Bath, 1 Parking)

1 3
apartment , Hamilton
This newly built, spacious 2-bedroom, 2-bathroom condo suite is located in Oakville, just a 2-minute drive from the Sixteen Mile Sports Complex and within a 2-7 minute drive of Oakville Place, numerous restaurants, and grocery stores.
This private, family-friendly apartment accommodates up to 6 guests and offers a fully equipped kitchen, free high-speed internet, a dedicated workspace, and access to a shared fitness center and yoga room, with a private outdoor patio for relaxation.
Lux 4br 3ba Home • Sunset Views & Ultimate Comfort - Oakville
9.9 29 reviews
Oakville
10/17 – 10/24
$326/nighttotal: $2282 (7 )

Lux 4br 3ba Home • Sunset Views & Ultimate Comfort

1 2
apartment , Toronto
This detached house is located in a quiet Oakville neighborhood, offering convenient access to Oakville Place and diverse dining options within a 5-minute drive, with an easy commute to Toronto via the Oakville GO Station, just 5 minutes away, and proximity to Sheridan College.
This spacious 4-bedroom dwelling accommodates up to 7 guests and features air conditioning, a kitchen with a fridge, freezer, microwave, and dishwasher, as well as parking.
Opulent Chic Town Home In The Heart Of Oakville - Oakville
10 19 reviews
Oakville
10/17 – 10/24
$253/nighttotal: $1771 (7 )

Opulent Chic Town Home In The Heart Of Oakville

1 2
house , Hamilton
This opulent townhouse in central Oakville is a 5-minute walk to McDonald's, Subway, Tim Hortons, and Popeyes, and a 15-minute drive to the Toronto Premium Outlets.
This family-friendly, 2-bedroom, 2.5-bathroom rental accommodates up to 6 guests and features a fully equipped kitchen, air conditioning, a private patio, on-site laundry, and 2 parking spots, with easy highway access to the 403, 401, and 407.

Best Oakville accommodation with a kitchen

Hidden Gem Close To Everything-shopping & Lake - Oakville
7.3 3 reviews
Oakville
08/08 – 08/11
$373/nighttotal: $1119 (3 )

Hidden Gem Close To Everything-shopping & Lake

1 5
apartment , Toronto
This three-bedroom, two-bathroom bungalow is located in South Oakville, Ontario, near Lake Ontario and downtown Oakville, offering easy access to Bronte GO station and public transportation.
This 3-bedroom rental comfortably sleeps six guests and features a fully equipped kitchen with Samsung appliances, in-unit laundry, a large TV, and a four-car driveway; nearby attractions include Lake Ontario and downtown Oakville.
4bed South Oakville Home With Games Room - Oakville
9.3 8 reviews
Oakville
06/20 – 06/27
$385/nighttotal: $2695 (7 )

4bed South Oakville Home With Games Room

1 2
apartment , Toronto
This South Oakville house rental, located in Bronte Harbour, offers easy access to Bronte Creek Provincial Park and Oakville's downtown area, all within a 5- to 20-minute drive.
This four-bedroom, two-bathroom home sleeps eight, features a fully equipped kitchen with modern appliances, a backyard patio, and parking for three vehicles including EV charging; nearby outdoor activities include hiking trails and waterfront strolls.
Lakeside Luxury: Escape To Our Stunning Retreat! - Oakville
9.7 85 reviews
Oakville
07/06 – 08/06
$78/nighttotal: $2418 (31 )

Lakeside Luxury: Escape To Our Stunning Retreat!

1 1
apartment , Toronto
This one-bedroom apartment is located in the Bronte district of Oakville, just a short walk from Lake Ontario and the Bronte Harbour.
This Toronto apartment features a private entrance, self check-in, a fully equipped kitchen, a dedicated workspace, and a Casper mattress for a comfortable stay.
Serene High-celling Retreat - Oakville
9.8 19 reviews
Oakville
09/14 – 11/07
$100/nighttotal: $5400 (54 )

Serene High-celling Retreat

2 1
apartment , Toronto
This Oakville apartment rental, roughly 20-28 miles from Toronto attractions like the CN Tower and Rogers Centre, offers a peaceful retreat outside the bustling city.
The 600-square-foot unit features two bedrooms, one bathroom, sleeps seven guests, and includes free parking, Wi-Fi, a full kitchen with dishwasher, and a washer.

Frequently Asked Questions about accommodations in Oakville

  • What are the top attractions and must-see sites in Oakville?

    Oakville has a lot to offer! You'll want to visit the Oakville Museum, which has a great collection of local history. The waterfront is beautiful, with the Oakville Harbour and the Oakville Lighthouse. And of course, you can't miss the charming downtown area with its shops and restaurants.
  • What are the best accommodations in Oakville?

  • Which cultural festivals and seasonal events should visitors attend in Oakville?

    Oakville has a lot of great events! In the summer, the Oakville Jazz Festival is a big one, and the Oakville Fall Fair is always popular in September. If you're visiting in the winter, the Oakville Christmas Market is a must-see.
  • What are the best accommodations with a pool in Oakville?

  • What are the most convenient modes of transportation within Oakville?

    Getting around Oakville is pretty easy. You can walk or bike in many parts of town, and there's a good bus system. If you're coming from Toronto, you can take the GO Train, which stops at Oakville GO Station.
  • What are the best accommodations with a jacuzzi in Oakville?

    The best accommodations with a jacuzzi in Oakville are Sandman Hotel Oakville, Hilton Garden Inn Toronto/burlington and Hilton Garden Inn Toronto-oakville.

  • What outdoor activities and adventures are popular in and around Oakville?

    Oakville is great for outdoor activities! You can go hiking or biking on the Oakville Waterfront Trail, or take a swim at the Oakville Beach. If you're feeling adventurous, you can rent a kayak or canoe and explore the lake.
  • What are the best accommodations for families and kids in Oakville?

  • What types of accommodations are available in Oakville?

    There are all kinds of places to stay in Oakville. You can find everything from budget-friendly motels to luxury hotels. There are also lots of vacation rentals, like Airbnbs, if you want to stay in a more residential area.
  • What are the best pet friendly accommodations in Oakville?

  • When is the best time to visit Oakville?

    Oakville is great to visit year-round, but the best time is probably in the summer, when the weather is warm and sunny. You can enjoy the beach and all the outdoor activities. Fall is also beautiful, with the changing leaves and the Oakville Fall Fair.
  • What are the best accommodations with parking in Oakville?

  • What local dishes and culinary experiences are a must-try in Oakville?

    Oakville has a great food scene, with lots of restaurants and cafes. You'll definitely want to try some fresh seafood, especially at one of the waterfront restaurants. And don't forget to try some local craft beer at one of the breweries.
  • In which part of Oakville should you consider renting accommodation?

    It depends on what you're looking for! If you want to be close to the action, the downtown area is a good choice. If you prefer a more relaxed atmosphere, the areas around the waterfront or Bronte Creek are nice. There are also some great neighborhoods in the north end of town.

Destinations nearby

Best Oakville lodging with a pool

Among the 767 accommodations in Oakville, here are the 4 best ones with a pool

5br Summer Oasis|heated Pool+table Games+evcharger - Oakville
9.7 7 reviews
Oakville
07/23 – 07/27
$750/nighttotal: $3000 (4 )

5br Summer Oasis|heated Pool+table Games+evcharger

1 3
apartment , Toronto
This five-bedroom residence is situated in a peaceful Oakville neighborhood, just a short drive from Downtown Oakville and the lakefront, offering convenient access to Toronto via GO Transit.
This professionally furnished house includes a private outdoor pool, ample parking with an indoor garage, in-home laundry, and a fully equipped kitchen, accommodating up to 10 guests.
Prestige Golf Community With Private Backyard Pool - Oakville
10 2 reviews
Oakville
06/20 – 06/30
$789/nighttotal: $7890 (10 )

Prestige Golf Community With Private Backyard Pool

1 2
apartment , Hamilton
This 5-bedroom, 4-bathroom home is situated in the Millcroft community, a golf course neighborhood on the western edge of Hamilton, close to the intersection of Dundas Street and Appleby Line. The apartment has excellent user, location, and cleanliness ratings.
The rental comfortably accommodates 5 guests, and features a spacious living area, a fully equipped kitchen, and comfortable bedrooms. Enjoy amenities like a swimming pool, garden, and parking, along with internet access, air conditioning, and pet-friendly accommodations.
Luxury 4br Retreat With Pool, Piano, Spa & Games - Oakville
9.4 3 reviews
Oakville
10/17 – 10/24
$412/nighttotal: $2884 (7 )

Luxury 4br Retreat With Pool, Piano, Spa & Games

4 2
apartment , Toronto
This fully renovated 4-bedroom, 5-bathroom apartment is located in the Clarkson-Lorne Park neighborhood of Mississauga, offering proximity to Lake Ontario and High Park, with Square One Shopping Centre and Woodbine Racetrack accessible for entertainment.
This luxury rental accommodates up to 8 guests and features a private heated pool, a large backyard, a spacious living room with a piano, and a family room with a TV, providing a comfortable and entertaining stay with spa-style bathrooms and luxury bedding.
Apartment ∙ 2 Bedrooms ∙ 4 Guests - Oakville
Oakville
09/01 – 09/20
$481/nighttotal: $9139 (19 )

Apartment ∙ 2 Bedrooms ∙ 4 Guests

2 4
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.

Best Oakville accommodation with parking

Furnished 2-br Suite | Private Entrance | Parking |Pond View - Oakville
10 1 review
Oakville
10/17 – 10/24
$197/nighttotal: $1379 (7 )

Furnished 2-br Suite | Private Entrance | Parking |Pond View

2 2
apartment , Milton
This furnished 2-bedroom suite in Milton offers a private entrance and dedicated parking, featuring scenic pond views and convenient proximity to local landmarks such as Forge Waldie, Devereaux House, Rattlesnake Point, and Mount Nemo Conservation Area.
This apartment includes a fully equipped kitchen with a microwave and dishwasher, air conditioning, Wi-Fi, and on-site laundry facilities, accommodating up to 5 guests with a 12:00 PM check-out time.
Luxury 5 Br, Gym, Sauna, Thtr, Od Fp & Ktcn, Lake - Oakville
Oakville
06/23 – 06/25
$1468/nighttotal: $2936 (2 )

Luxury 5 Br, Gym, Sauna, Thtr, Od Fp & Ktcn, Lake

5 2
apartment , Hamilton
This newly custom-built 2025 residence is located in Burlington, offering proximity to the Oakville Art Society, Joseph Brant Museum, TD Coliseum, and Tim Hortons Field.
This luxurious 5-bedroom, 4-bathroom apartment accommodates up to 10 guests and features air conditioning, a Jacuzzi, a full kitchen with a microwave and dishwasher, and on-site parking, with cribs and baby gates available upon request.
Luxury Corner Home Near Restaurants, Parks & Shops - Oakville
9.6 61 reviews
Oakville
10/01 – 10/31
$185/nighttotal: $5550 (30 )

Luxury Corner Home Near Restaurants, Parks & Shops

1 3
house , Milton
This Oakville townhouse, conveniently located near Dundas Street East and Trafalgar Road, offers easy access to parks, shopping at Walmart, and is a short drive from Uptown Oakville's amenities and the Ridgeway Plaza halal food complex.
This 4-bedroom, 3-bathroom home sleeps 10 guests, features two master suites, a family room and living room, a fully equipped kitchen with dishwasher, high-speed 500 Mbps internet, and a private garden with parking; enjoy nearby Oakville's scenic shoreline.
Cozy 3 Bedroom Bungalow With Bright Basement Suit. - Oakville
Oakville
07/01 – 07/31
$177/nighttotal: $5310 (30 )

Cozy 3 Bedroom Bungalow With Bright Basement Suit.

3 5
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.
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