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Vacation rentals in Oakville

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Top-rated holiday rentals in Oakville

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Oakville
A cozy 1BR suite w parking and amz. amenities
Feel at home if you are in transit, vacation, or working in this cozy basement studio unit with heated floor. Ideal for 1-2 guests. Comes with Wifi, Netflix, Queen bed. Equipped with full Kitchen, lot of light, in-built laundry, workspace. Nicely located in a quiet, safe neighbourhood of Oakville. Close to public transportation, walk to YMCA, 5 min drive to D/T Oakville, cafes, restaurants, shopping and groceries etc. Walk to the beautiful lake, parks and trails. No Pets, no smoking/vaping.
22 – 29 Mar
Guest favourite
Guesthouse in Acton
Wooden guesthouse in the forest
The guesthouse is the perfect getaway. Like living at a cottage, minutes away from the city. This loft guest house is fully equipped with a bedroom, own kitchen, and private bathroom. We are just 45 minutes from Toronto with a short drive to both Georgetown & Acton. Ten Minutes To 401. This retreat is nestled on a hill with spectacular views, surrounded by 16 acres of towering trees overlooking a creek with a private waterfall and walking trails. Perfect for photographers and influencers.
20 – 27 Apr
Guest favourite
Home in Oakville
Grace Haven: Private self contained Basement Apt.
Modern, cozy, newly renovated self contained bsmt apartment with private entrance and access to backyard. 1 bedroom, 1 living room (including day bed), full bathroom. WiFi, free parking on driveway, laundry, full kitchen. Public bus to Sheridan College, Oakville Go, Oakville downtown/uptown. Walmart, Superstore, Longos and Canadian Tire 5 min by car or by public transportation. 45 minutes to Niagara Falls. 35 minutes to downtown Toronto. Suitable for business travelers and adventurers.
11 – 18 Oct

Popular amenities for Oakville holiday rentals

Stay near Oakville's top sights

Oakville Place36 locals recommend
Costco Wholesale6 locals recommend
Bronte Creek Provincial Park60 locals recommend
Metro30 locals recommend
Oakville Trafalgar Memorial Hospital4 locals recommend
Coronation Park12 locals recommend

Other great holiday rentals in Oakville

Condo in Oakville
Elegant and Comfortable Condo in Central Oakville
28 Apr – 5 May
Guest favourite
Home in Oakville
Modern 9’ Ceiling BSMT, Separate Entr+Parking
7 – 14 May
Guest favourite
Condo in Oakville
Romantic Oasis with Stunning Views & Amenities
2 – 9 Mar
Guest favourite
Apartment in Clarkson
Deluxe one private Bedroom unit
14 – 21 Apr
Guest favourite
Home in Oakville
Spacious Basement Apartment
12 – 19 May
Guest favourite
Condo in Oakville
Modern high tech condo
25 Oct – 1 Nov
Guest favourite
Guesthouse in Oakville
Legal & Clean Basement Apt w Separate Entry
10 – 17 July
Guest favourite
Apartment in Oakville
Condo Style Basement in Oakville (Walk Up)
2 – 9 Oct
Guest favourite
Condo in Oakville
Brand New Oakville Condo and Entertainment Oasis
17 – 24 May
Guest favourite
Home in Oakville
Elegant 2BR townhouse condo in central Oakville
9 – 16 Aug
Guest favourite
Apartment in Oakville
Super Modern Oakville Condo
10 – 17 Feb
Guest favourite
Apartment in Oakville
NEW | Oakville Suite | Luxury and Comfort
9 – 16 Aug

Quick stats about holiday rentals in Oakville

Total rentals

860 properties

Rentals with dedicated workspaces

550 properties have a dedicated workspace

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

140 properties allow pets

Family-friendly rentals

400 properties are a good fit for families

Total number of reviews

13K reviews

Destinations to explore