Are there any 5-star holiday rentals in Oakville?

You won't find any 5-star holiday rentals in Oakville on our site, but there are a range of other highly rated properties worth checking out. Browse our holiday rentals in Oakville to find the ideal place for your getaway.

The 10 Best 5 Star Hotels in Oakville - 2026 Updated Prices

A marina with several boats docked, including one named 'INARA'.

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Our top choices for Oakville 5-star hotels

A cityscape with a mix of modern and historic buildings, including a prominent Art Deco structure.

1. Fairmont Royal York

Downtown Toronto

Stephen

includes taxes & fees

27 Nov - 28 Nov

A modern hotel with a glass facade, a visible restaurant area, and a sign indicating it is located in Toronto.

2. Shangri-La Toronto

Downtown Toronto

Michelle

includes taxes & fees

6 Dec - 7 Dec

A modern building with a glass facade, surrounded by a cityscape at dusk.

3. Four Seasons Hotel Toronto

Old Toronto

Andre

includes taxes & fees

22 Nov - 23 Nov

An outdoor seating area with a central fire feature, surrounded by cushioned chairs and tables, under a covered patio with a bar in the background.

4. The Ritz-Carlton, Toronto

Downtown Toronto

Lindsay

includes taxes & fees

9 Nov - 10 Nov

A rooftop bar with a city skyline view, leather seating, and a bar stocked with bottles.

5. Park Hyatt Toronto

Old Toronto

Christine

includes taxes & fees

12 Nov - 13 Nov

An outdoor cafe with brick walls, black and white striped awnings, and tables with chairs.

6. The Hazelton Hotel Toronto

Old Toronto

michael

includes taxes & fees

29 Nov - 30 Nov

A bar with a long counter, multiple stools, and a view of the cityscape at sunset.

7. 1 Hotel Toronto

Downtown Toronto

Sarkis

includes taxes & fees

6 Dec - 7 Dec

A bar area with multiple shelves of bottles, bar stools, and seating arrangements.

8. The St. Regis Toronto

Downtown Toronto

Jesse

includes taxes & fees

20 Nov - 21 Nov

A modern living room with a large window, a sofa, a coffee table, a fireplace, and a flat-screen TV.

9. Nobu Hotel Toronto

Downtown Toronto

pocheng

includes taxes & fees

29 Nov - 30 Nov

A modern hotel room with a large bed, a desk, a chair, and a view of the city through large windows.

10. Bisha, a Luxury Collection Hotel Toronto

Downtown Toronto

Serina

includes taxes & fees

13 Nov - 14 Nov

A grand interior with ornate chandeliers, a large mirror, and a staircase.

11. Windsor Arms Hotel

Downtown Toronto

andrew

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with a dining area, large windows, and a city view.

12. The Gallant Entertainment District

Downtown Toronto

Dalia

includes taxes & fees

22 Nov - 23 Nov

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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Oakville.

Chelsea Hotel, Toronto

22 Elm St Toronto ON

£126

9 Dec - 10 Dec

includes taxes & fees

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Pool Spa Hot tub Breakfast included Waterpark

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Oakville

Stroll along the picturesque waterfront trails or explore the charming city centre filled with boutique shops and cafes. Golf enthusiasts can tee off at the renowned Glen Abbey course, while culture lovers enjoy performances at the Oakville Centre.

See all hotels in Oakville

A stone pathway leading to a scenic overlook with a view of the ocean.

Top Oakville Hotel Reviews

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Oakville?

The amount you pay for a 5-star hotel in Oakville can vary depending on the time of year you travel and how long you plan to stay, among a number of factors. Take advantage of our price per night filter and other search tools to score the best deal on a luxurious getaway.

Search for the lowest price per night from £101

What makes a hotel 5 stars in Oakville?

Exemplary guest service characterises every 5-star hotel in Oakville. From the second you arrive, staff are at your beck and call, whether arranging customised tours or providing in-room massage treatments. What's more, hotels have to offer top-rate conveniences to meet the standard for a 5-star rating. These can include luxury bath products, on-site spa facilities, pools, gastronomic kitchens and knowledgeable concierge.

Are there any 5-star all-inclusive resorts in Oakville?

Find an indulgent retreat that includes your room, meals, activities and entertainment in Oakville with Expedia's filters. Search for resorts rated 5 stars and select the "All inclusive" filter. Have a look at what's included in the purchase price. That way, you're ready to take advantage of the many perks on offer from the moment you arrive.

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