Windsor holiday rentals

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Booking Insights
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Best Windsor holiday rentals

These are the best prices for 18-19 Apr.
Windsor Manor - Windsor - Living room
Windsor Manor
City Centre
9.5Wonderful(10)
Apartment
£191+
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Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor. - Windsor - Living room
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Windsor, ON, Canada
10Wonderful(10)
House
£133+
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Stylish luxury apartment - Windsor - Bedroom
Stylish luxury apartment
Windsor, ON, Canada
8.9Very Good(7)
Apartment
£94+
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Beautiful newly designed Luxurious Apartment - Windsor - Living room
Beautiful newly designed Luxurious Apartment
Windsor, ON, Canada
8.7Very Good(11)
Apartment
£103+
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Spacious 3br Near Ambassador & Gordie Howe Bridges - Windsor - Living room
Spacious 3br Near Ambassador & Gordie Howe Bridges
Windsor, ON, Canada
10Wonderful(2)
Apartment
£137+
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Charming 3-bedroom apartment with AC, WiFi in pleasant Lasalle - Windsor - Living room
Charming 3-bedroom apartment with AC, WiFi in pleasant Lasalle
Windsor, ON, Canada
9.2Wonderful(5)
Apartment
£136+
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Luxury Condo Windsor/Lasalle Ontario - Windsor - Dining room
Luxury Condo Windsor/Lasalle Ontario
Windsor, ON, Canada
9.0Wonderful(2)
Condo
£144+
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Beautifully renovated home in historic Walkerville. - Windsor - Patio
Beautifully renovated home in historic Walkerville.
Windsor, ON, Canada
10Wonderful(18)
Apartment
£162+
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Executive Home in Windsor close to the airport - Windsor - Kitchen
Executive Home in Windsor close to the airport
Windsor, ON, Canada
9.2Wonderful(12)
House
£107+
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5 Bedrooms Modern Oasis In Downtown Area - Windsor
5 Bedrooms Modern Oasis In Downtown Area
City Centre
8.7Very Good(45)
Homestay
£56+
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Stylish 2-Bedroom Apartment In Downtown Windsor - Windsor
Stylish 2-Bedroom Apartment In Downtown Windsor
City Centre
8.9Very Good(21)
Apartment
£80+
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Perfect Location! Quiet-Spacious-2 Bed-2 Bath - Windsor
Perfect Location! Quiet-Spacious-2 Bed-2 Bath
City Centre
8.6Very Good(30)
Apartment
£102+
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The Boho Oasis - Windsor
The Boho Oasis
Windsor, ON, Canada
9.9Wonderful(58)
Apartment
£105+
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Downtown-Jackson Park private Budget Friendly Room - Windsor
Downtown-Jackson Park private Budget Friendly Room
Windsor, ON, Canada
10Wonderful(1)
Homestay
£36+
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Globalstay. Unique New Townhomes for 16 Guests. Hot Tub, Bbq - Windsor
Globalstay. Unique New Townhomes for 16 Guests. Hot Tub, Bbq
Windsor, ON, Canada
9.0Wonderful(6)
House
£155+
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Upper Floor 2 bedroom Unit - Windsor
Upper Floor 2 bedroom Unit
Windsor, ON, Canada
8.3Very Good(5)
Apartment
£42+
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Booking Insights

KAYAK’s insights for holiday rentals in Windsor

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Windsor with confidence.

What is the cheapest day of the week to book a vacation rental in Windsor?

Tuesday offers the lowest rates in Windsor, with an average nightly price of £50. The highest prices are found on Friday, with average rates at £88.

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Good to know

Low season

High season

Average price (weeknight)

April
March
£43
Cheapest month to stay with an average 65% drop in price.
Most expensive month to stay with an average 36% rise in price.
Average Sun - Thu price over the last 2 weeks.

KAYAK's top tips for finding Windsor holiday rental deals

  • Pool is the most popular holiday rental property amenity in Windsor
  • Holiday rentals in Windsor are around 3% more expensive than hotels on average. Search here to compare prices for all accommodation types in Windsor.
  • The best holiday rental properties in Windsor are The Boho Oasis (9.9, 58 reviews), Paradise Home - Your Home Away From Home (9.2, 23), and Stylish 2-Bedroom Apartment In Downtown Windsor (8.9, 21), based on ratings and reviews from real travellers.
  • If you’re looking for a cheap holiday rental in Windsor, you should consider visiting during the low season. The cheapest holiday homes in Windsor can be found in April and February.
  • The cheapest night for renting a holiday home in Windsor is Tuesday. In contrast, the most expensive is Wednesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Windsor for 9 days.

FAQs when booking a holiday home in Windsor

  • How much is a holiday rental for a week in Windsor?

    The average price for a weekly Windsor holiday rental found by KAYAK users in the last 2 weeks is £290.

  • How much is a holiday rental for a month in Windsor?

    The average price for a monthly Windsor holiday rental found by KAYAK users in the last 2 weeks is £1,245.

  • What types of holiday rentals are available in Windsor?

    There are loads of different property types that you can make your holiday home in Windsor. You’ll find apartments, condos, cottages, houses and homestays.

  • Are there any pet-friendly holiday rentals in Windsor?

    There are a number of dog and pet-friendly Windsor holiday rentals, with around 11% allowing you to bring your pet along with you.

  • How much is a holiday rental in Windsor for tonight?

    In the last 72 hours, users have found Windsor holiday rentals for tonight for as low as £56. Search here for similar prices

  • How much is a holiday rental in Windsor for this weekend?

    In the last 72 hours, users have found Windsor holiday rentals for this weekend for as low as £48 per night. Search here for similar prices

  • How can I find holiday rentals near me in Windsor?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

Where to stay in Windsor?

Our map will help you find the perfect place to stay in Windsor by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Windsor