Windsor vacation rentals

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Best Windsor vacation rentals

Most recommended vacation rentals in Windsor

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King Edward Apartments - Windsor - Bedroom
King Edward Apartments
Windsor, ENG, United Kingdom
9.3Wonderful(384)
Free Wi-Fi
$219+
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Riverside Boat Retreat on the river Thames - Windsor - Living room
Riverside Boat Retreat on the river Thames
Windsor, ENG, United Kingdom
8.5Very good(9)
Free Wi-Fi
$190+
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Inviting 2-Bed Cottage in Windsor - Windsor - Living room
Inviting 2-Bed Cottage in Windsor
Windsor, ENG, United Kingdom
8.0Very good(53)
Free Wi-Fi
Pet friendly
$201+
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Windsor Castle Apartments - Windsor - Living room
Windsor Castle Apartments
Windsor, ENG, United Kingdom
8.6Very good(104)
Free Wi-Fi
$297+
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Central Living by Lawsons - Windsor - Bedroom
Central Living by Lawsons
Windsor, ENG, United Kingdom
8.6Very good(36)
Free Wi-Fi
$234+
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Contemporary Boutique 4 Sleeper Eton High Street - Windsor - Bedroom
Contemporary Boutique 4 Sleeper Eton High Street
Windsor, ENG, United Kingdom
8.1Very good(31)
Parking
Free Wi-Fi
$147+
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Penthouse Living by Lawsons - Windsor - Bedroom
Penthouse Living by Lawsons
Windsor, ENG, United Kingdom
8.9Very good(10)
Free Wi-Fi
$196+
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New Stylish 2-Bed Retreat in Central Windsor - Windsor - Living room
New Stylish 2-Bed Retreat in Central Windsor
Windsor, ENG, United Kingdom
8.3Very good(63)
Parking
Free Wi-Fi
$213+
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Smart Living by Lawsons - Windsor - Dining room
Smart Living by Lawsons
Windsor, ENG, United Kingdom
9.1Wonderful(56)
Free Wi-Fi
$176+
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Windsorian Experience - Windsor
Windsorian Experience
Windsor, ENG, United Kingdom
9.4Wonderful(1099)
Free Wi-Fi
$170+
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Castle View - Windsor
Castle View
Windsor, ENG, United Kingdom
7.7Good(19)
Parking
Free Wi-Fi
Pet friendly
$93+
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Heart of Windsor - Windsor
Heart of Windsor
Windsor, ENG, United Kingdom
9.5Wonderful(171)
Parking
$181+
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Lovely 2-Bed In Windsor Free Parking, 1 Mile From Legoland - Windsor
Lovely 2-Bed In Windsor Free Parking, 1 Mile From Legoland
Windsor, ENG, United Kingdom
8.5Very good(76)
Parking
Free Wi-Fi
$212+
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Lay Your Hat Apartments - Windsor
Lay Your Hat Apartments
Windsor, ENG, United Kingdom
9.2Wonderful(15)
Free Wi-Fi
$156+
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Castle Properties:Eton-The College - Windsor
Castle Properties:Eton-The College
Windsor, ENG, United Kingdom
9.3Wonderful(500)
Free Wi-Fi
$257+
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Snoozeden Westmead, Windsor - Windsor
Snoozeden Westmead, Windsor
Windsor, ENG, United Kingdom
6.1Okay(23)
Parking
Free Wi-Fi
$117+
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KAYAK’s insights for vacation rentals in Windsor

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

Which month has the cheapest vacation rental rates in Windsor?

Vacation rentals are cheapest in Windsor in February, with average rates of $92. In comparison, June is the most expensive month, with prices at $516.

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

Sunday offers the lowest rates in Windsor, with an average nightly price of $79. The highest prices are found on Friday, with average rates at $420.

How early should you book a vacation rental in Windsor?

Book at least 2 days before your stay begins to get the best price for your Windsor vacation rental.
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Good to know

Low season

August

High season

June

Average price (weeknight)

$160

Average price (weekend night)

$130
Cheapest month to stay with an average 74% drop in price.
Most expensive month to stay with an average 137% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Windsor vacation rental deals

  • Parking and pet friendly are the most popular vacation rental property amenities in Windsor
  • Vacation rentals in Windsor are around 61% more expensive than hotels on average. Search here to compare prices for all accommodation types in Windsor.
  • The best vacation rental properties in Windsor are The Clockhouse (9.5, 206 reviews), Heart of Windsor (9.5, 171), and Windsorian Experience (9.4, 1,099), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Windsor, you should consider visiting during the low season. The cheapest vacation homes in Windsor can be found in August and September.
  • The cheapest night for renting a vacation home in Windsor is Saturday. In contrast, the most expensive is Sunday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Windsor for 3 days.

FAQs when booking a vacation home in Windsor

  • What types of vacation rentals are available in Windsor?

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

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

    There are a number of dog and pet-friendly Windsor vacation rentals, with around 9% allowing you to bring your pet along with you.

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

    In the last 72 hours, users have found Windsor vacation rentals for tonight for as low as $207. Search here for similar prices

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

    Take a look at our vacation rentals map to find the best vacation 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 vacation rental.

Everything you need to know for your stay in Windsor

Windsor vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Windsor. Find cheap vacation homes to rent in Windsor. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Windsor that suits you best.

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