Windsor holiday rentals

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Recommended by KAYAK

Best Windsor vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

Search by price

€40 - €574€574 - €1,109€1,109 - €1,643€1,643 - €2,177€2,177+ per night

Property type

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Windsor

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Urban Living's ~ King Edward Luxury Apartments in the heart of Windsor - Windsor - Bedroom
Urban Living's ~ King Edward Luxury Apartments in the heart of Windsor
Windsor, ENG, United Kingdom
9.1Wonderful(396)
Parking
Free Wi-Fi
€269+
Check availability
Self Contained Studio Near Windsor Attractions! - Windsor - Bedroom
Self Contained Studio Near Windsor Attractions!
Windsor, ENG, United Kingdom
4.0Mediocre(2)
Parking
Free Wi-Fi
€89+
Check availability
Windsor Castle Apartments - Windsor - Living room
Windsor Castle Apartments
Windsor, ENG, United Kingdom
8.6Very Good(104)
Free Wi-Fi
€380+
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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
€162+
Check availability
Inviting 2-Bed Cottage in Windsor - Windsor - Living room
Inviting 2-Bed Cottage in Windsor
Windsor, ENG, United Kingdom
8.1Very Good(53)
Free Wi-Fi
Pet friendly
€270+
Check availability
Penthouse Living by Lawsons - Windsor - Bedroom
Penthouse Living by Lawsons
Windsor, ENG, United Kingdom
9.0Wonderful(12)
Free Wi-Fi
€206+
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Central Living by Lawsons - Windsor - Bedroom
Central Living by Lawsons
Windsor, ENG, United Kingdom
8.8Very Good(36)
Free Wi-Fi
€180+
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Contemporary Boutique 4 Sleeper Eton High Street - Windsor - Bedroom
Contemporary Boutique 4 Sleeper Eton High Street
Windsor, ENG, United Kingdom
8.2Very Good(31)
Parking
Free Wi-Fi
€220+
Check availability
Hampden Apartments - The Anne - Windsor - Living room
Hampden Apartments - The Anne
Windsor, ENG, United Kingdom
8.9Very Good(83)
Parking
Free Wi-Fi
€169+
Check availability
Windsorian Experience - Windsor
Windsorian Experience
Windsor, ENG, United Kingdom
9.4Wonderful(1118)
Free Wi-Fi
€127+
Check availability
Snoozeden Westmead, Windsor - Windsor
Snoozeden Westmead, Windsor
Windsor, ENG, United Kingdom
5.3Fair(28)
Parking
Free Wi-Fi
€87+
Check availability
Castle View - Windsor
Castle View
Windsor, ENG, United Kingdom
8.0Very Good(23)
Parking
Free Wi-Fi
Pet friendly
€105+
Check availability
Heart of Windsor - Windsor
Heart of Windsor
Windsor, ENG, United Kingdom
9.5Wonderful(180)
Parking
€187+
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Lay Your Hat Apartments - Windsor
Lay Your Hat Apartments
Windsor, ENG, United Kingdom
9.2Wonderful(15)
Free Wi-Fi
€133+
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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
8.6Very Good(77)
Parking
Free Wi-Fi
€200+
Check availability
The Clockhouse - Windsor
The Clockhouse
Windsor, ENG, United Kingdom
9.5Wonderful(212)
Parking
Free Wi-Fi
€162+
Check availability
Useful Info

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?

Sunday offers the lowest rates in Windsor, with an average nightly price of €58. The highest prices are found on Friday, with average rates at €290.

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

High season

Average price (weeknight)

Average price (weekend night)

April
June
€282
€137
Cheapest month to stay with an average 61% drop in price.
Most expensive month to stay with an average 30% 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 holiday rental deals

  • Parking and pet friendly are the most popular holiday rental property amenities in Windsor
  • Holiday rentals in Windsor are around 53% 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 Clockhouse (9.5, 212 reviews), Heart of Windsor (9.5, 180), and Windsorian Experience (9.4, 1,118), 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 June.
  • The cheapest night for renting a holiday home in Windsor is Monday. 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 3 days.

FAQs when booking a holiday home in Windsor

  • 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, bungalows, chalets, condos, cottages, houses, homestays and villas.

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

    There are a number of dog and pet-friendly Windsor holiday rentals, with around 8% 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 €104. 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

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

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