Windsor holiday rentals

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Recommended by KAYAK

Best Windsor vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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€52 - €173€173 - €294€294 - €415€415 - €536€536+ per night

Property type

ApartmentChaletCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Windsor

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Snoozeden Westmead - Windsor Castle & Legoland - Windsor - Bedroom
Snoozeden Westmead - Windsor Castle & Legoland
Windsor, ENG, United Kingdom
5.5Fair(48)
Parking
Free Wi-Fi
€76+
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Self Contained Studio Near Windsor Attractions! - Windsor - Bedroom
Self Contained Studio Near Windsor Attractions!
Windsor, ENG, United Kingdom
7.3Good(4)
Parking
Free Wi-Fi
€133+
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King Edward Apartments - Windsor - Bedroom
King Edward Apartments
Windsor, ENG, United Kingdom
9.2Wonderful(409)
Free Wi-Fi
€231+
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Berkshire Apartments - Windsor - Living room
Berkshire Apartments
Windsor, ENG, United Kingdom
4.5Mediocre(56)
€171+
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Contemporary Boutique 4 Sleeper Eton High Street - Windsor - Bedroom
Contemporary Boutique 4 Sleeper Eton High Street
Windsor, ENG, United Kingdom
8.3Very Good(31)
Parking
Free Wi-Fi
€176+
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Inviting 2-Bed Cottage in Windsor - Windsor - Living room
Inviting 2-Bed Cottage in Windsor
Windsor, ENG, United Kingdom
7.9Good(60)
Free Wi-Fi
€325+
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Riverside Boat Retreat on the river Thames - Windsor
Riverside Boat Retreat on the river Thames
Windsor, ENG, United Kingdom
8.5Very Good(9)
Free Wi-Fi
€172+
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Hampden Apartments - The Diana - Windsor - Living room
Hampden Apartments - The Diana
Windsor, ENG, United Kingdom
8.4Very Good(106)
Parking
Free Wi-Fi
€171+
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Windsorian Experience - Windsor
Windsorian Experience
Windsor, ENG, United Kingdom
9.4Wonderful(1201)
Free Wi-Fi
€126+
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Castle Room - Windsor
Castle Room
Windsor, ENG, United Kingdom
7.8Good(31)
Parking
Free Wi-Fi
Pet friendly
€81+
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Lay Your Hat Apartments - Windsor
Lay Your Hat Apartments
Windsor, ENG, United Kingdom
9.1Wonderful(14)
Free Wi-Fi
€134+
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Heart of Windsor - Windsor
Heart of Windsor
Windsor, ENG, United Kingdom
9.4Wonderful(210)
Parking
Free Wi-Fi
€163+
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The Clockhouse - Windsor
The Clockhouse
Windsor, ENG, United Kingdom
9.4Wonderful(229)
Parking
Free Wi-Fi
€161+
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Penthouse Living by Lawsons - Windsor
Penthouse Living by Lawsons
Windsor, ENG, United Kingdom
9.0Wonderful(16)
Free Wi-Fi
€144+
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Victorian cottage - single occupancy - Windsor
Victorian cottage - single occupancy
Windsor, ENG, United Kingdom
8.7Very Good(4)
Parking
€86+
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A cozy apartment - Windsor
A cozy apartment
Windsor, ENG, United Kingdom
8.9Very Good(27)
Parking
Free Wi-Fi
€115+
Check availability
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?

Monday offers the lowest rates in Windsor, with an average nightly price of €112. The highest prices are found on Friday, with average rates at €252.

How early should you book a vacation rental in Windsor?

Book at least 16 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)

April
June
€284
Cheapest month to stay with an average 74% drop in price.
Most expensive month to stay with an average 37% rise in price.
Average Sun - Thu price over the last 2 weeks.

KAYAK's top tips for finding Windsor holiday rental deals

  • Parking is the most popular holiday rental property amenity in Windsor
  • Holiday rentals in Windsor are around 27% 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 Windsorian Experience (9.4, 1,201 reviews), The Clockhouse (9.4, 229), and Heart of Windsor (9.4, 210), 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, cabins, 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 €159. 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

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.