Windsor holiday rentals

KAYAK searches hundreds of travel sites at once for holiday home deals in Windsor

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Windsor vacation rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

€53 - €183€183 - €311€311 - €441€441 - €569€569+ per night

Property type

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Windsor

Show all
Snoozeden Westmead - Windsor Castle & Legoland - Windsor - Bedroom
Snoozeden Westmead - Windsor Castle & Legoland
Windsor, ENG, United Kingdom
5.7Fair(43)
Parking
Free Wi-Fi
€79+
Check availability
Self Contained Studio Near Windsor Attractions! - Windsor - Bedroom
Self Contained Studio Near Windsor Attractions!
Windsor, ENG, United Kingdom
6.6Okay(3)
Parking
Free Wi-Fi
€132+
Check availability
King Edward Apartments - Windsor - Bedroom
King Edward Apartments
Windsor, ENG, United Kingdom
9.2Wonderful(409)
Free Wi-Fi
€232+
Check availability
Inviting 2-Bed Cottage in Windsor - Windsor - Living room
Inviting 2-Bed Cottage in Windsor
Windsor, ENG, United Kingdom
7.9Good(59)
Free Wi-Fi
€323+
Check availability
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
€171+
Check availability
Windsor Castle Apartments - Windsor - Living room
Windsor Castle Apartments
Windsor, ENG, United Kingdom
8.6Very Good(104)
€327+
Check availability
Top Floor En-suite Double Bedrooms With Great View Of Windsor Castle & Free Parking - Windsor - Dining room
Top Floor En-suite Double Bedrooms With Great View Of Windsor Castle & Free Parking
Windsor, ENG, United Kingdom
8.9Very Good(78)
Parking
Free Wi-Fi
Air conditioning
€170+
Check availability
Hampden Apartments - The Diana - Windsor - Living room
Hampden Apartments - The Diana
Windsor, ENG, United Kingdom
8.5Very Good(105)
Parking
Free Wi-Fi
€168+
Check availability
Windsorian Experience - Windsor
Windsorian Experience
Windsor, ENG, United Kingdom
9.4Wonderful(1173)
Free Wi-Fi
€125+
Check availability
Castle Room - Windsor
Castle Room
Windsor, ENG, United Kingdom
7.8Good(30)
Parking
Free Wi-Fi
Pet friendly
€100+
Check availability
Heart of Windsor - Windsor
Heart of Windsor
Windsor, ENG, United Kingdom
9.4Wonderful(206)
Parking
Free Wi-Fi
€171+
Check availability
Gndj, Berkshire Apartments-Windsor Castle & Legoland - Windsor
Gndj, Berkshire Apartments-Windsor Castle & Legoland
Windsor, ENG, United Kingdom
5.0Fair(56)
€115+
Check availability
Lay Your Hat Apartments - Windsor
Lay Your Hat Apartments
Windsor, ENG, United Kingdom
9.2Wonderful(15)
Free Wi-Fi
€132+
Check availability
Penthouse Living by Lawsons - Windsor
Penthouse Living by Lawsons
Windsor, ENG, United Kingdom
9.0Wonderful(16)
Free Wi-Fi
€180+
Check availability
The Clockhouse - Windsor
The Clockhouse
Windsor, ENG, United Kingdom
9.5Wonderful(226)
Parking
Free Wi-Fi
€160+
Check availability
Cosy Living by Lawsons - Windsor
Cosy Living by Lawsons
Windsor, ENG, United Kingdom
7.5Good(17)
Free Wi-Fi
€127+
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?

Thursday offers the lowest rates in Windsor, with an average nightly price of €62. The highest prices are found on Friday, with average rates at €355.

How early should you book a vacation rental in Windsor?

Book at least 31 days before your stay begins to get the best price for your Windsor vacation rental.
Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

April
June
€279
€136
Cheapest month to stay with an average 61% drop in price.
Most expensive month to stay with an average 61% 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 is the most popular holiday rental property amenity in Windsor
  • Holiday rentals in Windsor are around 30% 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, 226 reviews), Windsorian Experience (9.4, 1,173), and Heart of Windsor (9.4, 206), 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 7% 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 €361. 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 €341 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

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