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

These are the best prices for 31 Mar - 1 Apr.
Heathrow Charge and Go - Stanwell - Bedroom
Heathrow Charge and Go
Stanwell, ENG, United Kingdom
8.2Very Good(25)
Apartment
€204+
Check availability
Royal Apartments - West Drayton - Bedroom
Royal Apartments
West Drayton, ENG, United Kingdom
8.3Very Good(170)
Apartment
€129+
Check availability
Holden Court - West Drayton - Bedroom
Holden Court
West Drayton, ENG, United Kingdom
7.7Good(15)
Apartment
€182+
Check availability
Royal apartments RA4 - West Drayton - Bedroom
Royal apartments RA4
West Drayton, ENG, United Kingdom
7.4Good(7)
Apartment
€139+
Check availability
London Heathrow Bath Road Flats - Hounslow - Living room
London Heathrow Bath Road Flats
Hounslow, ENG, United Kingdom
6.8Okay(124)
Apartment
€139+
Check availability
Healum Retreat - 3br Apartment Southall - Southall - Bedroom
Healum Retreat - 3br Apartment Southall
Southall, ENG, United Kingdom
Apartment
€466+
Check availability
2 bed-Sleeps 4-Private Patio-Pets-Near Heathrow - Hounslow - Kitchen
2 bed-Sleeps 4-Private Patio-Pets-Near Heathrow
Hounslow, ENG, United Kingdom
7.4Good(2)
Apartment
€115+
Check availability
2 Bed Property Close to Heathrow Airport - Hounslow - Living room
2 Bed Property Close to Heathrow Airport
Hounslow, ENG, United Kingdom
7.0Good(28)
Apartment
€265+
Check availability
Hampden Apartments - The Richard - Windsor - Living room
Hampden Apartments - The Richard
Windsor, ENG, United Kingdom
8.8Very Good(194)
Apartment
€237+
Check availability
Hampden Apartments - The Henry - Windsor - Living room
Hampden Apartments - The Henry
Windsor, ENG, United Kingdom
8.7Very Good(125)
Apartment
€228+
Check availability
Hampden Apartments - The George - Windsor - Living room
Hampden Apartments - The George
Windsor, ENG, United Kingdom
8.3Very Good(196)
Apartment
€232+
Check availability
2 Bedrooms - 4 beds plus SofaBed 144 - Staines-upon-Thames
2 Bedrooms - 4 beds plus SofaBed 144
Staines-upon-Thames, ENG, United Kingdom
8.4Very Good(10)
Apartment
€193+
Check availability
2 Bedrooms - 3 Beds - Free Parking - 168 - Ashford (Middlesex)
2 Bedrooms - 3 Beds - Free Parking - 168
Ashford (Middlesex), ENG, United Kingdom
8.4Very Good(9)
Apartment
€165+
Check availability
Holden Court Apartments - Apt 6 - West Drayton
Holden Court Apartments - Apt 6
West Drayton, ENG, United Kingdom
8.2Very Good(38)
Apartment
€198+
Check availability
London gateway get-away - Hounslow
London gateway get-away
Hounslow, ENG, United Kingdom
8.7Very Good(70)
Homestay
€62+
Check availability
Holden Court Apartments -Apt 4 - West Drayton
Holden Court Apartments -Apt 4
West Drayton, ENG, United Kingdom
7.8Good(35)
Apartment
€184+
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.

Which month has the cheapest vacation rental rates in Windsor?

Vacation rentals are cheapest in Windsor in February, with average rates of €72. In comparison, December is the most expensive month, with prices at €234.

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

Wednesday offers the lowest rates in Windsor, with an average nightly price of €70. The highest prices are found on Friday, with average rates at €284.

How early should you book a vacation rental in Windsor?

Book at least 17 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)

May
December
€69
Cheapest month to stay with an average 3% drop in price.
Most expensive month to stay with an average 3% rise in price.
Average Sun - Thu price over the last 2 weeks.

KAYAK's top tips for finding Windsor holiday rental deals

  • Holiday rentals in Windsor are around 54% 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 Luxury Cabin near Legoland, Windsor, Ascot and Lapland with enclosed garden (9.7, 117 reviews), Willow Court Farm (9.7, 179), and Ensuite Double Room with Kitchen (9.5, 50), 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 May and December.
  • 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, 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 €1,555. 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