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Windlesham Holiday Rentals

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Check prices for these dates

Tonight
22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Windlesham holiday rentals

2 bedrooms, free WiFi, bed sheets
2 Bed - Sleeps 6 - Free Parking

2 Bed - Sleeps 6 - Free Parking

2 Bed - Sleeps 6 - Free Parking
3.5 star property
Bracknell
10.0 out of 10, Exceptional, (1)
"Lovely apartment and had everything we needed. Good communication from the host. "
United Kingdom
Helen
The price is S$250
includes taxes & fees
23 Dec - 24 Dec
2 Bed - Sleeps 6 - Free Parking
43-inch Smart TV with digital channels
Kensington House by Solitaire Suites

Kensington House by Solitaire Suites

Kensington House by Solitaire Suites
3.0 star property
Slough
7.2 out of 10, Good, (20)
"Came down for a few days with wife and kids. Felt really safe within property and very welcoming. Had no issue's at all will be back hopefully."
United Kingdom
Charles
The price is S$156
includes taxes & fees
12 Jan - 13 Jan, 2026
Kensington House by Solitaire Suites
Balcony
Groomes Country House

Groomes Country House

Groomes Country House
3.5 star property
Bordon
The price is S$5,220
includes taxes & fees
29 Dec - 30 Dec
Groomes Country House
In-room safe, desk, soundproofing, iron/ironing board
HQ Aparthotel Farnborough

HQ Aparthotel Farnborough

HQ Aparthotel Farnborough
4.0 star property
Rushmoor District
9.0 out of 10, Wonderful, (448)
"The room is tidy and customer services is good in the hotel"
United Kingdom
Lewis
The price is S$119
includes taxes & fees
4 Jan - 5 Jan, 2026
HQ Aparthotel Farnborough
Exterior detail
Willow Court Farm

Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (199)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is S$212
includes taxes & fees
22 Jan - 23 Jan, 2026
Willow Court Farm
Hypo-allergenic bedding, individually furnished, desk, soundproofing
The Kingston Upon Thames Apartme

The Kingston Upon Thames Apartme

The Kingston Upon Thames Apartme
2.5 star property
Grove
The price is S$259
includes taxes & fees
23 Dec - 24 Dec
The Kingston Upon Thames Apartme
Free WiFi, bed sheets
Beautiful 1-bed Studio in Uxbridge, London

Beautiful 1-bed Studio in Uxbridge, London

Beautiful 1-bed Studio in Uxbridge, London
3.0 star property
Hillingdon East
10.0 out of 10, Exceptional, (1)
"Pulito e comodo ai servizi per andare in centro a Londra "
Italy
Diana Alexandra
The price is S$206
includes taxes & fees
24 Dec - 25 Dec
Beautiful 1-bed Studio in Uxbridge, London
Property entrance
PREMIER SUITES Reading

PREMIER SUITES Reading

PREMIER SUITES Reading
4.0 star property
Reading City Centre
8.8 out of 10, Excellent, (157)
"Our stay was amazing. We stayed to go to the reading festiabl and it was brilliantly located 10 min walk to the train station. And abouve a mall wirh so many shops and parking!! Will definitely be staying here again."
United Kingdom
Emma
The price is S$139
includes taxes & fees
24 Dec - 25 Dec
PREMIER SUITES Reading
View from room
Aparthotel Adagio London Brentford

Aparthotel Adagio London Brentford

Aparthotel Adagio London Brentford
4.0 star property
Brentford
9.0 out of 10, Wonderful, (1199)
"Current favourite place to stay at, will be returning soon"
United States
Halima
The price is S$136
includes taxes & fees
22 Jan - 23 Jan, 2026
Aparthotel Adagio London Brentford
Fridge, dishwasher, espresso maker, coffee/tea maker
VICTORIA HOUSE by Aeria Apartments

VICTORIA HOUSE by Aeria Apartments

VICTORIA HOUSE by Aeria Apartments
4.0 star property
Reading City Centre
7.8 out of 10, Good, (40)
"As always, we love Victoria while traveling to UK."
United States
Trailer
VICTORIA HOUSE by Aeria Apartments
Desk, iron/ironing board, free WiFi, bed sheets
Staines Riverside by Charles Hope

Staines Riverside by Charles Hope

Staines Riverside by Charles Hope
4.0 star property
Staines
7.6 out of 10, Good, (13)
"Property very clean and in a great location. Little trouble with the front door but cleaner showed us the knack then it easy. Would stay again"
United Kingdom
Vikki
Staines Riverside by Charles Hope
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windlesham Hotel Reviews

Hilton London Heathrow Airport Hotel

Hilton London Heathrow Airport Hotel

10/10 Excellent
"Everything perfect "
Alan 1-night trip
Posted 10 hours ago
Hilton London Heathrow Airport Hotel

Frequently asked questions

Can I find a holiday rental in Windlesham?

Yes, there are holiday rentals where you'll be just 6.4 mi (10.4 km) from LEGOLAND® Windsor, providing a more remote option if you want a quieter place to stay.

What are some of the best holiday rentals that Windlesham has to offer?

Spacious 6 Bed House in Wembley: This holiday home rental outside of Windlesham comes with WiFi so that you can feel at home during your trip. It has 6 bedrooms, as well as a kitchenette with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Windlesham?

Explore the area and family-friendly sights such as LEGOLAND® Windsor, or get out into nature at a spot like Virginia Water. Sunningdale Golf Club and Ascot Racecourse are a couple of places you'll find in the wider area.

What’s a holiday rental in Windlesham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windlesham. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip.