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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Windlesham holiday rentals

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

Apartment in Bracknell

2 Bed - Sleeps 6 - Free Parking
3.5 star property
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 ฿2,956
฿6,070 total
includes taxes & fees
26 Dec - 27 Dec
2 Bed - Sleeps 6 - Free Parking
43-inch Smart TV with digital channels
Kensington House by Solitaire Suites

Aparthotel in Slough

Kensington House by Solitaire Suites
3.0 star property
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 ฿3,972
฿6,280 total
includes taxes & fees
1 Jan - 2 Jan 2026
Kensington House by Solitaire Suites
Cottage | Balcony
Groomes Country House

Cottage in Bordon

Groomes Country House
3.5 star property
The price is ฿105,689
฿126,827 total
includes taxes & fees
29 Dec - 30 Dec
Groomes Country House
In-room safe, desk, soundproofing, iron/ironing board
HQ Aparthotel Farnborough

Aparthotel in Rushmoor District

HQ Aparthotel Farnborough
4.0 star property
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 ฿2,412
฿2,894 total
includes taxes & fees
4 Jan - 5 Jan 2026
HQ Aparthotel Farnborough
Exterior detail
Willow Court Farm

Apartment in Windsor

Willow Court Farm
4.0 star property
10.0 out of 10, Exceptional, (199)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is ฿4,834
฿5,801 total
includes taxes & fees
4 Jan - 5 Jan 2026
Willow Court Farm
Studio | Hypo-allergenic bedding, individually furnished, desk, soundproofing
The Kingston Upon Thames Apartme

Apartment in Grove

The Kingston Upon Thames Apartme
2.5 star property
The price is ฿2,233
฿5,832 total
includes taxes & fees
29 Dec - 30 Dec
The Kingston Upon Thames Apartme
Studio | Free WiFi, bed sheets
Beautiful 1-bed Studio in Uxbridge, London

Apartment in Hillingdon East

Beautiful 1-bed Studio in Uxbridge, London
3.0 star property
10.0 out of 10, Exceptional, (1)
"Pulito e comodo ai servizi per andare in centro a Londra "
Italy
Diana Alexandra
The price is ฿3,358
฿5,038 total
includes taxes & fees
2 Jan - 3 Jan 2026
Beautiful 1-bed Studio in Uxbridge, London
Property entrance
PREMIER SUITES Reading

Aparthotel in Reading City Centre

PREMIER SUITES Reading
4.0 star property
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 ฿2,806
฿3,367 total
includes taxes & fees
28 Dec - 29 Dec
PREMIER SUITES Reading
View from room
Aparthotel Adagio London Brentford

Aparthotel in Brentford

Aparthotel Adagio London Brentford
4.0 star property
9.0 out of 10, Wonderful, (1199)
"Current favourite place to stay at, will be returning soon"
United States
Halima
The price is ฿2,835
฿3,401 total
includes taxes & fees
25 Jan - 26 Jan 2026
Aparthotel Adagio London Brentford
Fridge, dishwasher, espresso maker, coffee/tea maker
VICTORIA HOUSE by Aeria Apartments

Apartment in Reading City Centre

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

Apartment in Staines

Staines Riverside by Charles Hope
4.0 star property
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

Sofitel London Heathrow

Sofitel London Heathrow

10/10 Excellent
"Quick checkin this time. "
FABIOLA 1-night trip
Posted 1 day ago
Sofitel London Heathrow

Find out more about Windlesham

Search for holiday rentals in Windlesham on Expedia! You can easily find your home rentals, villas, holiday apartments in Windlesham using one of the methods below:

  • View our selection of featured holiday rentals in Windlesham
  • Use the map to find apartments and other holiday homes in the Windlesham neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windlesham while they last

Look no further and take a look at our great range of rental properties in Windlesham!

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.