Book Holiday Homes in Windlesham

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Featured Holiday Homes in Windlesham

Riverside home, Hot Tub/Sauna, Nr Legoland & Wakeboarding www. liquidleisure.com

Riverside home, Hot Tub/Sauna, Nr Legoland & Wakeboarding www. liquidleisure.com

Wraysbury ENG
Stay at this holiday home in Windsor. Enjoy free Wi-Fi, a sauna and laundry facilities. Popular attractions Windsor Castle and LEGOLAND® Windsor are located ...
Opens in a new windowRiverside home, Hot Tub/Sauna, Nr Legoland & Wakeboarding www. liquidleisure.com
Family Home, beautiful view of Windsor Castle, 5 minute walk to shops and River

Family Home, beautiful view of Windsor Castle, 5 minute walk to shops and River

Eton Wick England
Stay at this holiday home in Windsor. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Windsor Castle and LEGOLAND® Windsor are located ...
Opens in a new windowFamily Home, beautiful view of Windsor Castle, 5 minute walk to shops and River
Magnolia Lodge - 4 Beds Fabulous Garden Parking

Magnolia Lodge - 4 Beds Fabulous Garden Parking

3 out of 5
West Lodge Hancocks Mount SL5 9PQ Ascot Ascot England
Stay at this business-friendly holiday home in Ascot. Enjoy free parking and a garden. Popular attractions LEGOLAND® Windsor and Ascot Racecourse are located ...
Opens in a new windowMagnolia Lodge - 4 Beds Fabulous Garden Parking
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Windsor Mews by Stay Focused SA

Windsor Mews by Stay Focused SA

3.5 out of 5
10 Osborne Mews Windsor England
Stay at this holiday home in Windsor. Enjoy free parking, a computer station and housekeeping. Popular attractions Windsor Castle and LEGOLAND® Windsor are located ...
Opens in a new windowWindsor Mews by Stay Focused SA
Double Bedroom with TV in Sudbury Hill Wembley - 10 mins from Wembley Stadium

Double Bedroom with TV in Sudbury Hill Wembley - 10 mins from Wembley Stadium

Wembley England
The price is NZ$183 per night from 28 Dec to 29 Dec
NZ$183
28 Dec - 29 Dec
includes taxes & fees
Stay at this holiday home in Wembley. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Wembley Stadium and OVO Arena Wembley are located ...
Opens in a new windowDouble Bedroom with TV in Sudbury Hill Wembley - 10 mins from Wembley Stadium
Luxurious home in the centre of leafy Binfield

Luxurious home in the centre of leafy Binfield

Bracknell Berkshire
Stay at this holiday home in Bracknell. Enjoy a garden and laundry facilities. Popular attractions Lapland UK and Ascot Racecourse are located nearby.
Opens in a new windowLuxurious home in the centre of leafy Binfield
Modern Barn Conversion in Dorney

Modern Barn Conversion in Dorney

Windsor England
Stay at this holiday home in Windsor. Enjoy a garden, laundry facilities and a pool table. Popular attractions Windsor Castle and LEGOLAND® Windsor are located ...
Opens in a new windowModern Barn Conversion in Dorney
Stunning studio apartment

Stunning studio apartment

West Molesey England
Stay at this holiday home in East Molesey. Enjoy laundry facilities, balconies or patios and cable/satellite TV service. Popular attractions Hampton Court Palace ...
Opens in a new windowStunning studio apartment
Cosy Cottage: Your Central Windsor Retreat

Cosy Cottage: Your Central Windsor Retreat

Windsor Berkshire
Enjoy a garden. Popular attractions Windsor Castle and LEGOLAND® Windsor are located nearby.
Opens in a new windowCosy Cottage: Your Central Windsor Retreat
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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.

Windlesham Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Windlesham vacation homes are the perfect way for you to wing it.

Holiday houses in Windlesham let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Windlesham in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Windlesham adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Windlesham with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Windlesham vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Windlesham Holiday Homes essential information

Accommodation
1101 Holiday Homes
Lowest Price
NZ$133
Highest Price
NZ$352
Popular accommodation
Riverside home, Hot Tub/Sauna, Nr Legoland & Wakeboarding www. liquidleisure.com, Family Home, beautiful view of Windsor Castle, 5 minute walk to shops and River, Magnolia Lodge - 4 Beds Fabulous Garden Parking, Windsor Mews by Stay Focused SA, Double Bedroom with TV in Sudbury Hill Wembley - 10 mins from Wembley Stadium, Luxurious home in the centre of leafy Binfield, Modern Barn Conversion in Dorney, Stunning studio apartment, Cosy Cottage: Your Central Windsor Retreat

Top trending hotels in Windlesham

Renaissance London Heathrow Hotel

Renaissance London Heathrow Hotel

4 out of 5
Bath Road Hounslow England
Fully refundableReserve now, pay when you stay
The price is NZ$207 per night from 1 Jan to 2 Jan
NZ$207
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Hounslow. Enjoy breakfast (surcharge), 24-hour room service and a 24-hour health club. Our guests praise the breakfast ...
Opens in a new windowRenaissance London Heathrow Hotel
Ibis budget London Heathrow Central

Ibis budget London Heathrow Central

3 out of 5
700 BATH ROAD Hounslow England
Fully refundableReserve now, pay when you stay
The price is NZ$133 per night from 8 Jan to 9 Jan
NZ$133
8 Jan - 9 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Hounslow. Enjoy free Wi-Fi, breakfast (surcharge) and parking (surcharge). Our guests praise the breakfast and the restaurant ...
Opens in a new windowIbis budget London Heathrow Central
Sofitel London Heathrow

Sofitel London Heathrow

5 out of 5
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
The price is NZ$352 per night from 29 Dec to 30 Dec
NZ$352
29 Dec - 30 Dec
includes taxes & fees
Stay at this luxury hotel in West Drayton. Enjoy free Wi-Fi, 2 restaurants and breakfast (surcharge). Our guests praise the breakfast and the restaurant in their ...
Opens in a new windowSofitel London Heathrow
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Hyatt Place London Heathrow Airport

Hyatt Place London Heathrow Airport

4 out of 5
The Grove West Drayton England
Fully refundableReserve now, pay when you stay
The price is NZ$194 per night from 2 Jan to 3 Jan
NZ$194
2 Jan - 3 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in West Drayton. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the breakfast and the restaurant ...
Opens in a new windowHyatt Place London Heathrow Airport
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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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^Subject to availability and chosen travel dates.