Book Holiday Homes in Windsor

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Windsor

Charming 3BR Victorian Cottage in the historic town of Colnbrook, Berkshire

Charming 3BR Victorian Cottage in the historic town of Colnbrook, Berkshire

Colnbrook
Book a stay at this family-friendly vacation home in Slough. Enjoy free WiFi, a water park, and a garden. Popular attractions Windsor Castle and LEGOLAND® Windsor ...
Charming 3BR Victorian Cottage in the historic town of Colnbrook, Berkshire
Fabulous house on the river Thames riverside, near Windsor, Heathrow and London

Fabulous house on the river Thames riverside, near Windsor, Heathrow and London

Staines
Book a stay at this family-friendly vacation home in Staines. Enjoy free WiFi, a garden, and patios. Popular attractions Windsor Castle and LEGOLAND® Windsor ...
Fabulous house on the river Thames riverside, near Windsor, Heathrow and London
Victorian Cottage, Close 2 All The Sights, Parking

Victorian Cottage, Close 2 All The Sights, Parking

Berkshire
Stay at this vacation home in Windsor. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions LEGOLAND® Windsor and Windsor Castle are located ...
Victorian Cottage, Close 2 All The Sights, Parking
Save an average of 15% on thousands of hotels when you're signed in
Cosy Cottage: Your Central Windsor Retreat

Cosy Cottage: Your Central Windsor Retreat

Windsor
Popular attractions Windsor Castle and LEGOLAND® Windsor are located nearby.
Cosy Cottage: Your Central Windsor Retreat
Stunning Central Windsor Town House

Stunning Central Windsor Town House

Windsor
Stay at this vacation home in Windsor. Enjoy free WiFi, a garden, and patios. Popular attractions Windsor Castle and LEGOLAND® Windsor are located nearby.
Stunning Central Windsor Town House
Family home single room

Family home single room

Slough
Stay at this vacation home in Slough. Enjoy free WiFi. Popular attractions Windsor Castle and LEGOLAND® Windsor are located nearby.
Family home single room
Foxherne 5Bdrm 3BA Serviced House Slough

Foxherne 5Bdrm 3BA Serviced House Slough

3 out of 5
17 Foxherne, Slough, England
Stay at this 3-star vacation home in Slough. Enjoy Netflix, satellite TV channels, and rainfall showerheads. Popular attractions Windsor Castle and LEGOLAND® ...
Foxherne 5Bdrm 3BA Serviced House Slough
 A stunning five-bedroom home located in the heart of Windsor driveway parking!

A stunning five-bedroom home located in the heart of Windsor driveway parking!

Windsor
Book a stay at this family-friendly vacation home in Windsor. Enjoy free WiFi, a water park, and a garden. Popular attractions Windsor Castle and LEGOLAND® Windsor ...
A stunning five-bedroom home located in the heart of Windsor driveway parking!
Good Priced 6 Bedroom Home With Free Parking Family Holiday - Windsor

Good Priced 6 Bedroom Home With Free Parking Family Holiday - Windsor

Old Windsor
The price is NZ$542 per night from 21 Apr to 22 Apr
NZ$542
includes taxes & fees
21 Apr - 22 Apr
Stay at this vacation home in Windsor. Enjoy a garden and an in-room coffeemaker. Popular attractions Windsor Castle and LEGOLAND® Windsor are located ...
Good Priced 6 Bedroom Home With Free Parking Family Holiday - Windsor
Don't see what you're looking for?
See all available properties in Windsor
View all properties
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.

Windsor 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 Windsor vacation homes are the perfect way for you to wing it.

Holiday houses in Windsor 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 Windsor 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 Windsor adventures, obvs.

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

Windsor Holiday Homes essential information

Accommodation
146 Holiday Homes
Lowest Price
NZ$200
Highest Price
NZ$542
Popular accommodation
Charming 3BR Victorian Cottage in the historic town of Colnbrook, Berkshire, Fabulous house on the river Thames riverside, near Windsor, Heathrow and London, Victorian Cottage, Close 2 All The Sights, Parking, Cosy Cottage: Your Central Windsor Retreat, Stunning Central Windsor Town House, Family home single room, Foxherne 5Bdrm 3BA Serviced House Slough, A stunning five-bedroom home located in the heart of Windsor driveway parking!, Good Priced 6 Bedroom Home With Free Parking Family Holiday - Windsor

Top trending hotels in Windsor

De Vere Beaumont Estate

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire, Windsor, England
Fully refundableReserve now, pay when you stay
The price is NZ$200 per night from 5 May to 6 May
NZ$200
includes taxes & fees
5 May - 6 May
Stay at this 4-star eco-certified hotel in Windsor. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
De Vere Beaumont Estate
Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

4 out of 5
Thames Street, Windsor, England
Fully refundableReserve now, pay when you stay
The price is NZ$347 per night from 24 Apr to 25 Apr
NZ$347
includes taxes & fees
24 Apr - 25 Apr
Stay at this 4-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and 24-hour room service. Our guests praise the breakfast and the helpful ...
Sir Christopher Wren Hotel
Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street, Windsor, England
The price is NZ$323 per night from 27 Apr to 28 Apr
NZ$323
includes taxes & fees
27 Apr - 28 Apr
Stay at this 4-star luxury hotel in Windsor. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the breakfast and the helpful ...
Castle Hotel Windsor
Save an average of 15% on thousands of hotels when you're signed in
Stunning 1-bed Studio in Windsor

Stunning 1-bed Studio in Windsor

3 out of 5
Windsor
Stay at this 3-star apartment in Windsor. Enjoy free WiFi, a garden, and in-room washers/dryers. Popular attractions Windsor Castle and LEGOLAND® Windsor are ...
Stunning 1-bed Studio in Windsor
Don't see what you're looking for?
See all available properties in Windsor
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.