Windsor Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Windsor

Willow Court Farm

4.0 star property
Windsor
10.0 out of 10, Exceptional, (198)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is NZ$302
includes taxes & fees
14 Nov - 15 Nov
Willow Court Farm

King Edward Apartments

4.5 star property
Windsor City Centre
9.6 out of 10, Exceptional, (67)
"Warm, welcoming, easy check in and great facilities. Fantastic location for exploring Windsor."
United Kingdom
Becky
King Edward Apartments

SnoozeDen Westmead – Windsor Castle & Legoland

3.0 star property
Clewer East
4.6 out of 10, (9)
"Great location, on the heathrow flight path which we knew, easy parking, and good comms. "
United Kingdom
Simon
The price is NZ$137
includes taxes & fees
19 Nov - 20 Nov
SnoozeDen Westmead – Windsor Castle & Legoland

Cavendish House

5.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (62)
"Fantastic stay with the family, perfect location, property and hosting"
United Kingdom
Philip
Cavendish House

Stay,work, Relax Ideal for Crews and Long Stays

2.0 star property
Clewer North
Stay,work, Relax Ideal for Crews and Long Stays

Hampden Apartments - The William

3.0 star property
Eton
9.4 out of 10, Exceptional, (9)
"All good with the room, excellent condition, simple yet beautiful. Good communications. Good/easy parking. Too bad we only stayed one night."
United States
Vijcha
The price is NZ$368
includes taxes & fees
12 Dec - 13 Dec
Hampden Apartments - The William

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

Wraysbury
8.4 out of 10, Very good, (148)
"Enjoyable stay as always, despite a couple of issues we were made aware of in advance."
United Kingdom
Mandy B.
Riverside home, Hot Tub/Sauna, Nr Legoland & Wakeboarding www. liquidleisure.com

Hampden Apartments - The Henry

4.0 star property
Windsor City Centre
9.4 out of 10, Exceptional, (18)
"It is a very comfortable flat"
United States
Daphne
Hampden Apartments - The Henry

A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

Old Windsor
9.4 out of 10, Exceptional, (3)
"We were not sure how it would work out staying in someone's back garden, but it proved to be absolutely ideal for our family of five and was a cost-effective way of staying near London. The cabin is thoughtfully kitted out and was spotlessly clean. The owners are lovely and even let our children see their rabbits. It was easy to get into London for day trips with street parking available near Egham Station. It was very handy for Legoland. We were worried how hot the cabin would get in the...
United Kingdom
David S.
The price is NZ$299
includes taxes & fees
14 Nov - 15 Nov
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

Windsor Mews by Stay Focused SA

3.5 star property
Windsor City Centre
9.4 out of 10, Exceptional, (6)
"Good location with a very nice property"
United Kingdom
James
Windsor Mews by Stay Focused SA

Modern Barn Conversion in Dorney

Windsor
9.4 out of 10, Exceptional, (3)
"Our family stayed for a week, traveling into London and the surrounding area. The property is very spacious, beds are comfortable and we had a good visit, however, there were some inconveniences. We had to supply handsoaps, dishwasher tabs, laundry detergent, kitchen sponge. The washing machine smelled strongly of mold. We could only find one hairdryer for a 5-bedroom house and no room had a convenient place to use it (had to sit on the floor in an upstairs bedroom because the only proper mirror...
United States
Beth P.
Modern Barn Conversion in Dorney

Cosy Cottage: Your Central Windsor Retreat

Windsor City Centre
8.8 out of 10, Excellent, (3)
"Nice place in central location "
United Kingdom
Dafydd H.
Cosy Cottage: Your Central Windsor Retreat

haven Valley near the theme park

Old Windsor
10.0 out of 10, Exceptional, (1)
"Me and my family stayed here as we had a wedding nearby. The place accommodated all of us. Very spacious and clean. Host is amazing! "
United Kingdom
Akarshana S.
The price is NZ$691
includes taxes & fees
14 Dec - 15 Dec
haven Valley near the theme park

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

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

STABLE HOUSE - Near Windsor Castle

3.0 star property
Eton
9.4 out of 10, Exceptional, (13)
"Excellent stay at Stable House in Windsor. The hosts provided great communication and the property was in a wonderful location, easy walking accessibility to town and tourist spots alike. We thoroughly enjoyed our stay."
United States
Laura
STABLE HOUSE - Near Windsor Castle

Hampden Apartments - the Diana

4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (40)
"Nice and quiet area. Lots of places to walk to. "
United States
Abelardo
Hampden Apartments - the Diana

Stylish Lodge At Windsor Racecourse Marina

Clewer North
10.0 out of 10, Exceptional, (4)
"We had an excellent stay and thoroughly enjoyed your lovely home. Thank you for the hospitality and quick responses with our questions. Would definitely stay here again!"
United States
Kristine M.
The price is NZ$836
includes taxes & fees
24 Nov - 25 Nov
Stylish Lodge At Windsor Racecourse Marina

Stunning Central Windsor Town House

Windsor City Centre
10.0 out of 10, Exceptional, (3)
"Loved this home and location. Beautiful bathrooms and comfortable beds. Great location just a few minutes from the Castle. Parking for two cars an added bonus. We’d definitely stay here again if our travels take us to the Windsor area. Excellent communication with host and easy access. 10/10"
United States
Duncan H.
Stunning Central Windsor Town House

5 Bed Victorian Townhouse I Central Windsor

Windsor City Centre
5 Bed Victorian Townhouse I Central Windsor

Windsor Castle Apartments

3.5 star property
Windsor
10.0 out of 10, Exceptional, (2)
"We wanted to beat the heat and enjoy the charming town of Windsor, comfortable apartment, great location, and a birthday weekend to boot. We would definitely stay again, quick communication and attentive booking."
United States
Anonymous traveller
Windsor Castle Apartments
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

Find out more about Windsor

Everything you need to know about Windsor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windsor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor holiday rentals we have selected for you start as low as NZ$137 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Windsor?

Yes, there are holiday rentals in Windsor close to LEGOLAND® Windsor, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic riverfront in Windsor. While you're here, grab a bite or have a drink at the lively bars and top-notch restaurants.

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

47 Park Street - Grand Residences by Marriott: This holiday home rental outside of Windsor is in the city centre, and equipped with air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Windsor?

Choose from 107 Expedia holiday rentals in Windsor for a memorable holiday.

What’s there to see and do in Windsor?

LEGOLAND® Windsor and Queen Mary's Dolls' House are a couple of the family-friendly sights, whereas cultural attractions include Frogmore House and Theatre Royal. You’ll find favourite places to visit such as Wembley Stadium and Warner Bros. Studio Tour London in the wider area.

What’s a holiday rental in Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family getaway.