Windsor Holiday Rentals

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Holiday Rentals in Windsor

Exterior detail
Willow Court Farm

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 HK$1,104
HK$1,325 total
includes taxes & fees
14 Nov - 15 Nov
Willow Court Farm
Private kitchen
King Edward Apartments

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
Exterior
SnoozeDen Westmead – Windsor Castle & Legoland

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 HK$503
HK$604 total
includes taxes & fees
18 Nov - 19 Nov
SnoozeDen Westmead – Windsor Castle & Legoland
Garden
Cavendish House

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
Private kitchen
Stay,work, Relax Ideal for Crews and Long Stays

Stay,work, Relax Ideal for Crews and Long Stays

2.0 star property
Clewer North
Stay,work, Relax Ideal for Crews and Long Stays
Private kitchen
Hampden Apartments - The William

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 HK$1,345
HK$1,614 total
includes taxes & fees
12 Dec - 13 Dec
Hampden Apartments - The William
Terrace/patio
Riverside home, Hot Tub/Sauna, Nr Legoland & Wakeboarding www. liquidleisure.com

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
Private kitchen
Hampden Apartments - The Henry

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
Fridge, microwave, oven, stovetop
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

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 HK$1,148
HK$1,311 total
includes taxes & fees
16 Nov - 17 Nov
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Lounge
Windsor Mews by Stay Focused SA

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
Exterior
Modern Barn Conversion in Dorney

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
Oven, stovetop, toaster, cookware/dishes/utensils
Cosy Cottage: Your Central Windsor Retreat

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
Living area
haven Valley near the theme park

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 HK$1,836
HK$3,030 total
includes taxes & fees
3 Dec - 4 Dec
haven Valley near the theme park
Microwave, oven, stovetop, dishwasher
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
Family Home, beautiful view of Windsor Castle, 5 minute walk to shops and River
Garden
STABLE HOUSE - Near Windsor Castle

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
Living area
Hampden Apartments - the Diana

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
Fridge, microwave, oven, dishwasher
Stylish Lodge At Windsor Racecourse Marina

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 HK$2,255
HK$3,635 total
includes taxes & fees
24 Nov - 25 Nov
Stylish Lodge At Windsor Racecourse Marina
Smart TV
Stunning Central Windsor Town House

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
TV, fireplace, offices
5 Bed Victorian Townhouse I Central Windsor

5 Bed Victorian Townhouse I Central Windsor

Windsor City Centre
5 Bed Victorian Townhouse I Central Windsor
Full-sized fridge, microwave, oven, stovetop
Windsor Castle Apartments

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.
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Top Windsor Hotel Reviews

Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

10/10 Excellent
"good"
Ziyu 1-night trip
Posted 4 days ago
Sir Christopher Wren Hotel

Find out more about Windsor

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

  • View our selection of featured holiday rentals in Windsor
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  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

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

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 104 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 Theatre Royal and Frogmore House. 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.