Windsor Holiday Rentals

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Check prices for these dates

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

Holiday Rentals in Windsor

Exterior detail
Willow Court Farm
Willow Court Farm
4.0 star property
10.0 out of 10, Exceptional, (197)
"This place is outstanding, the farm make your stay very welcome."
United Kingdom
Kris
The price is HK$1,367
HK$1,641 total
includes taxes & fees
2 Nov - 3 Nov
Willow Court Farm
Exterior
SnoozeDen Westmead – Windsor Castle & Legoland
SnoozeDen Westmead – Windsor Castle & Legoland
3.0 star property
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$520
HK$624 total
includes taxes & fees
27 Oct - 28 Oct
SnoozeDen Westmead – Windsor Castle & Legoland
Private kitchen
King Edward Apartments
King Edward Apartments
4.5 star property
9.6 out of 10, Exceptional, (67)
"Pretty clean, nice walk to town centre and transit. Parking a bit tight by North American standards. Lift available. Beds comfy and the owners/property managers as well as the cleaner were all wonderful. "
Canada
Elizabeth
King Edward Apartments
Living area
Hampden Apartments - the Diana
Hampden Apartments - the Diana
4.0 star property
9.2 out of 10, Wonderful, (39)
"Wonderful property! "
Canada
Meghan
Hampden Apartments - the Diana
Private kitchen
Stay,work, Relax Ideal for Crews and Long Stays
Stay,work, Relax Ideal for Crews and Long Stays
2.0 star property
Stay,work, Relax Ideal for Crews and Long Stays
Living area
Hampden Apartments - The Anne
Hampden Apartments - The Anne
3.5 star property
9.2 out of 10, Wonderful, (5)
"Really nice apartment close to the centre of Windsor. Handy parking space close by that will save you some money as the local Q park is about £45 for 48 hours! "
United Kingdom
Anonymous traveller
Hampden Apartments - The Anne
Private kitchen
Hampden Apartments - The Henry
Hampden Apartments - The Henry
4.0 star property
9.4 out of 10, Exceptional, (18)
"Loved our stay great location. Apartment was clean and prepared for our visit. The property could use a few repairs but altogether it was a great place to stay. "
United States
Jeremy
Hampden Apartments - The Henry
Lounge
Windsor Mews by Stay Focused SA
Windsor Mews by Stay Focused SA
3.5 star property
9.4 out of 10, Exceptional, (6)
"Good location with a very nice property"
United Kingdom
James
Windsor Mews by Stay Focused SA
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.
9.4 out of 10, Exceptional, (3)
"Had a great stay prior to our flight home. They had everything we needed including things for the kids (1 and 3)."
United States
Peyton T.
The price is HK$1,169
HK$1,335 total
includes taxes & fees
5 Nov - 6 Nov
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Garden
STABLE HOUSE - Near Windsor Castle
STABLE HOUSE - Near Windsor Castle
3.0 star property
9.4 out of 10, Exceptional, (13)
"I was traveling for three weeks for business and the Stable House was such a perfect home base - you really can't beat the location if you're looking for something in the area. It was clean, well maintained, and on a quiet side street but still minutes (literally just a few hundred feet) to good food and drink. And of course, only a few minutes walk to the Castle and the Windsor side of the river (only about a five minute walk to the castle)."
United States
Anonymous traveller
STABLE HOUSE - Near Windsor Castle
Exterior detail
Charming 4-Bedroom Cottage in Windsor with Parking
Charming 4-Bedroom Cottage in Windsor with Parking
10.0 out of 10, Exceptional, (1)
"Great place. Enjoyed our stay. Property host was very responsive when contacted. Loft bedroom is charming but not for tall people."
United States
Timothy P.
Charming 4-Bedroom Cottage in Windsor with Parking
View from room
Central Apartment Facing Windsor Castle
Central Apartment Facing Windsor Castle
4.0 star property
8.8 out of 10, Excellent, (23)
"Brilliant location and very helpful owner "
United Kingdom
Senan
The price is HK$2,517
HK$2,517 total
includes taxes & fees
1 Nov - 2 Nov
Central Apartment Facing Windsor Castle
Garden
Cavendish House
Cavendish House
5.0 star property
10.0 out of 10, Exceptional, (62)
"Fantastic stay with the family, perfect location, property and hosting"
United Kingdom
Philip
Cavendish House
Exterior
Modern Barn Conversion in Dorney
Modern Barn Conversion in Dorney
9.4 out of 10, Exceptional, (3)
"Perfect for a family stay with clean and excellent facilities "
United Kingdom
Michal J.
Modern Barn Conversion in Dorney
Oven, stovetop, toaster, cookware/dishes/utensils
Cosy Cottage: Your Central Windsor Retreat
Cosy Cottage: Your Central Windsor Retreat
8.8 out of 10, Excellent, (3)
"Nice place in central location "
United Kingdom
Dafydd H.
Cosy Cottage: Your Central Windsor Retreat
Outdoor dining
Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle
Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle
10.0 out of 10, Exceptional, (104)
"Hamish and Susie were great hosts. Hamish met us on arrival and gave us a tour of the house. We enjoyed the goodies in the welcome basket. The shortbread’s were delicious ( I believe they were homemade). We enjoyed our 3 night stay, the cottage was what we had hoped it would be. The gardens and grounds were so lovely and peaceful. Hamish gave us excellent advice getting to London by train. Our son and grandson enjoyed exploring Windsor Great Park, they saw a lot of wildlife. An awesome...
United States
Loretta F.
Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle
Fridge, microwave, oven, dishwasher
Stylish Lodge At Windsor Racecourse Marina
Stylish Lodge At Windsor Racecourse Marina
10.0 out of 10, Exceptional, (4)
"great place to stay"
United Kingdom
Kevin B.
The price is HK$2,327
HK$3,734 total
includes taxes & fees
6 Nov - 7 Nov
Stylish Lodge At Windsor Racecourse Marina
In-room dining
Hampden Apartments - The George
Hampden Apartments - The George
4.0 star property
9.0 out of 10, Wonderful, (33)
"Super convenient for visiting everything in Windsor. Plenty of food nearby, lots of options. The property itself was a little run down, half of the shades didn’t work, most of the freezer was unusable because of ice build up, the washing machine is a combo washer dryer, but it doesn’t dry your clothes at all, you have to hang them up."
United States
Timothy
Hampden Apartments - The George
Full-sized fridge, microwave, oven, stovetop
Windsor Castle Apartments
Windsor Castle Apartments
3.5 star property
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
5 bedrooms, iron/ironing board, travel cot, WiFi
5 Bed Victorian Townhouse I Central Windsor
5 Bed Victorian Townhouse I Central Windsor
5 Bed Victorian Townhouse I Central Windsor
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
"Great location "
R 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
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • 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 top-notch restaurants and lively bars.

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

STABLE HOUSE - Near Windsor Castle: This highly rated holiday home rental in Windsor is located on the waterfront, and offers a garden, laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

How many holiday rentals are there in Windsor?

Choose from 106 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.