Top Villas in Windsor and Maidenhead in 2026

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Our top choices for Windsor and Maidenhead villas

1. Windsor Lion - Four Bedroom Villa, Sleeps 9

Old Windsor

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Top Windsor and Maidenhead Hotel Reviews

Uno Thames Hotel -Reopened Brand New Again -FREE PARKING

8/10 Good

"Great place to stay lovely view"

Sir Christopher Wren Hotel

8/10 Good

"We booked two rooms on one reservation. Not only were the rooms not beside each other, not on the same floor, they weren’t even in the same building. Also check in was so slow for some reason. Not sure why they don’t have things printed and keys ready before you get there. Otherwise it’s a decent place to stay. Some rooms are clearly nicer and newer than others. Great location. Breakfast was average but great view from the window of the river."

Holiday Inn Express Windsor by IHG

10/10 Excellent

"Great helpful staff. Lovely room and en suite. As a disabled person the room and bathroom facilities will ideal. Only thing I would change is install a higher toilet. Easier to get on and off for me anyway. Able to park every night. Great choice at breakfast, always hot and a pancake maker which I have never seen before at a hotel. Great idea especially for the kids and big kids alike. Will highly recommend the hotel and we will be staying again."

LEGOLAND Windsor Resort

8/10 Good

"Our stay was great, it was perfect for our one night stay to give us 2 days in Legoland, only reason I didn't give it 5 stars was no aircon, we struggled to sleep with heat and the noise (people and planes) from having windows open. I know the noise can't be helped, but with aircon would have made the world of difference to our stay. But the little touches with the lego animals were wonderful, the kids had the best time. Breakfast was lovely. The play park was ace, just needed a couple more benches for the parents. Would definitely recommend :-)"

Monkey Island Estate - Small Luxury Hotels of the World

8/10 Good

"Stayed here a few times / room in pavilion v small but v clean. Pavilion a v nice experience / reception and welcome and exit all great. The issue is the bar and restaurant staff who are quite off hand and inefficient- multiple missed orders for many people, no greeting, surly attitude which is a real shame and as I sat working the female worker was openly rude to her colleague about other guests and other staff members - we walked in on our last evening and the female bartender did everything she could not to engage or offer any type of interaction to the guests/ it resembles a small pub who have hired local staff vs a prestige location who are all about the guest experience - such a missed opportunity for this unique and historic place"

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Treat yourself

Be picky

Check prices for these dates

Our top choices for Windsor and Maidenhead villas

1. Windsor Lion - Four Bedroom Villa, Sleeps 9

Find vacation rentals that suit your style

Top Windsor and Maidenhead Hotel Reviews

Uno Thames Hotel -Reopened Brand New Again -FREE PARKING

Sir Christopher Wren Hotel

Castle Hotel Windsor

The Royal Adelaide Hotel

Macdonald Berystede Hotel

Holiday Inn Express Windsor by IHG

LEGOLAND Windsor Resort

Fredrick's Hotel Restaurant & Spa

Monkey Island Estate - Small Luxury Hotels of the World

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