Vacation rentals in Windsor and Maidenhead
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Top-rated vacation rentals in Windsor and Maidenhead
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Windsor and Maidenhead vacation rentals
Other great vacation rentals in Windsor and Maidenhead
Guest favourite
Guest suite in Old Windsor
4.97 out of 5 average rating, 185 reviewsSelf Contained Garden View Suite, Old Windsor.
Guest favourite
Guest suite in Datchet
4.96 out of 5 average rating, 207 reviewsSelf Contained Annex, Datchet
Guest favourite
Apartment in Cookham
4.94 out of 5 average rating, 523 reviewsOld Butchers Wine Cellar 15th Century Apartment
Guest favourite
Guesthouse in Taplow
4.94 out of 5 average rating, 456 reviewsLuxury Rustic Log Cabin... secluded deck & garden
Guest favourite
Guesthouse in Stoke Poges
4.96 out of 5 average rating, 116 reviewsBrand new studio flat with secure private parking.
Guest favourite
Condo in Marlow
4.98 out of 5 average rating, 198 reviewsCentral Marlow Apartment nr High St with Parking
Guest favourite
Guesthouse in Datchet
4.94 out of 5 average rating, 388 reviewsLuxury ♥️ 1 bed apartment Windsor Legoland Heathrow
Guest favourite
Cabin in Old Windsor
4.94 out of 5 average rating, 125 reviewsGorgeous Self-Contained Wooden Cabin - Old Windsor
Quick stats about vacation rentals in Windsor and Maidenhead
Total rentals
2.5K properties
Rentals with dedicated workspaces
990 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
470 properties allow pets
Family-friendly rentals
1.2K properties are a good fit for families
Total number of reviews
62K reviews
Destinations to explore
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- Private suite rentals Windsor and Maidenhead
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