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Search for the best rental guesthouse in Maidenhead at Booking.com. We have the perfect guest home for rent, with great rates and good availability. Experience Maidenhead like a local in a modern flat or a cozy rental room. Visit Thorpe Park, Legoland Windsor and Windsor Castle or simply walk around and explore. Booking.com has all the self catering accommodations and guesthouses for rent that you need for an amazing Maidenhead vacation.